Skip to content
Find Places to Stay in Claiborne on Airbnb

Find Places to Stay in Claiborne on Airbnb

Discover entire homes and private rooms perfect for any trip.

Places to stay in Claiborne

Places to stay in Claiborne
La Casita is an architecturally unique newly constructed guesthouse on a secluded 40 acre farm on Harris Creek, just off the Chesapeake Bay. 5 min by car to historic St Michaels. Featuring a bedroom loft, open 1st floor, 360 views, TV/Wi-fi, full bath/shower, galley kitchen w/ microwave, fridge w/ice maker & patio fire pit, La Casita is proof positive one can stay in luxury, be at one w/ nature, and still be close enough to delight in the fine dining, shops & outdoor wonder that is St Michaels.
Things to do by season: nothing - rest & breathe. Just be. But if you must DO something, kayak in the creek, swim in the salt water pool (May-Sept) or settle yourself in the native gardens to watch nesting eagles in the winter & a parade of avian visitors using the Atlantic flyway in the spring & summer, or experience beekeeping in the small apiary.
Close to the major attractions of historic St. Michaels but with exceptional privacy. Half of the property is woodland, half is farmland so there is plenty of space to stretch your legs. Five minutes by car to the Inn at Perry Cabin, the Chesapeake Bay Maritime Museum and town. If you'd rather stay put and enjoy the quiet, stop at The Market in town for provisions and never leave the farm. With the exception of occasional crabbers or paddle boarders on the creek, you won’t see a soul but you might hear the sheep down the road if the wind is right. If you want to go further afield, we’re in the middle of ‘Chesapeake Country’ with iconic and historic towns like Easton, Cambridge, Oxford and Tilghman Island, wide open farms and wetland preserves where all you will hear are the birds and maybe the splash of a kayaker.
  • We had such a great time here - beautiful location, great town, and so dog friendly! Would definitely recommend this location to anyone looking to get away for a couple of days!

    Lyric2020-03-07T00:00:00Z
  • They are great hosts.. the location is great! We have a golden retriever so he was super happy running around. So much space. The house is cute they provided us with a basket of things we could use.. like s’mores kit for campfire m.. fruits candies and champagne.. the bed was super comfortable

    Reena2020-02-22T00:00:00Z
  • Mike and Melinda were fabulous hosts. We really enjoyed our stay. The house is surrounded by nature. We loved seeing the wildlife that surrounds the house. La Casita did not disappoint. It is only a short drive to town.

    Tracy2020-01-01T00:00:00Z
  • After a stressful time- surgery , work, family illness, I was looking to reboot. I saw this cottage on air b n b and instantly wanted to visit. I was not disappointed in the least. In fact, it far exceeded my expectations. The architect’s modernist take on on American farmhouse ( gabled roof, sliding barn style doors) fits gracefully into the landscape- with subtle grey hues bordered by gardens, river rocks and farm crops. The land follows an estuary that flows, ready for you to kayak. Mike and Melinda are truly like inn keepers! Furthermore,the amenities made me feel so cared for- there were even s’mores kits waiting and wood ready for the fire pit. My friend and i sketched , walked, read and took our hosts advice about events and places to visit. One idea is tea or cocktails at the cozy bar or outdoor patio at the Perry inn. But stay at La Casita; see the sun set over the trees. It couldn’t be more amazing.

    Sarah2019-11-11T00:00:00Z
  • Mike and Melinda’s is a place I’d recommend to everyone I possibly can. Mike and Melinda were fabulous hosts. They were very warm & welcoming. They thought of everything for their stylish guest house. If you needed something, they were a text away. We enjoyed the fire pit (with s’more kits they provided!), their dock along the water, and took a nice walk on their lane within their property. If you’re looking to visit a quaint small town, as well as a secluded/ quiet getaway, this place is for you.

    Natalie2019-11-04T00:00:00Z
  • The Casita offers an impeccably clean, private, gorgeous hideaway on a 40-acre farm, only minutes away from the great shopping and restaurants of St. Michaels, MD. The hosts have thought of everything. We were celebrating our 20th wedding anniversary and they welcomed us with a bottle of champagne! Mike communicated with us in advance and sent us a list recommending restaurants, shopping, and things to do in the area. The venue is close to some beautiful National Wildlife Refuges and also a short drive to great shopping in Easton. The Casita has everything you need - a luxurious, comfortable bed with a window above that allows you to enjoy a sky full of stars, grounds that reflect the owners passion for gardening, even a firepit for toasting marshmallows. We can't wait to return!

    Peggy2019-10-27T00:00:00Z
  • Room Type

    Entire home/apt


    Property Type

    Cottage


    Accommodates

    3


    Bedrooms

    1

    Saint Michaels, MD, United States

    Small historic home in downtown St Michaels, walking distance to Talbot Street and all surrounding restaurants and shops. Your reservation includes the entire first floor; the second floor is unoccupied and not used. Holiday and special event weekends are priced at a higher rate, and the local Talbot County accommodation tax is collected prior to access to house.
    Small historic house. Walking distance to downtown, maritime museum, restaurants, parks,
    Quiet street, multiple historic houses. Library. Coffee shop
  • Wonderful location. Beautiful home. Great time.

    John2020-03-08T00:00:00Z
  • Vincent was quite responsive leading up to our stay. The house was great and very convenient to all that St Michaels has to offer.

    Caleb2020-02-17T00:00:00Z
  • We really enjoyed our stay at Vincent's place, it was super clean and so easily walkable to everything in St. Michael's. The check in process was clear and Vincent was very responsive. A great weekend in one of our favorite towns!

    Leah2019-12-08T00:00:00Z
  • Great location, wonderful hospitality!

    Jackie2019-11-17T00:00:00Z
  • Couldn’t have picked a better spot for our first visit to St. Michael’s. Once we arrived on Friday, we parked the car in the driveway and was able to walk to anything we wanted to do until we left on Sunday. House was as advertised, and check in and out was a breeze.

    Dave2019-10-27T00:00:00Z
  • The place was spotless and stylish and had everything we needed. It was our first time in St. Michaels, so we weren't sure about the best places to stay, but this location turned out to be perfect. Everything was in walking distance. We never used our car during our stay. I hope we get a chance to come back and stay here again.

    Steve And Amy2019-10-09T00:00:00Z
  • This house was in a great location right off Talbot street! There was so much to do! The house had tons of great amenities such as drinks, coffee, utensils/silverware, and towels. Vincent was very responsive and kind. We had a great stay!

    Brianna2019-09-29T00:00:00Z
  • This place was just awesome. If you are planning a St. Michael’s getaway then this is the place to book. The house is literally a block from any and everything downtown, and was pristine and clean upon arrival. Vince was an excellent host and even bought a bottle of wine and some coffee for my fiancé and I, as we were there celebrating her birthday. Will 100 percent stay in this home again when we come back.

    Thomas2019-09-25T00:00:00Z
  • Room Type

    Entire home/apt


    Property Type

    House


    Accommodates

    2


    Bedrooms

    1

    Saint Michaels, MD, United States

    Shipwright Cottage is a fully-renovated idyllic getaway located in the Bay Hundred area of the Chesapeake Bay just 8 miles outside of St. Michaels, MD. Bikes and kayaks included!
    Shipwright Cottage is a fully-renovated 2 bedroom, 1 1/2 bath house that is a perfect getaway for couples or small families. Upstairs features two sleeping areas - a bedroom with two extra long twin beds that can be combined to make a king and an open, loft-style bedroom with a queen bed and reading nook. The living room offers a pull out sofa. The full bath features a luxurious glass shower and water views accent every room. A screened porch offers space to relax and enjoy the views. The cottage is fully equipped with a fabulous kitchen, WiFi, DVD player, washer-dryer, and charcoal grill. Linens and bath towels are included. Two kayaks, Two adult bicycles, one child's bike, and one bike trailer are available for your use.
    Shipwright Cottage is located on Cummings Creek, just a short drive to St. Michaels, Tilghman Island, Oxford, and Easton.
  • The house is thoughtfully decorated with lots of Maryland touches. It has everything you could need and is clean and welcoming. Lots of local recommendations were provided by the excellent host. Situated between Tilghman and St Michaels, this was a great space for a quiet weekend getaway. Would love to come back and enjoy during warmer days.

    Lena2020-03-01T00:00:00Z
  • This really comfortable home is in an ideal location. Beautiful surroundings, nice walking, and close to the Chesapeake Bay Maritime Museum and all the cool restaurants and shops in town.

    Margaret2020-02-24T00:00:00Z
  • We had a great stay at this cottage over a chilly winter weekend. The space is lovely and was perfect for the two of us and our dog. The kitchen is fantastic, and we were very conveniently located a quick drive from St. Michael's and Tilghman Island.

    Mariele2020-02-17T00:00:00Z
  • This is an absolutely lovely house - lots of thoughtful touches, local tips, good kitchen for cooking. We were here just after Christmas so didn’t get to enjoy the outdoor amenities (bikes etc) but imagine it would be amazing in warmer months. Overall a really great stay in a really special place.

    Elizabeth2019-12-30T00:00:00Z
  • Great stay! Cute place

    Matthew2019-12-26T00:00:00Z
  • Very cute cottage with waterviews all around. Easy access to the small town of St. Michaels and a very short drive to Easton and all that the area has to offer.

    John2019-11-10T00:00:00Z
  • This was a terrific stay—great location, nicely decorated cottage, comfortable, and even came with bikes and kayaks. Kitchen very nicely laid out and with basic supplies. I personally think that 2-3 people would most comfortably stay in the cottage, not more. Highly recommended, and I would book it again.

    April2019-10-15T00:00:00Z
  • Very relaxing getaway for me, my husband, and our dog. We truly enjoyed the time away and loved exploring the eastern shore. Melissa was very quick to respond and included some helpful suggestions on what to do and where to eat. Sailing on the Selina II and eating at Lowes Wharf were highlights!

    Allison2019-08-27T00:00:00Z
  • Room Type

    Entire home/apt


    Property Type

    Cottage


    Accommodates

    4


    Bedrooms

    2

    Wittman, MD, United States

    Completely renovated and exquisitely decorated, this one bedroom apartment has a private entrance from the main house and features a modern farmhouse vibe. Fully equipped kitchen with new glass top stove, large walk-in shower and queen sleeper sofa make this perfect for a couple or family. Located 9 miles south of the Bay Bridge, off of Route 8 on Kent Point Road ,this location is convenient for weddings at the Chesapeake Bay Beach Club or Swan Cove. Access to large in-ground pool included.
    Backyard inground pool available for guest. 10 minutes from Chesapeake Bay Beach Club and Kent Manor...5 minutes from Swan Cove..
    Minutes from Chesapeake Bay beach club so would be ideal for wedding party. Or Naval Academy graduation
  • If you are looking for a stylish, picturesque place to get away, look no further! The attached apartment at Diane’s place was perfectly decorated and sparkling clean. The sunset over the Bay that we got to see while driving around close to Diane’s home was breathtaking. Though the space was just right for our night away, it was the hostess Diane that made this place stand out even more. We had an incident occur that changed our plans while we were there and I cannot say enough about how gracious and accommodating Diane was toward us. She even went out of her way to help us! If you get the chance to stay at Diane’s place, you should take it without hesitation.

    Brannon2020-03-01T00:00:00Z
  • Great find! Definitely would recommend this for a couple.

    Marshall2020-02-23T00:00:00Z
  • Very clean and private. The kitchen was well stocked.

    Walter2020-02-16T00:00:00Z
  • This was our second stay at Diane and Steve’s. This time it was beautifully decorated for Christmas. The Air bnb was spotless and very comfortable. We look forward to staying here again.

    Dean2019-12-29T00:00:00Z
  • If you’re looking for the perfect host book with Diane! Her guest house is a home away from home. Diane is readily available to assist and address your needs. Look no further!

    Davette2019-12-01T00:00:00Z
  • What a lovely escape from the city! Beautifully clean, attention to detail and hospitality plus.

    Jennifer2019-11-29T00:00:00Z
  • A wonderful experience for my first time using an Airbnb. I’m thankful Diane was able to accept our reservation even though it was a little last minute in terms of planning. The rented area was very clean with great amenities. A perfect place to stay overnight for a wedding like we did or for a long three day weekend.

    Brooke2019-11-17T00:00:00Z
  • I really enjoyed my stay at Diane’s place! It’s even better than the pictures.

    Lauren2019-11-11T00:00:00Z
  • Room Type

    Entire home/apt


    Property Type

    Apartment


    Accommodates

    4


    Bedrooms

    1

    Stevensville, MD, United States

    The Margaret Wells House is in the heart of the Historic District between the main street and water. Enjoy a total renovation of this charming home. A short walk to the water's edge, Inn at Perry Cabin, Chesapeake Bay Maritime Museum, restaurants, shops, winery, brewery and local market. A perfect spot for a couple's Shore weekend getaway or attending a wedding, nearby. Our nightly pricing includes coffee, tea, fresh linens on beds, hand-milled natural soap, fresh bath towels and wash cloths.
    The Margaret Wells House (circa 1875) is located in the heart of the Historic District. This home has been totally restored on the exterior and interior with modern conveniences for today's living, peppered with antiques. Keyless self check-in. Fully equipped kitchen with adjacent dining room. Two bedrooms (queen beds) with adjoining full private bathrooms for each. Enjoy being in the center of town within walking distance to Inn at Perry Cabin, waterfront Muskrat Park, Chesapeake Bay Maritime Museum, Crab Claw, restaurants, winery, brewery and all of the adorable shops around town.
    Within a block of the St. Michaels Harbor. A stone's throw to Muskrat Park, Farmers Market, Crab Claw, Chesapeake Bay Maritime Museum and all the great shops in town. Park your car (2 off-street parking spots) and walk the town.
  • Missy's place was the perfect choice for our visit to St. Michaels. It is within walking distance to restaurants/shopping and offers a lot of amenities. I look forward to staying there again. She was quick to respond to any questions, checked in to see how our stay was going and was very hospitable. Thanks again, Missy.

    Anthony2020-03-08T00:00:00Z
  • Had a great time in St. Michael's once again, and staying in Missy's home has always been a wonderful experience! So nice! ---the Young family

    Alyssa2020-03-01T00:00:00Z
  • For my first Airbnb experience, Missy set the bar extremely high. I expected that for such a great location, I would have to sacrifice quality, but not at all. This house is extremely well designed, comfortable, stylish, and perfect for what I wanted. I wish I would have been able to stay longer!

    Christina2020-02-23T00:00:00Z
  • Missy's place is the perfect place to stay when visiting St. Michaels. Close to restaurants and shopping all within walking distance. We were also within walking distance of the marinas. The house was perfect for 4 adults and we had plenty of room to move around and relax. I would definitely stay there again.

    Jean Lynch2020-02-09T00:00:00Z
  • My friends and I got the privilege to spend a girls weekend in Missy’s beautiful historical home. The location was fantastic.....we parked the car and walked everywhere. Close to quaint little boutiques and fabulous restaurants. Missy was so thoughtful to suggest places to eat for dinner and added a brief description of each place. Which was very helpful for our planning. Her home was absolutely sparkling upon arriving. So clean.....beautifully and tastefully decorated. Checking in and out was so easy. I’m already planning a future trip back to Saint Michael’s with my husband and I know exactly where we will be staying......at Missy’s. Thank you Missy

    Kathryn2020-01-26T00:00:00Z
  • Place is really well done Perfect location Clean And WARM!

    Paul2020-01-24T00:00:00Z
  • Everything about this home is wonderful. The charm of maintaining the historic integrity of the home with modern touches is so welcoming and comfortable. Missy is great to work with and very responsive. Can’t wait to come back and experience more of this lovely home and town and all they have to offer!

    Carla2020-01-12T00:00:00Z
  • Everything about this place and town is amazing.

    Chad2020-01-09T00:00:00Z
  • Room Type

    Entire home/apt


    Property Type

    Cottage


    Accommodates

    4


    Bedrooms

    2

    Saint Michaels, MD, United States

    The magical John Bruff house is a beautifully restored 2 bedroom historic house sitting on the St Michaels harbor and Town park, with amazing water views from every room. It is a short walk to parks, museums, shops, restaurants, Town pool, tennis courts, library - almost everything in Town! Perfectly suited for a small family, 2 couples, or a romantic getaway. Rates vary by season, and whether stay is weeknight or weekend. Stays of a week or longer are discounted, as are "last minute" bookings.
    The historic house is 2 bedroom cottage with water views from every room, plenty of living space, and a rear screened porch looking over a spacious lawn. The house was built around 1805 by wheelwright John Bruff who is believed to have constructed the magnificent mantel and paneled wall in the living room. The house was restored in 2006 and a wing, including a family room and bedroom above it, was added. Central HVAC as well as cable and wifi, were also added. The first floor of the original portion of the Bruff House includes a LIVING ROOM with original paneling, a DINING ROOM, and small DEN. To the rear of the original house on the first floor is a KITCHEN area connected to a large paneled FAMILY ROOM with a queen sleep sofa. To the rear of the kitchen is a screened PORCH facing a large backyard. There is a full bathroom on the first floor. Up an original staircase, the second floor of the original portion of the Bruff House is a large MASTER BEDROOM with fireplace having a king size bed. The second floor to the rear of the house includes a SECOND BEDROOM with a queen size bed. Both bedrooms have a bathroom with sink and toilet.
    The house is located on the park next to the harbor in St. Michaels. The house is on a beautiful historic street in the center of St. Michaels and thus it is a short walk to the water, museums, restaurants, shops, farmer's market, tennis courts, Town pool, library, etc.
  • Beautiful, comfortable and clean home. Easy access to shops and restaurants, consequently nice that we didn't need to use the car once we arrived. We also loved the water views and enjoyed our coffee outside on Sunday morning. Priceless! We will definitely be visiting St. Michael's and Thomas's place again. Dan and Julia

    Dan2020-03-01T00:00:00Z
  • This charming home is conveniently located right next to the water that offers amazing views! Only a block walk from Talbot St. which is lined with great restaurants and shops. Very cozy inside with many great touches that keep the home feeling historic. Quiet street and walkable to everything in town.

    D.J.2020-02-16T00:00:00Z
  • Great location in a quaint town overlooking the water. The historical home is a unique experience. My family and I enjoyed the atmosphere. The only item I would advise people are the stairs. The house may not be a fit for those who have limited mobility. The newer upstairs edition to the home it warm but they have a fan upstairs. Overall, I enjoyed it all. Great memories and great experience.

    Marisa2019-09-26T00:00:00Z
  • Beautiful house in a perfect location. Had an amazing time.

    Craig2019-09-22T00:00:00Z
  • Very unique location/home. Right in the middle of downtown area, so everything is walkable. Would stay there again.

    Ronnie2019-09-15T00:00:00Z
  • Wow! This historic house is absolutely amazing. There are so many tiny details that make it special. My husband is a woodworker so he enjoyed all of the original woodwork and the antiques with hand-cut dovetails. Some places have an energy that cannot be described and this is one of them. It feels so welcoming and magical. What a privilege it is to stay in such an historic house!

    Teresa2019-08-21T00:00:00Z
  • You couldn’t stay in a more central location if you tried. The historic house is perfect for the Thursday evening jazz, sunrise views over the Bay, shopping the numerous holiday shops, visiting the Chesapeake Bay Maritime Museum, or just walking around the neighbourhood!

    Christine2019-08-09T00:00:00Z
  • What an honor to stay in a home with such history! The John Bruff house is right in the middle of the historic district and convenient to ALL of the local attractions, restaurants and shops. The host had prepped the house with everything that we could need. The house is very clean and comfortable not to mention historic. The house sits right next to a public park that has water views - we plan on returning in the fall for a long weekend. Great place to stay!

    William2019-08-02T00:00:00Z
  • Room Type

    Entire home/apt


    Property Type

    House


    Accommodates

    5


    Bedrooms

    2

    Saint Michaels, MD, United States

    Indulge in history by staying at St. Michaels Harbour Inn- a full-service resort in downtown St. Michaels, MD. Amenities include a restaurant & bar, day spa, car service, bicycles & unbeatable views. Our Waterfront Queen Suites provide comfort & relaxation amidst the historic backdrop of the St. Michaels harbor, featuring two queen beds, a separate living space and patio along the waterfront. ***Please note that occupancy tax (4%) will be collected in addition to your nightly rate.
    The Waterfront Queen Suites are located on our ground floor with marina access through sliding glass doors. Enjoy waterviews, plush bedding and linens and the luxury of a full-service resort.
    Just two short blocks from the main street, downtown St. Michaels shopping, dining and entertainment is just a brief walk, bicycle ride or car ride. Park your car for your stay and let us do the rest. We are located on the 'quiet side of town' but only steps away from the magic of downtown.
  • I highly recommend a visit here. A great location and amazing spa experience.

    Ashley2020-01-19T00:00:00Z
  • Very comfortable and luxury waterfront place! Very walkable to all st. Michaels has to offer. Highly recommend.

    Austin2020-01-01T00:00:00Z
  • Peaceful

    Patrick2019-12-14T00:00:00Z
  • Location was perfect, the room was spacious and immaculate, the folks at the front desk (and Maddie in particular) were friendly and incredibly helpful.

    David2019-10-27T00:00:00Z
  • Room Type

    Private room


    Property Type

    Resort


    Accommodates

    4


    Bedrooms

    1

    Saint Michaels, MD, United States

    The historic yet fully updated Thomas Harrison House is the premier vacation rental home in St. Michaels, rented as such since 1992. It is the only large (6 bdrm) vacation rental in Town. The house is located on the harbor (spectacular water views) and the town park in the center of St. Michaels - walking distance to all museums, parks, shops, stores, restaurants, town pool, tennis courts and library. Rates vary by day of the week and season. Discounts for week stays or "last minute" bookings.
    The 6 bedroom house and beautiful yard are a perfect location for family, families, or a group of friends vacationing, or attending weddings, reunions, or other events in St. Michaels and its surrounding areas. The house was fully restored, updated and expanded in the 1990s. It has central HVAC, cable TV and wifi. Built around 1795 by Thomas Harrison Jr., 'house carpenter,' the two-story side hall/parlor clapboard house is the oldest two story dwelling in St. Michaels. It stands prominently on the town harbor adjacent the town park. The house is fitted with late eighteenth century style woodwork. The floors are wide plank heart of pine, and the windows have very old glass. The federal style stair, the raised six panel doors, and the period chair rails are original features. The house is furnished with antique and reproduction furniture in keeping with the historic nature of the house. A floor plan is available upon request. On the first floor of the original or 'Harrison House' are the side hall (foyer) and a large PARLOR (living room) with plenty of seating and a spectacular view of St. Michaels Harbor. To the rear of the living room is the LIBRARY having a fireplace, books, a television, stereo, games, cards and puzzles, and the DINING ROOM which can comfortably seat ten. To the rear of the dining room is a one story wing which houses a large, fully equipped KITCHEN. Also on the first floor is a DEN having a queen sleep sofa, a fireplace and a half bath. For relaxing outside on the property, the house offers a brick PATIO facing the harbor and the Miles River, and a covered PORCH facing the white picket fence enclosed back yard and gardens. The second floor of the Harrison house includes the MASTER BEDROOM having a queen size poster bed and a twin trundle bed, a full bath, and an adjacent small sitting or READING ROOM which has a twin sofa bed. The second story of the rear portion of the house includes the BLUE ROOM having a queen bed, an adjacent 7X7 room with a twin bed, a full bath, and the 8X8 PEACH ROOM having a twin bed. Up a private spiral staircase from the DEN is the 15X11 WING BEDROOM with dormer windows, having a full size converted (mattress and box spring) rope bed and a full bath. The third floor of the Harrison House is the ATTIC having two rooms including one full bed. There are water views from almost every room of the house. Also available for rent are four 2 bedroom fully restored historic cottages located within one block of the the Thomas Harrison House.
    The house in centrally located in St. Michaels. It sits on the harbor, has wonderful water views and is adjacent the Town park. It is surrounded by other beautiful historic homes, and is a short walk to almost everything in Town!
  • My girlfriends and I were looking for a place for a girls weekend and settled on the Thomas Harrison house. While a historic home, it was very comfortable for the four of us and could have accommodated more! We really enjoyed exploring the house. Just when we thought we had seen everything we discovered a second staircase and another bedroom! Delightful. Town is a very short walk as well as two beautiful spas. We had dinner at Limoncello - I would go back just for another meal there! All in all, a lovely weekend we will definitely be back!

    Sarah2020-03-01T00:00:00Z
  • A truly remarkable house, terrific location, and great views out every window - all of which made our visit fun and enjoyable! We can’t wait, and are looking forward to our next stay in St. Michaels!

    Steve2020-02-17T00:00:00Z
  • We had the perfect getaway! There was plenty of room for all six of us to relax and recharge, as well as lovely spaces to gather and enjoy the views of the harbor. The location can’t be beat. Very close to the Main Street, yet in a quiet corner away from the crowds. We hope to go again!

    Cam2020-01-07T00:00:00Z
  • We spent Thanksgiving here and it was great. House was large enough to accommodate our family. Felt like we were in a funky museum--nautical themes, four poster bed, many parlors and sitting rooms. Great location right on the water. Very cute town. It clearly has a lived-in feel--but we appreciated that--made it easier to relax. Host was very responsive and helpful.

    Yonkel2019-11-30T00:00:00Z
  • Great location!

    Rob2019-11-10T00:00:00Z
  • Perfect location and a house unlike any I’ve stayed in. Such a cool atmosphere and ideal for a group.

    Ryan2019-10-13T00:00:00Z
  • Very comfortable house and a perfect location for seeing St. Michael's!

    William2019-09-08T00:00:00Z
  • This home is located right in the midst of the beautiful town of St Michaels near the waterfront. It’s perfect for exploring the town on foot or sitting on a bench to watch the sunrise over the harbor. The multitude of rooms mean there is ample space for everyone in your party. The rocking chairs on the back patio are a great place to relax and talk with family and friends. There was an item we needed and Thomas was very prompt to drop it off. The only thing you might want to consider bringing is an extension cord as there are no outlets in the bathroom.

    Grace2019-08-19T00:00:00Z
  • Room Type

    Entire home/apt


    Property Type

    House


    Accommodates

    9


    Bedrooms

    6

    Saint Michaels, MD, United States

    Popular homes

    Popular homes
    *Open for Winter Getaways Cottages are Separate exct State Room #9 and Herons Nest #8. Each cottage is 1 (ONE ) Open Room consist of Kitchen, dining table, queen size bed, Full size Futon. Local and State tax due upon arrival 10% NO EXCEPTIONS! Please call upon arrival 410-746-9173 . No pets allowed! We no longer provide bed linens, or Towels you are welcome to bring own, 1 queen sheet for bed, and flat or full sheet for the futon, 4 pillow cases, and own towels. Thank you Harris Cove LLC
    Our cottages are supplied with coffee pot, coffee, tea, sugar sweetener,silver wear, pots, pans, dishes. Just pack your food,clothes and drinks head on down.
    It is a quiet tranquil neighborhood, all neighbors very friendly, but perfect spot if you like to just be to yourself.
  • The cottage was a great find for a laid back girls' weekend! It fit four people just for a night and was right on the water with plenty of chairs, gazebos, and other things guests could use Alex was a super welcoming and helpful host. Nice and quiet, it was only 10 minutes to the shops in St. Michael's. It was a little small and outdated, and the cottages are super close together - but that ended up OK since we didn't see our neighbor. Overall, we loved the cottage and would definitely recommend!!!

    Christina2019-07-07T00:00:00Z
  • This is a beautiful location.

    Jeff2019-06-10T00:00:00Z
  • This place is very peaceful and beautiful. Make sure you take a moment to capture the sunset. Alex and Jamie made us feel very welcomed, while still respecting our time to be alone and get away. The place has everything you need but nothing fancy. Just the way we like it, very homey. They even have kayaks and private piers to fish and crab. We will be back and hope to bring family and friends to have a group vacation.

    Teresa2019-06-02T00:00:00Z
  • Alex was a great host! The location was beautiful and the cabin was just what we were looking for. It has all the amenities of a campground but you get to stay in well maintained and cozy cabin with cable TV, wifi, and an updated bathroom.

    Amanda2019-05-19T00:00:00Z
  • Great stay

    Steve2018-08-11T00:00:00Z
  • Alexander was really friendly, made us feel welcome, and made check in / check out a breeze. My girlfriend and I were in the area for a wedding on Tilghman Island. Our cottage on this beautiful waterfront property was the perfect weekend escape. We regret not having enough time to enjoy all of the outdoor amenities this place has to offer (kayaking, paddleboarding, a fire pit, outdoor grill, cornhole, horseshoes, volleyball, and more). We'd like to come back for a longer stay sometime.

    Justin2017-10-15T00:00:00Z
  • Fantastic little hidden gem for those looking to enjoy life out on the water!

    Brian2017-08-13T00:00:00Z
  • Room Type

    Entire home/apt


    Property Type

    Cottage


    Accommodates

    4


    Bedrooms

    1

    Saint Michaels, MD, United States

    Our cottage is less than a mile from St. Michaels town center. Restaurants, shopping, Chesapeake Maritime Museum, Easton-Tilghman Island. Bike, walk or drive...our home has been recently updated with new furnishings throughout!
    Two story secluded home, beautifully decorated on Long Haul creek (water view & access)
    Secluded within walking/biking distance to St. Michaels and the Miles River Yacht Club.
  • The perfect place for our family of four! Very near to town but quiet and peaceful. The accommodations are exceptional. Everything was pristine, modern and comfy, including great beds. We couldn’t have asked for a better place to stay. We would definitely return.

    Susan2019-12-30T00:00:00Z
  • Great place and terrific hosts. Wood burning stove going when we arrived and they helped get it going again the next day. Great location. Super cute cottage with all the amenities. Perfect for a girls weekend but would be great for a family too!

    Sara2019-12-08T00:00:00Z
  • Charming three bedroom cottage in a lovely setting that is in close proximity to St Michaels. Very clean and well maintained, with a lot of great amenities.

    Diane2019-11-29T00:00:00Z
  • Great location minutes from downtown St Michaels, but quiet and removed from any traffic. Comfortable cottage with everything you need. We enjoyed our stay!

    Christopher2019-11-17T00:00:00Z
  • Fantastic guest home with a pool and cozy wood-burning fireplace and beautiful brand-new kitchen. Completely quiet and serene in the evenings while still walking distance to downtown St. Michaels and Perry Cabin.

    Patrick2019-11-11T00:00:00Z
  • The house was immaculate with comfortable furniture and everything you need while staying there. We had a fabulous time and the house easily accommodated all six of us for the weekend. More than enough room for everything and close to town as well. We loved our stay and are already talking about coming back again.

    Letitia2019-10-27T00:00:00Z
  • I cannot say enough good things about this property, as well as Michele and Chris. The house and property were immaculate, we felt extremely comfortable there, and the owners were very hospitable. We enjoyed the many areas to sit outside, and the house was very cozy. Had all the amenities we could need! It's only a mile from the heart of St. Michaels, which was very convenient. We hope to be back next year!

    Jamie2019-10-20T00:00:00Z
  • This place is heavenly! Clean, nicely styled home with great amenities. The hostess is the best! We are over still over the top with our 3rd stay here!

    Cindy2019-10-14T00:00:00Z
  • Room Type

    Entire home/apt


    Property Type

    House


    Accommodates

    6


    Bedrooms

    3

    Saint Michaels, MD, United States

    Entire house4 beds
    Miles Aweigh
    Price:$416 NZD/night
    134 reviews
    Superhost
    Relaxing Waterfront Cottage with Screened Porch, Kayaks and Bikes We love this cottage for what it is not - it isn't busy, cluttered or noisy. Mallard Point Cottage is serene, well-appointed and provides guests with an immediate sense of calm with only thoughts of how many hours of lazy vacationing lie ahead. The large shaded screened porch with water views serves many functions - cozy reading nook, alfresco dining area or ultimate napping territory. With elbow room for all, Mallard Point Cottage provides spacious private bedrooms. The early riser might brew a pot of coffee and enjoy a quiet cup while watching the waterfront sunrise. Two kayaks for paddling off your private dock allows for a bit of exercise and waterside exploring. Crabbing might provide appropriate fare to accompany a bucket of beers. Crabs not running? No worries: a bushel to go from Chesapeake Landing in St. Michaels is less than six miles down the road. As you head into fall's oyster season, Mallard Point continues to delight with beautiful fall colors, a warming fireplace, and billiards room to enjoy some gamesmanship. For once, finish your vacation relaxed and not in need of another one to recover. Talbot County STR License #ST-914-LUT Property Information & Notes: - Dock Information: Harris Creek access. 4' MLW; 100' private dock - Nearest Takeout: Cummings Creek Landing, about 10 minutes by car - Water Toys Included: Two (2) Kayaks provided. To ensure proper sizing for your group, please bring your own life jackets, or we can recommend a rental agency. - Bicycles: Three (3) adult town bikes provided - Fireplace: Wood-burning. Firewood is not provided - WiFi: Please note that the rural nature of the area limits the data access and some properties can experience slow speeds, or access limited to e-mail and web browsing and not streaming. - Pet Policy: This property is dog-friendly for up to two dogs at no additional charge. - Grill: This property has a charcoal grill. Charcoal and lighter fluid is the responsibility of the guest - Tournament Quality Billiards Table - Screened Porch Bed Sizes: - Bedroom - Bedroom 2 - King - Bedroom 3 - 2 Queens - Bedroom 4 - Queen Please Note: - All ESVR properties include bed and bath linens, beds made prior to your arrival, and a starter supply of toilet paper, bathroom soap, paper towels, and dishwater detergent. Please be sure to add these items to your grocery list for the duration of your stay. - Our properties do not allow group rentals to guests under the age of 25. Therefore, online bookings for group rentals will not be honored. - Weddings and special events of any kind are not permitted at our vacation rental properties due to local zoning ordinances and our homeowner agreements. Every effort has been made to ensure the accuracy of the images, descriptions, and amenities shown above. Although they are deemed reliable, they cannot be guaranteed
    Room Type

    Entire home/apt


    Property Type

    House


    Accommodates

    8


    Bedrooms

    4

    McDaniel, MD, United States

    4 month or longer rental. Perfect cottage for couple or small family! Fully Furnished! Private 2 bedrooms(4 people maximum)1 Queen bed & 2 Twin and 1 bathroom close to town in St. Michaels. Walking distance to everything town has to offer. Great restaurants,shopping,museums and parks. Close to the local park and nature trail. Sorry, no pets allowed! Rent this long term rental only. 4 months or longer. If any questions please message me!
    Fully Furnished home. An ideal space for a small family or couple. Fully furnished home with 1 queen bedroom and 2 twin beds in the second bedroom. Decorated in calming neutral colors. A nice remodeled bath with full tub. Fully functional kitchen with dining for 4. Hardwood floors for those with allergies. Private yard and parking. Sorry, not pets allowed. There is not a TV, but there is WIFI for you to log on to your Netflix etc. if you bring your laptop!:)
    Beautiful setting! You will enjoy the easy access to everything you love about this small friendly area!
  • Very clean, nice, and great location! Also a great value for the price. Highly recommend!

    Katelyn2019-08-11T00:00:00Z
  • Wonderful clean and cozy home on a quiet street just a 5-minute walk from town. Lots of helpful tourists brochures and tips. Would love to go back!

    Alyson2019-08-04T00:00:00Z
  • The place was so adorable and clean. Perfect space for the 4 of us. This was our first Airbnb experience and definitely won’t be our last!

    Allison2019-07-21T00:00:00Z
  • This is a really cute home, beautifully maintained and spotless. Neighborhood is quiet and directly cross from the park and within walking distance of Talbot Street. We took Lyft to the bay restaurants only because I felt it was too hot to walk (mid July trip). It has a well appointed kitchen if cooking in is your thing. We didn't cook because we were too busy having fun checking out the locals bars and restaurants. If you have a chance, drive a few miles down the road and check out Chesapeake Landing. Not on the shore, but great local restaurant. Foxy's was a blast with a huge variety of drinks and live music on Sunday night. Overall, we had a great weekend in St. Michael's and would stay here again.

    Janice2019-07-15T00:00:00Z
  • This adorable cottage is nicely updated and very clean. The location is extremely convenient to downtown St Michaels...there are many restaurants and shops within a 5 minute walk. We really enjoyed our weekend here and would highly recommend!

    Lauren2019-06-30T00:00:00Z
  • Quiet neighborhood, kids park and wonderful nature trail across the street. The home is within walking distance to town! Comfortable beds! Lynnette’s place was perfect for our getaway!

    Patty2019-06-27T00:00:00Z
  • St. Michael's is a lovely town and Lynette's place is ideal for a very nice getaway! Enjoy!

    Bruce2019-06-24T00:00:00Z
  • We had an absolutely wonderful stay in St. Michaels! I needed to stay here with a few of my family members for a race in Cambridge. We didn't exactly know what to expect from St. Michaels, but it absolutely exceeded our expectations and Lynnette's space was a great place to stay! The space was cozy and the town was adorable! We loved getting to walk into and through town to the coffee shops and restaurants!

    Kelsey2019-06-09T00:00:00Z
  • Room Type

    Entire home/apt


    Property Type

    House


    Accommodates

    4


    Bedrooms

    2

    Saint Michaels, MD, United States

    *Each Cottage is Separate with exception to State Room #9 and Herons Nest #8. Each cottage is 1 (ONE ) Open Room consist of Kitchen, dining table, queen size bed, Full size Futon. Local and State tax due upon arrival 10% NO EXCEPTIONS! Please call upon arrival 410-746-9173 . No pets allowed! We no longer provide bed linens, or Towels you are welcome to bring own, 1 queen sheet for bed, and flat or full sheet for the futon, 4 pillow cases, and own towels. Thank you Harris Cove LLC Seasonal
    Great for any type of getaway, family reunions, intimate couples getaway, or family gatherings.
    It is a quiet tranquil neighborhood, all neighbors very friendly, but perfect spot if you like to just be to yourself as well, put your feet up take your worries away in this beautiful setting.
  • Lovely and simple cottage on Harris Creek. Everything you need. Alex and Helena were helpful and friendly.

    James2019-06-30T00:00:00Z
  • It was a nice quiet and scenic get away

    Matthew2018-05-06T00:00:00Z
  • Its a really cozy spot. All the amenities that you need for a weekend getaway. Perfect for two people or a small family. We will be back

    Samuel2017-11-05T00:00:00Z
  • Such a wonderful gem of a spot! PERFECT for families or groups, this place has it all - water, boats, lawn games, campfire, etc. Such a perfect getaway spot, just a quick 5 minute drive to the town area with restaurants and shops - we will definitely be back!

    Sophia2017-09-12T00:00:00Z
  • Room Type

    Private room


    Property Type

    Cottage


    Accommodates

    4


    Bedrooms

    1

    Saint Michaels, MD, United States

    *Each Cottage is Separate with exception to State Room #9 and Herons Nest #8. Each cottage is 1 (ONE ) Open Room consist of Kitchen, dining table, queen size bed, Full size Futon. Local and State tax due upon arrival 10% NO EXCEPTIONS! Please call upon arrival 410-746-9173 . No pets allowed! We no longer provide bed linens, or Towels you are welcome to bring own, 1 queen sheet for bed, and flat or full sheet for the futon, 4 pillow cases, and own towels. Thank you Harris Cove LLC Seasonal
    Great for any type of getaway, family reunions, intimate couples getaway, or family gatherings, we also have horse shoes, corn hole, volley ball net, kayaks, canoes, and paddle boats FREE for use. We also have a large fire pit with plenty of seating for roasting marshmallows or making s'mores. We provide Bed linens, towels, coffee pot, coffee, silver wear, pots, pans, dishes and utensils for your convenience. Just pack food and drinks head on down! Breakfast coffee and tea,sugars provided only. Tax is 10% includes state taxes and room tax due upon arrival if not paid in advance. Sorry no Pets!
    It is a quiet tranquil neighborhood, all neighbors very friendly, but perfect spot if you like to just be to your self as well.Thank you. Harris Cove Cottages LLC
  • The location is quiet, and great for a getaway. Alexander was an extremely friendly and gracious host. Some family and friends of ours booked all of his cabins for the weekend, and it was just the quiet spot we needed. Free use of the kayaks and canoes was a great feature we actually hadn't even planned on using, but turned out to be very, very appreciated. Clean cabins and strong AC units were also.very apprecaited considering our booking ended up by chance being over the hottest weekend of the year, during a massive heat wave! We were all comfy and snug when it was time to sleep.

    Michael2019-07-21T00:00:00Z
  • Alex was a great host— I only wish we could have stayed longer. I drove up alone with my two young boys and ended up having to cut our stay short due to the baby getting sick. Alex was more than understanding of my situation.

    Janet2019-07-14T00:00:00Z
  • Alexander was so gracious and helpful upon check in. It was very cold and rainy, and his wife brought extra blankets to our door within minutes. The space was sparkling clean and very neat. It was great having a small kitchen and space heaters to make our stay even more comfortable during our chilly October visit. This would be the perfect place to spend a weekend in the summer to enjoy the beautiful bay. A wonderful place to stay for a fishing trip or to just get away for the weekend.

    Erin2018-10-28T00:00:00Z
  • very fun place to stay with many activities available at your finger tips. friendly host available to help answer any questions you may have.

    Mark2018-07-22T00:00:00Z
  • Awesome spot that’s a close drive to the beautiful town of St. Michaels but secluded enough. They have everything you need! Going kayaking on the water was beautiful and a real highlight of the trip!

    Courtney2018-05-28T00:00:00Z
  • We had a great time staying here. Alex was a pleasure to meet and you could easily tell that his main concern was to make sure our stay was an enjoyable one. It most certainly was; the cottage was great, well-maintained, well-equipped and he offered several outdoor activities at no extra charge. (kayaks, fire pit, fishing capabilities, etc. ) We would highly recommend staying here!

    Janine2017-06-25T00:00:00Z
  • Room Type

    Private room


    Property Type

    Cottage


    Accommodates

    4


    Bedrooms

    1

    Saint Michaels, MD, United States

    Over 6,000 sq/ft+. Spacious-Comfortable-Relaxing! 4 Master Suites with luxury baths, plus 1 Bedroom and bath. All big bay 4 mile+ Water views. Wheelchair Accessible. Private. Heated POOL, small private beach, acreage, barbecue, nature, fun! Fall, Winter, Spring-Special rates below. Update: - Heated Pool weather based. April - October
    TALBOT COUNTY SHORT-TERM RENTAL LICENSE: ST-895-REH 2019 10 Person Maximum ***Watermark At a Glance (More Rate Specials Below Description): Heated Pool - season depends on weather. Currently open as of: 10/15. Thanksgiving Week Special Week of November 24-December 1: Book 5 nights, get 2 additional nights free. Arrive 11/24. Leave 12/1 OR Arrive 11/25, leave 12/2. Give your group flexibility of arrival and departure days. Spacious 6000+ square foot home. Up-to-date Gourmet Kitchen. Large and Open Common Spaces. Wall of Glass Overlooking the Big Chesapeake Bay Views 5 Miles Across. 4 Master Suites with Attached Bathrooms and Each with King Bed, Day Bed and Trundle Bed. Luxury Mattresses and Linens. ALL with Water-views of the Chesapeake. Wheelchair Accessible. Heated Pool, Shoreline, Small Private Beach, Acreage, Lawn, Barbecue, and Nature. Sorry...our vacation rental license does not permit weddings due to Talbot County regulations. 6 miles (6 minutes) from St. Michaels and Tilghman Island shops, restaurants, docks, museum, golf, winery, and more! 2020 Update Heated Pool is Open (weather dependent heated April-May Memorial Day and after Labor Day September - October) Renting in Spring - Summer - Fall - Winter! We have been blessed with wonderful visitors to Watermark. We are glad that so many renters enjoyed staying at this very special property. We happily and continually improve Watermark! You can book online with us! Online reservations booked have priority in booking as we can receive several interested parties for the same period. Gather your friends and family at Watermark, your waterfront vacation home. Perfect for holidays, family gatherings, anniversaries, birthdays, reunions, weekend escapes, romantic getaways, friends get-togethers, wedding attendees or festive occasions! Health/Wellness/Inspiration Gatherings. Avoid the box you get at hotels and inns. Have 6500 square feet of indoor private space and 6+ acres outside to breathe. Create wonderful memories. Enjoy large and generous open spaces indoors and 6 private acres of outdoors for a wonderful place to relax and enjoy. Delight at having a complete and private spacious home at a fraction of the cost of staying at a hotel or inn. Watermark is a safe haven for all ages. Only a short seven minute drive from picturesque St. Michaels, Watermark delights with 5 mile views right across the blue waters of the open Bay with sail boats racing the breeze, punctuated by the oohs and aahs of seeing massive ships traversing in the distance. Watermark, the house, is well over 6000 square feet of comfort. Enter into a wall of windows overlooking the Chesapeake bay, grounds and pool. Enjoy the spacious layout and naturally lit layout. There are 20 sliding glass doors and 24 windows, some 6 feet wide that bring in natural light and nature views. Over three thousand square feet in common areas with nooks and crannies accommodate all. Watermark is fully wheelchair accessible on the first floor. A large glass walled dining area opens right into the gourmet kitchen with professional AGA stove. Eat in or alfresco under the covered outdoor deck, making for many relaxing family dinners and extended scrabble games. Step into the high ceiling living room to enjoy a fire or watch entertainment on the 75" 4K and 65” HD TV. Entertain at the bar with fridge and dishwasher. Yes, we have high speed internet (60mb/sec) and WiFi in the house. Of the five bedrooms, four are large 400 sq/ft plus master suites each enjoying luxury bathrooms with separate showers and Jacuzzi tubs. Each master bedroom is furnished with king size beds with luxury mattresses and pillows, and twin daybeds with trundle. Take your pick from Fox Den, Eagles Nest, Herons Hideaway, Turtle Cove, and Falcons Perch. Enjoy high-speed WiFi, large 75" 4K and 65” high definition TV, movies, sports, Xbox 360 with games as well as the game area with Foosball, chess/backgammon, card/poker table, board games and reading from our stash of books! Outdoors, enjoy the sparkling swimming pool, relaxing on the hammock, eating al fresco on the patio, barbecuing (propane), or gathering around the fire pit. Hang out at the dock. Crab at low tide. At low tide, enjoy the private small beach where the shallow drop-off makes it perfect for kids to play in the sand and water. Unlike the ocean beaches, our shore on the Bay is a natural living shore adjacent to the wetlands that provide breeding grounds and great diversity for fish, birds and other species that inhabit the beautiful Eastern shore. Depending on the wind and tide cycles, our low-tide shoreline varies from very small to very large sandy strips. It is great fun to wade out and watch the thousands of baby fish, net crabs in season and explore shallow bay. (You crab at low tide by simply walking out to the sea grasses with crabbing nets. Scoop them into the provided 5 gallon bucket)! As the tide rises, use the included four kayaks to explore the surrounding waters or rent the sunfish sailboat (additional cost). Unlike creeks, the open bay provides long stretches of shallow water ideal for kids, kayaking, windsurfing and kite surfing. Enjoy a cooling rinse in our refreshing outdoor shower. Bring your bikes! Both St. Michaels and Tilghman Island are wonderful destination bike rides on large dedicated bike paths on Tilghman Island road. This area is well known for it flat and scenic biking. For those who enjoy nature, your morning sightings may easily include bald eagles flying overhead, regular visits by osprey or the resident heron peering into one of three ponds hunting for fish. Enjoy the cool breeze at the dock. Watermark is a Maryland natural habitat. Part-time caretaker/woodworking atelier in outbuilding. Please note that the property is not suitable for hunting parties. Upon request (additional charge), we can arrange for an expert naturalist or fishing guide. We are just a few minutes from the Golf Course and the Inn at Perry Cabin. If you are seeking a place for family and friends to stay, Watermark is a ideal (if not much better) alternative. We welcome travelers who are attending weddings, receptions, retreats at other locations around nearby St. Michaels. However our license does not allow weddings and receptions. If you are looking for an small retreat to inspire, brainstorm or solve vexing issues away from the office, Watermark welcomes you. We can also arrange for (at an extra cost): - Family photographer - so everyone is in the photo and it's done right. - Private Chef - so you can enjoy your evening and have a gourmet meal - Full corporate service including maid service, chef, tours, and more. Fully WIFI enabled in the building. Our 75" 4K and 65" HDTV screen can provide almost there video conferencing. Interesting Happenings Around Watermark The St. Michaels area is an amazing leaf peeping gem right close to the Washington, DC area. You will be stunned by the colors rivaling Vermont and surprised at the beautiful interplay with the Chesapeake Bay waters. Please come and have a look! Peak colors are in October up to mid-November.
    Bring your bikes! Both st. Michaels and Tilghman Island are wonderful destination bike rides on large dedicated bike paths on Tilghman island road. This area is well known for it flat and scenic biking. For those who enjoy nature, your morning sightings may easily include bald eagles flying overhead or the resident heron peering into one of three ponds hunting for fish. Enjoy the cool breeze at the dock. Watermark is a Maryland natural habitat. Please note that the property is not suited for hunting or hunting parties. Upon request (additional charge), we can arrange for an expert naturalist or fishing guide.
  • Great place !!

    Barbara2019-10-27T00:00:00Z
  • Fantastic property/location, perfect for large/multiple families ... especially those with young kids. Barbara was a very attentive host who pays a lot of attention to the small touches & details. Great stay! We will be back.

    Troy2019-06-27T00:00:00Z
  • Log Cabin marries Luxury Resort--that is Watermark--with only the best qualities of both of those accommodations. The solitude, peace and quiet of being surrounded by nature in the woods but still enjoying a gourmet kitchen, huge flat screen televisions, spa tubs in all the bathrooms, and privacy of each huge bedroom located minutes away from a cozy town in one direction, a scenic fishing village in the other, and every type of activity you could want. The physical house, while meticulously clean, is showing a bit of age and wear, but the care and responsiveness of our Hostess, Barbara, to our few questions and requests was the most impressive part of our visit--and that's saying a lot. Barbara answered her phone when we called or else called back within minutes. She delivered on every promise and removed all stress from our visit. She is a treasure. Most definitely would not hesitate to visit again.

    Deborah2019-06-10T00:00:00Z
  • Watermark was awesome. The house is huge and the property is really special (cool dock with great views and kayaks, amazing yard with firepit, nice heated pool, bball court, lots of nature in the ponds). Honestly, we didn't need to leave the property. The house shows a bit of wear and tear, but that also means nothing is precious and great for kids and groups. Barbara was great to work with and we would come again if we lived closer!

    Derek2019-05-19T00:00:00Z
  • Barbara's home is really a special place. the house is well equipped, beautifully decorated and super close to the town of St. Michaels. The views from the house are splendid. I would highly recommend staying here while visiting St. Michaels.

    Rick2018-09-23T00:00:00Z
  • If you have a family or large group this place is absolutely perfect. Barbara is very hospitable & responsive. We’ll most definitely be back again.

    Alex2018-05-28T00:00:00Z
  • We had a lovely experience and can’t wait to come back

    Melissa2018-05-20T00:00:00Z
  • Loved it! The house was well-appointed and we loved that there was toys for our kids and three separate sleeping wings/areas so we all had our space. Kitchen is updated and very nice. Barbara was super helpful and we really enjoyed our time there. We would rent it again.

    Lisa2018-04-01T00:00:00Z
  • Room Type

    Entire home/apt


    Property Type

    House


    Accommodates

    10


    Bedrooms

    5

    Wittman, MD, United States

    Cottage located on a quiet street downtown St Michaels. Walking distance to the maritime museum, shops. restaurants. kayak on San Domingo creek, rent a bicycle and enjoy a ride on local roads backyard fire pit and grill or sit on front porch for coffee and conversation
    two story cottage with 2 bedrooms and 1 1/2 baths sleeping for 4 with 2 queen beds
    quiet street, walk to several coffee shops, library, shops, restaurants, public dock areas
    Room Type

    Entire home/apt


    Property Type

    House


    Accommodates

    6


    Bedrooms

    3

    Saint Michaels, MD, United States

    This beautifully decorated Harris Creek waterfront home is waiting for you! With plenty of room for multiple families to vacation together, you`ll create lasting memories at Emily`s Lane.
    This beautifully decorated Harris Creek waterfront home is waiting for you! With plenty of room for multiple families to vacation together, you`ll create lasting memories at Emily`s Lane. Located in the little village of Wittman, just outside of historic Saint Michaels, Emily`s Lane has just what it takes: a great pool, a waterside deck, and comfortably furnished screened porches on both the front and back of the house. The freshly renovated interior offers hardwood floors throughout, beautiful, modern furnishings, and two master suites. Two additional bedrooms and two daybeds in the upstairs hallway provide sleeping space for many. Talbot County STR License # ST-227-RAF
    Room Type

    Entire home/apt


    Property Type

    House


    Accommodates

    8


    Bedrooms

    4

    Wittman, MD, United States

    Harbor Hideaway is a fully licensed vacation rental that is in the charming town of Saint Michael's MD. HH cottage is just steps away from everything that SM's has to offer. Walk or ride the provided bikes to all the local sights and eateries.
    You will be renting the whole house. 2 bedrooms and 2 bathrooms with LR,DR, and large outdoor space.
    Harbor Hideaway has 3 things that make it hands above other SM's rental's. Our pride in cleanliness and comfort, we continually renovate making it better than the year before. Our location is pretty sweet, 4 houses away from the marina and such an easy walk to town, shops, and restaurants. We make it so easy to getaway because we have tried to provide so much of what you need so you DON'T have to pack it; beds will be made with great sheets, towels will be laid out and most items like shampoos, conditioners, hair dryers , and much more will be there for your use.
  • The house was perfect for our family getaway. Homey and sparkling clean. Just a short walk to all the shops and the waterfront restaurants. Carol was very responsive and wonderful to work with. We look forward to visiting again soon.

    Kathryn2019-10-27T00:00:00Z
  • This is a great home in such a convenient part of town. So close to the main street, but still enough removed to feel peaceful. The furniture is comfortable and clean, and the house really has everything you need for a weekend getaway!

    Kristofer2019-10-06T00:00:00Z
  • Harbor Hideaway offers a premium location to the main attractions in St. Michaels, but even more appealing was how clean and cozy the house was. It truly begins to feel like a home away from home.

    Jen2019-08-18T00:00:00Z
  • Perfect location! Park the car and enjoy your strolls into town! Also, Carol and Steve make sure you feel right at home in their cozy, clean cottage. Highly recommended and we plan to return in the near future!

    Dianna2019-06-02T00:00:00Z
  • We had a great stay!

    Abby2019-05-19T00:00:00Z
  • Close enough for a short walk downtown but far enough away from the noise... perfect spot in St. Michael's! Harbor Hideaway was spotless on arrival and, with rain in the forecast, a towel and umbrella by the door - a thoughtful touch. Looking forward to returning next year.

    Greg2019-04-28T00:00:00Z
  • Adorable cottage in the heart of St Michael's! You can walk to every place in town and it is a very picturesque street! You will love your stay here!

    Kate2018-09-16T00:00:00Z
  • Very sweet house with a great location. Carol is super responsive and helpful! Very clean and quiet as well.

    Alicia2018-09-09T00:00:00Z
  • Room Type

    Entire home/apt


    Property Type

    House


    Accommodates

    4


    Bedrooms

    2

    Saint Michaels, MD, United States

    1819 Georgian brick home of the Thomas Kemp, builder of the well known sailing schooner Pride of Baltimore.
    Room Type

    Private room


    Property Type

    Bed and breakfast


    Accommodates

    2


    Bedrooms

    1

    St. Michaels, MD, United States

    Historic waterfront estate with resort-like amenities
    This luxury property is part of a grand estate that includes a nine-hole golf course, swimming pool, manicured gardens, and private gym.  The historic home resides within a resort-like setting that provides a unique getaway experience.  Blending old and new, there is something remarkable around every corner.  For two-weeks at a time or more, you can enjoy all that the shore has to offer on a truly special property!  
    Room Type

    Entire home/apt


    Property Type

    House


    Accommodates

    10


    Bedrooms

    5

    Easton, MD, United States

    Our place is good for couples, solo adventurers, business travelers, and families (with kids).
  • One of the best deals in St Michaels. It was the perfect space for a girls weekend. The pool was clean and refreshing and the house suitable for large dinners and comfortable socializing. Very close to downtown for shopping and other must-dos.

    Hannah2019-08-12T00:00:00Z
  • Great house very close to downtown St. Michaels. We picked this place for the proximity and the pool and it did not disappoint. It is walking distance to town but the road is somewhat dicey so would recommend a quick drive. There are A/C units in each room and my kids loved the "hidden" kids room attached to the master bedroom. Grab a drink at Inn at Perry's Cabin and enjoy the beautiful view. Thanks again for a great stay.

    Wendy2019-08-04T00:00:00Z
  • Five of us went to St. Michael's for a girls weekend. This was the perfect spot! The house is so charming (built in 1890) and having the pool was such an amazing perk! We used it frequently for swimming and just chilling out poolside. St. Michael's was very fun to explore. It has interesting shops and LOTS of good restaurants to chose from. We had a lovely weekend!

    Amy2019-07-23T00:00:00Z
  • I stayed at Kathy's place with a group of girlfriends and we had an absolute blast, I would absolutely recommend it! The house had plenty of space and was clean and well kept. The air conditioning was great (even in the height of summer), but the pool is the highlight of this house - it is clean and a great gathering place if you are traveling here with a group or large family. The house is well-stocked and it helped that there were two refrigerators so that we had ample space for food and beverage storage. The house is close to downtown St. Michael's but it's not necessarily the safest walk. You will either want to drive downtown, bike or arrange another ride (which is tough because Uber/Lyft and taxi's are VERY limited in St. Michael's).

    Julia2019-07-01T00:00:00Z
  • This is a great family home vacation spot. There were plenty of towels and all the conveniences you would have at your own home. Nice pantry, laundry facilities etc. Great space. It only has one shower, but that's about the only negative I can think of. Nice price for the area too. Close to town. Great stay!

    Allison2019-04-22T00:00:00Z
  • Our family had a great stay. Its a lovely home. We very much liked the location whih is very close to St Michaels and it sits on a creek that feeds into the Miles River. Kayaks are provided which was a lot of fun for the whole family. Our kids were in the pool a lot. Thanks Kathy!

    Dolph2018-09-04T00:00:00Z
  • Kathy's place was a great place to spend a long weekend in St. Michaels. The location was prefect and the house couldn't be cleaner. The house had a great cottage feel to it and the outdoor shower was a plus for a quick rinse before or after the pool. Thank you Kathy for the very accommodating stay in St. Michaels.

    Michael2018-07-01T00:00:00Z
  • Kathy's place is a true haven just north of beautiful St Michaels. Her house is welcoming and comfortable with many thoughtful touches -- tons of towels, a well-stocked kitchen with spices and oils, and even a handy screwdriver and such for last minute tune-ups. The bedrooms are large and spacious. Our family spent several beautiful summer days floating in the pool, dining outside and strolling the grounds. We would certainly return.

    Teresa M2018-06-19T00:00:00Z
  • Room Type

    Entire home/apt


    Property Type

    House


    Accommodates

    7


    Bedrooms

    3

    Saint Michaels, MD, United States

    Incredible private luxury retreat on the eastern Chesapeake Bay. Complete with every amenity- saltwater pool, firepit, multiple Smart TVs, sleeps 10 in comfort, premium memory foam mattresses in every room, fast Wi-Fi, 100' pier, huge front yard. Unbelievable views (check out the photos!). Extensively renovated. Please note that no loud parties or disturbances will be tolerated. We require that guests respect our kind neighbors and serene community at all times. No pets or smoking indoors.
    This is a family vacation home on the Chesapeake Bay. The property features hundreds of feet of pristine waterfront, as well as a large, newly built pier extending into the eastern Chesapeake Bay. It has recently undergone a state of the art renovation and features a brand new interior and furnishings as well as modern entertainment equipment including Smart TVs and a music system. Very fast Wi-Fi is available everywhere on the property...even out on the pier! 10 minutes away from great shopping at the Queenstown Outlets, and 30 minutes away from Annapolis!
    This neighborhood is a calm, secluded, private and family-oriented space. It is the perfect place for a peaceful and quiet family/friend retreat. This location is not suitable for hosting loud parties or events.
  • Great view!

    Alvin2020-01-01T00:00:00Z
  • The house was amazing. Beautiful sunset views with white tail deer and bald eagles. Lots a comfy seating options inside and out. Comfortable beds.

    Bill2019-11-30T00:00:00Z
  • This property has a gorgeous view right on the water and is highly recommended for a visit to the Eastern Shore. It’s a great property for groups and St. Michael’s is about 40 min away.

    Rajit2019-11-03T00:00:00Z
  • Great place and an awesome location.

    Jack2019-10-20T00:00:00Z
  • Beautiful home & location!My anniversary group absolutely loved the gorgeous sunrise and sunset views of the bay. Our only regret was the weather was a little too chilly for swimming in the pool otherwise an amazing stay! The majority of my group were first time Airbnbers. They loved the stay so much that they are now sold on staying in Airbnb homes on all of our future group trips. Look forward to returning in the future for another stay.

    Timi2019-10-06T00:00:00Z
  • A fantastic spot for groups. Dave was super responsive and the place was fantastic upon arrival. We relaxed after Ironman Maryland and enjoyed the beautiful sunsets, S’mores at the fire pit, and grilling up some tasty meals. Groceries and good restaurants close by. Beautiful spot to run or bike. Overall, a wonderful stay!

    Simon2019-10-02T00:00:00Z
  • Second visit for our group of five adults. As always enjoyed the saltwater pool, views of setting sun, barbecuing, watching eagles, deer and rabbits, visiting with old friends at Convenience store! Dave, despite an extremely busy life, was an exceptional host making sure we had access to fire-pit, pool and grill. Bathrooms and house were clean and having necessary amenities in house enabled us to use kitchen. Love layout of the house! New adventures included kayaking at Chesapeake Environmental Center just up the road, ballooning with Captain Todd Davis at Delmarva Balloons (stirring early morning adventure) and visitng Adkins Arboreteum. Proximity to Harris Crabhouse is good for this hungry crew. May try Fisherman's Inn next year. Most importantly, we will be back health and time willing. Best, Sudha Hillary

    Sudha2019-09-22T00:00:00Z
  • This house was beautiful!!!! The views are million dollar views! Dave answered my phone call at 11pm when I thought we got locked out of the house. The only down fall is the house definitely needs some fixing up but other than that great stay!

    Samantha2019-09-15T00:00:00Z
  • Room Type

    Entire home/apt


    Property Type

    House


    Accommodates

    12


    Bedrooms

    5

    Queenstown, MD, United States

    The beautifully renovated Carpenter St. Cottage is a 2 bedroom (1 on 1st fl), plus den w/queen sleep sofa, 1.5 bath house, with a large screen porch. Located on a quiet street - it is a short walk to the harbor (one block), parks, museums, shops, restaurants, Town pool, library - almost everything in Town! It is ideal for a small family or a romantic getaway. Rates vary by season, and whether stay is weeknight or weekend. Stays of a week or longer are discounted, as are "last minute" bookings.
    The Carpenter St house was fully renovated and updated in 2016. The renovation included the addition of a new kitchen, family room, large screen porch and master bedroom and bath. The house is a 2 bedroom 2 full bathroom house with plenty of living space and a large screened porch facing a large yard. The house has central HVAC, cable and wifi. The first floor of the house includes a front parlor (living room), a den (reading room) with a queen sleep sofa, a full bathroom, a first floor bedroom with a queen bed, a fully equipped and new kitchen, and a large family room. Adjacent the family room is a large screened porch facing the large rear yard. The second floor of the house comprises the very large master bedroom with a king bed and the master bathroom.
    Museums, shops (including grocery stores and a drug store), restaurants, churches, parks, tennis courts, Town pool. library, the weekly farmer's market, and other attractions are within walking distance of the house!
  • Great location. 1 block off the main drag and you can walk to everything. The home is beautiful and much larger than expected. Wonderful time and wonderful host.

    Paul2019-12-26T00:00:00Z
  • Wonderful place. Tom is great at responding to anything that is needed, a great host. The location is the best and I've been visiting Saint Michaels for over 10 years. All kitchen equipment is there and in good condition. Washer and dryer a plus. Grocery store very close. Comfortable beds-even the pull out couch in the den area was good. Bikes were fun to go see the town, Visit Ava's-Pizza --go off that diet for it you won't regret it, Theo's -amazing steak, and dont miss Gina's for vegetarian-Paleo, and the Bistro-Peter took Great care of us. Shop until you drop. Will be back for sure.

    Pat2019-12-08T00:00:00Z
  • We just finished our third stay at this lovely property (and perhaps this information makes the rest of the review unnecessary :)). Thomas is lovely to work with -- friendly, flexible, prompt and efficient. The house is both gracious and comfortable - with a nicely done kitchen opening to a very comfortable great room (that in turn looks out on a lovely brick porch and back yard). The location is perfect -- the house sits on a quiet side street, but you are a half block away from the main downtown street. It is a (very) easy walk to restaurants and shops (heading one direction) or to the water (heading in the opposite direction). I can't think of a better location. We stayed with our two small dogs (who admittedly, don't take up much space!). Nonetheless, the upstairs bedroom is spacious and comfortable -- and the downstairs bedroom/den/bath would easily accommodate a second couple while affording privacy for everyone. What's not to like?

    Deirdre2019-11-26T00:00:00Z
  • This location is absolutely perfect, and the house is more spacious than it appears in the pictures!

    Natalie2019-11-17T00:00:00Z
  • You can’t go wrong with this rental. The location is absolutely perfect. It’s right in the middle of the town and you can walk everywhere. It’s a quaint cottage with modern amenities. I slept in the upstairs bedroom and it was very comfortable. The architecture in St. Michaels is gorgeous, reminds me of New England. Checking in couldn’t have been easier. We had no problems with anything. Highly recommend staying here!

    Kate2019-10-20T00:00:00Z
  • Great location. Had a great stay.

    Cheryl2019-10-13T00:00:00Z
  • Carpenter Street Cottage has a perfect location, is spotless, warm and comfortable. The perfect base to explore St Michaels. We all agreed that we could not wish for a more perfect stay.

    Wendy2019-09-14T00:00:00Z
  • Location, location, location! This home is literally steps from all the fun things to do in St Michaels! My wife and I particularly enjoyed the screened in porch and the ability to walk everywhere in town. We'd definitely stay here again next time we are in St. Michaels.

    Thomas2019-08-12T00:00:00Z
  • Room Type

    Entire home/apt


    Property Type

    House


    Accommodates

    5


    Bedrooms

    2

    Saint Michaels, MD, United States

    The Washington Melson House is a beautiful historic 2 bedroom 1.5 bath cottage in the heart of St. Michaels. The restored house is located on a quiet street - just a short walk to the harbor (half block), parks, museums, shops, restaurants, Town pool, library - almost everything in Town! Perfectly suited for a small family or a romantic getaway. Rates vary by season, and whether stay is weeknight or weekend. Stays of a week or longer are discounted, as are "last minute" bookings.
    The fully updated (including central HVAC, cable and wifi) W Melson house was built around 1840 by Washington Melson, a sailor, believed to be one of two individuals in Talbot County who voted for Abraham Lincoln in the presidential election of 1860. The front section of the house was originally built at only 16 feet wide but enlarged to the current width soon thereafter. A large rear wing with the kitchen, family room, and master bedroom, was added in 2006. The first floor of the original portion (front) of the Melson House includes a living room and a dining room. To the rear of the original house on the first floor is a kitchen area which opens up by French doors to an outdoor patio. Also connected to the kitchen is a large family room with a queen sleep sofa. There is a half bath off of the family room. The second floor of the original portion of the Melson house is a bedroom having two twin beds. The second floor to the rear of the house (accessed by a different staircase than that in the original portion), contains the master bedroom having a queen size bed. There is a full bathroom off of this bedroom.
    The neighborhood is the beautiful and restored historic area of St. Michaels which surrounds the St Michaels harbor. The house is a half block to the Town park and harbor with beautiful water views. The street is quiet but centrally located. The cottage is walking distance to the harbor, parks, restaurants, Town pool, winery, brewery, groceries, etc. Museums, shops (including grocery stores and a drug store), churches, tennis courts, Town pool, library, the weekly farmer's market, and other attractions are within short walking distance of the house!
  • Awesome location...can walk the whole town and enjoy the water just a short distance away. Comfortable beds and clean place, too!

    Lisa2020-03-08T00:00:00Z
  • Great Airbnb experience. Historic home walking distance to everything. Would stay here again for sure.

    Mark2020-02-16T00:00:00Z
  • Perfect location in St. Michael’s. We did a lot of walking around and explored coffee shops, the brewery, water front, and had a couple nice dinners. We walked everywhere. I would recommend to friends and if we ever came back to St. Michael’s I would consider staying in Thomas’s home again.

    Dan2020-02-02T00:00:00Z
  • Great place, great host, great experience! Enjoyed the modern aminieties: nice complement to the beautiful antiques throughout. Awesome location--4 min walk to multiple great restaurants/bars, shops etc. Definitely recommend this to people who enjoy period homes with modern convenience.

    Theodore2020-01-05T00:00:00Z
  • This place was as described. Great location. Cute historic house. Perfect for our Thanksgiving get away.

    Tatja2019-11-29T00:00:00Z
  • Thomas’s home is beautiful and in a great location with an easy walk to wherever you would like to go. On top of that, Thomas was quick to respond to any communication and gracious enough to allow us to use the fireplace, which only made the stay even better. Highly recommend!

    Ned2019-11-17T00:00:00Z
  • Great house and location!

    Michael2019-11-10T00:00:00Z
  • Wonderful location!

    Schwalbe2019-10-14T00:00:00Z
  • Room Type

    Entire home/apt


    Property Type

    House


    Accommodates

    5


    Bedrooms

    2

    St Michaels, MD, United States

    The truly special and restored historic Thomas Blades house is centrally located in the Town of St. Michaels on a quiet st. Shops, restaurants, museums and the Town park with its magnificent water views are steps away. It is a 2 bedroom 1.5 bath cottage with a large paneled family room and a large screened porch. Ideal for a small family or two couples, or a romantic getaway for two. Rate varies by day of the week and season. Discounts for stays of a week or more, or for "last minute" bookings.
    The historic Thomas Blades House is a 2 bedroom, 1.5 bathroom cottage. The house was built around 1850 by Thomas Blades, a young sailor, and was restored, fully updated and expanded in 2006. It has central HVAC, cable and wifi. The house is very comfortable and beautifully decorated with period and reproduction furniture. The large family room and big back porch create an ideal environment for relaxing! The first floor of the original portion of the Blades House includes a LIVING ROOM and a DINING ROOM. To the rear of the original house on the first floor is a KITCHEN area connected to a large wood paneled FAMILY ROOM with a queen sleep sofa. There is a half bath off of the family room. The rear of the family room opens up by French doors to a large outdoor PORCH with ceiling fan and dining area. There is a deck to the rear of the porch for outdoor grilling. The second floor of the original portion of the Blades house includes a large BEDROOM with a queen size bed and an antique child's bed (cot size). The second floor to the rear of the house contains the large MASTER BEDROOM with a king size bed. Off of a hall between the two bedrooms is the master bathroom. For large groups, nearby cottages and a large waterfront house are also available for rent.
    The neighborhood is the beautiful historic area of St. Michaels which surrounds St. Michaels harbor. The street is quiet but centrally located. The cottage is walking distance to the harbor, parks, restaurants, Town pool, winery, brewery, groceries, etc. Museums, shops (including grocery stores and a drug store), churches, tennis courts, Town pool, library, the weekly farmer's market, and other attractions are within short walking distance of the house!
  • This house is adorable. It’s like you’re stepping back in time but with modern amenities. The location couldn’t be better. You won’t even use your car. It’s warm and cozy and the town is picture perfect. Enjoy!

    Kate2019-12-08T00:00:00Z
  • Great location in the heart of downtown. Close to major restaurants shops and museums along with the Marina.

    Will2019-11-04T00:00:00Z
  • I stayed here with friends for a wedding, and we really enjoyed our stay. Beautiful historic home, and location can’t be beat! Walking distance to many restaurants and bars. I highly recommend it.

    Adam2019-10-13T00:00:00Z
  • This was a great little house for my wife, our five-month old baby boy and my parents. We were in town for a good friend's wedding at the Inn @ Perry Cabin, and the location was conveniently located downtown and in walking distance to everything we wanted in town. We didn't spend too much time in the house but that was always the plan in St. Michael's. I'd definitely recommend this to others looking for a fun trip to the Easton Shore.

    Patrick2019-09-15T00:00:00Z
  • This property is sparkling clean, very comfortable, and a fantastic location. The owner was very responsive and helpful. I’d highly recommend this property if you need a getaway in St. Michaels.

    Jeff2019-09-06T00:00:00Z
  • We stayed at the Thomas Blades House while in St. Michaels for a wedding. The location could not be beat! Walking distance to the Harbor and all the shops and restaurants on Talbot St. We felt immersed in the town and didn't touch our car all weekend. It was a beautiful historic home that fit our group comfortably.

    David2019-09-02T00:00:00Z
  • This is a clean, comfortable home in a fantastic location for spending time in St. Michaels. Check-in and check-out were easy, and Thomas provided us with tips on restaurants and sights. The weather happened to be particularly hot and humid during our stay, but the comfortable, well air-conditioned house was a great place to return to for afternoon breaks from the weather.

    Michael2019-08-23T00:00:00Z
  • This is a nicely appointed, clean home, with an amazing location. Private, yet within a couple of blocks to the waterfront, as well as the Main street. Be aware that this is not your typical suburban home, but a historic 18th century one, so you will get occasionally creaking floorboards, but there is more than adequate space for 4 in the 2 bedrooms, and a couple of more on the pullout sofa (we didn’t use it so can’t comment on the comfort). The bathrooms were clean, and the kitchen adequate for our needs. The downstairs living room was authentically furnishing (to our untrained eye), and we regret not having more time to chill there. All in all, will rent again if we come back.

    Hrishikesh2019-08-18T00:00:00Z
  • Room Type

    Entire home/apt


    Property Type

    House


    Accommodates

    5


    Bedrooms

    2

    St Michaels, MD, United States

    Private waterfront home recently renovated with a pool. Recently updated with sleek, contemporary finishes, PennyWhistle is an adorable Cape Cod that still retains the comforts of a family home. Features include a gourmet kitchen, a waterside patio with room for dining and relaxing, and a deck that leads straight to a brand new, waterfront pool. You will enjoy relaxing both indoors and outdoors at this lovely home just outside the town of St. Michaels. Conveniently located to take advantage of the many restaurants of St. Michaels and Tilghman Island, yet so appealing you may just want to stay put! PennyWhistle is the perfect sized house and property to accommodate extended family and/or to baycation with your closest friends. Start planning your private waterfront getaway by booking PennyWhistle today!!! Property Information & Notes: - Swimming Pool: Please note our swimming pools are open from May 15-October 15. Please be sure to bring your own pool towels. - Dock Information: No boat at dock. Do not use boat lift. Electric light (control at kitchen light switch). - Water Toys Included: Three (3) Kayaks, One (1) Paddleboards. To ensure proper sizing for your group, please bring your own life jackets, or we can recommend a rental agency - Bicycles: Two (2) Adult, Two (2) Child - Fireplace - WiFi: Please note that the rural nature of the area limits the data access and some properties can experience slow speeds, or access limited to e-mail and web browsing and not streaming - Pet Policy: Pets Not Permitted - Grill: This property has a propane grill. Propane is provided - Gourmet kitchen - Multiple flat-panel TVs - Outdoor seating: 4 pool chairs, 3 additional folding/lounge chairs on site, deck chairs Bed Sizes: - Bedroom 1 ? King - Bedroom 2 ? Queen - Bedroom 3 - Queen - Bedroom 4 - 2 Singles Please Note: - All ESVR properties include bed and bath linens, beds made prior to your arrival, and a starter supply of toilet paper, bathroom soap, paper towels, and dishwater detergent. Please be sure to add these items to your grocery list for the duration of your stay. - Our properties do not allow group rentals to guests under the age of 25. Therefore, online bookings for group rentals will not be honored. - Weddings and special events of any kind are not permitted at our vacation rental properties due to local zoning ordinances and our homeowner agreements. Every effort has been made to ensure the accuracy of the images, descriptions, and amenities shown above. Although they are deemed reliable, they cannot be guaranteed.
    Room Type

    Entire home/apt


    Property Type

    House


    Accommodates

    8


    Bedrooms

    4

    McDaniel, MD, United States

    Newly Renovated Cottage in Center of Historic St. Michaels Recently renovated and newly furnished, this lovely in-town cottage is close to all the amenities and charms of historic St. Michaels. Enjoy outstanding restaurants and boutiques, ice cream parlors, coffee shops, art galleries and more, all within a few steps of this beautiful home! Try the local winery, distillery, and brewery for tastings of hand-crafted spirits (no driving required!). Head toward the Miles River waterfront for freshly caught and steamed crabs. If you want to venture farther, within just a couple of blocks you can easily rent bikes, kayaks, or paddleboards and let your adventurous side soar. Offering modern conveniences in a quintessential Eastern Shore village, Carpenter Alley Cottage is a fabulous place to stay! Property Information & Notes: - Pet Policy: This property is dog-friendly for up to two dogs at no additional charge</li> - Grill: This property has a propane grill. Propane is provided - WiFi: Please note that the rural nature of the area limits the data access and some properties can experience slow speeds, or access limited to email and web browsing and not streaming. - Linens/Starter Supplies: All ESVR properties include bed and bath linens, beds made prior to your arrival, and a starter supply of toilet paper, bathroom soap, paper towels, and dishwater detergent (but may not be enough for the duration of your stay). Please be sure to add these items to your grocery list. Please Note: - This property does not allow group rentals to guests under age 25. Therefore, online bookings for group rentals will not be honored. - Weddings and special events of any kind are not permitted at our vacation rental properties due to local zoning ordinances and our homeowner agreements. Every effort has been made to ensure the accuracy of the images, descriptions, and amenities shown above. Although they are deemed reliable, they cannot be guaranteed.
    Room Type

    Entire home/apt


    Property Type

    House


    Accommodates

    6


    Bedrooms

    3

    St. Michaels, MD, United States

    *Each Cottage is Separate with exception to State Room #9 and Herons Nest #8. Each cottage is 1 (ONE ) Open Room consist of Kitchen, dining table, queen size bed, Full size Futon. Local and State tax due upon arrival 10% NO EXCEPTIONS! Please call upon arrival 410-746-9173 . No pets allowed! As of 7/1/2019 We no longer provide bed linens, or Towels you are welcome to bring own, 1 queen sheet for bed, and flat or full sheet for the futon, 4 pillow cases, and own towels. Thank you Harris Cove LLC
    Great for any type of getaway, family reunions, intimate couples getaway, or family gatherings. We also have horse shoes, corn hole, fire pit with plenty of seating for roasting marshmallows or making s'mores, kayaks, canoes, and paddle boats that are free to guest. We provide bed linens, towels, coffee pot, Coffee, silver wear, pots, pans, dishes, utensils for your convenience. Just pack your food and drinks head on down.
    St Michael's town is great for old and new shopping. Wonderful restaurants, Maritime Museum, and plenty of window shopping,
  • This was a great location for a quiet weekend getaway. The hosts were very accommodating to our needs.

    Toni2019-09-29T00:00:00Z
  • Great place to come and relax on the water! They are great hosts and have lots of fun things for you to do once you arrive. We will be going back !

    Yann2019-07-21T00:00:00Z
  • Great location, great host.

    Jeremy2019-07-14T00:00:00Z
  • Loved the outdoor area! Thanks for the friendly greeting, strong AC—and for providing coffee!

    Josey2019-07-06T00:00:00Z
  • Cozy cottage w all the amenities for a several day stay. The dock was lovely to sit at for the evening sunset. Alex is a very friendly host, even offering to pick us up if we drank too much wine at dinner. However we ended up drinking our wine at the cottage since we liked the view so much.

    Carol2019-05-27T00:00:00Z
  • Great location especially for friends and family to get together and hang out by the water!

    Cathy2018-09-29T00:00:00Z
  • Alexander is communicative, courteous, and accommodating. I could not have asked for a more gracious host, or for a more pleasant weekend getaway. Thank you for everything Alexander!

    Lynden2018-05-28T00:00:00Z
  • My husband and I were down for the weekend for a wedding. We enjoyed our stay, the space was clean and simple. Had all the basic amenities we needed. We loved that it was right on the water and that we could put our kayaks in right there. We will definitely stay again next time we come to St. Michaels.

    Joy2018-05-20T00:00:00Z
  • Room Type

    Entire home/apt


    Property Type

    Cottage


    Accommodates

    4


    Bedrooms

    1

    Saint Michaels, MD, United States

    Indulge in history by staying at St. Michaels Harbour Inn- a full-service resort in downtown St. Michaels, MD. Amenities include a restaurant & bar, day spa, car service, bicycles & unbeatable views. Our Waterfront Spa Tub Rooms provide comfort & relaxation amidst the historic backdrop of the St. Michaels harbor featuring a king bed, jacuzzi tub & floor-to-ceiling windows overlooking the harbor. *Please note that occupancy tax (4%) will be collected in addition to your nightly rate.
    The Waterfront Spa Tub Rooms are located on our third floor with harbor views from each room. Enjoy waterviews, plush bedding and linens and the luxury of a full-service resort.
    Just two short blocks from the main street, downtown St. Michaels shopping, dining and entertainment is just a brief walk, bicycle ride or car ride. Park your car for your stay and let us do the rest. We are located on the 'quiet side of town' but only steps away from the magic of downtown.
  • My girlfriend and I needed to get away and this is exactly what the doctor prescribed. If you are looking for a quaint weekend away, this is what you need!

    Andrew2020-03-08T00:00:00Z
  • Super clean and cute cozy room!!

    Jenny2020-02-16T00:00:00Z
  • I had only heard good things about St. Michaels, but had never made the trip to go check it out. The Harbour Inn gave my girlfriend and I a perfect place to unwind after exploring the town. The room exceeded all my expectations, between the view miles down the river and the amenities I will definitely be coming back to St. Michaels and and staying at the Harbour Inn!

    Hunter2019-12-20T00:00:00Z
  • Room Type

    Private room


    Property Type

    Resort


    Accommodates

    2


    Bedrooms

    0

    Saint Michaels, MD, United States

    Tricefields is an exceptionally private waterfront property featuring a 4-BR, 3 Full/2 Half-BA, Tidewater Colonial home. Located within walking/cycling distance to downtown St. Michaels, Tricefields offers the best of both the town and the country. You'll enjoy the flow of the traditional floor plan with large gathering rooms. The kitchen is gourmet with plenty of space for creating culinary perfections, all of which can be enjoyed inside or out with ample seating for your entire party. You'll enjoy quiet moments inside among comfortable furnishings and tasteful decorations. Outside is an oasis of tranquility with opportunities to relax on the waterfront or cool off in your private pool. The grounds are vast and very private. Although you may choose never to leave the comforts of Tricefields, you are only minutes away from the shops, restaurants and waterfront haunts of downtown St. Michaels. Talbot County STR License #ST-244-DON Waterfront: San Domingo Creek Dock Information: 3 ft MLW, table at dock Swimming Pool: Please note our swimming pools are open from May 15-October 15. Please be sure to bring your own pool towels. Water Toys Included: 2 single kayaks. To ensure proper sizing for your group, please bring your own life jackets, or we can recommend a rental agency. Bicycles: 4 adults, 4 kids Fireplaces: Fireplace in kitchen is wood-burning. Firewood is not provided. Please note that fireplace in living room is not usable. Firepit: Firewood is not provided. WiFi: Please note that the rural nature of the area limits the data access and some properties can experience slow speeds, or access limited to email and web browsing and not streaming. Pet Policy: Pets Not Permitted Grill: This property has a propane grill. Propane is provided. Other Amenities: Gourmet Kitchen Gazebo All ESVR properties include bed and bath linens, beds made prior to your arrival, and a starter supply of toilet paper, bathroom soap, paper towels, and dishwashing detergent. Please be sure to add these items to your grocery list for the duration of your stay. PLEASE NOTE: Our properties do not allow group rentals to guests under the age of 25. Therefore, online bookings for group rentals will not be honored. Please Note: Weddings and special events of any kind are not permitted at our vacation rental properties due to local zoning ordinances and our homeowner agreements. Every effort has been made to ensure the accuracy of the images, descriptions and amenities shown above. Although they are deemed reliable, they cannot be guaranteed.
    Room Type

    Entire home/apt


    Property Type

    House


    Accommodates

    8


    Bedrooms

    4

    Saint Michaels, MD, United States

    *OPEN FOR WINTER GETAWAYS Herons Nest located under main house,consist of full Kitchen, dining table, queen size bed in separate bedroom, Living room Full size Futon, 2 large sleeper recliners. Local and State tax due upon arrival 10% NO EXCEPTIONS! Please call upon arrival 410-746-9173 . No pets allowed! We no longer provide bed linens, or Towels you are welcome to bring own, 1 queen sheet for bed, and flat or full sheet for the futon, 4 pillow cases, and own towels. Thank you Harris Cove LLC
    Great for any type of getaway, family reunions, intimate couples getaway, or family gatherings. We have horse shoes and corn hole ,child swing, hammocks, kayaks, canoes, and paddle boats to use for FREE. coffee pot coffee, sugars and sweetener, pots, pans, silverware, dishes, utensils for your convenience. Just pack food and drinks and head on down,and your own linens.
    It is a quiet tranquil neighborhood,all neighbors very friendly, but perfect spot if you like to just be to your selves. We are not within walking distance to town, 12 =15 Minute drive.
  • Very kind and thoughtful hosts.

    Lori2019-09-29T00:00:00Z
  • Alex was nice and the place had great amenities. The listing was a bit ambiguous; it says the cottage sleeps six, but there is one futon and one bed.

    Daniel2019-07-14T00:00:00Z
  • This place is awesome. The owners were so friendly and helpful. The property was great. They had canoes, paddle boards and Kayaks to use for free. They have multiple screened in porches to hang out in with radios and TVs.

    Shannon2019-07-07T00:00:00Z
  • Great location and the herons best cottage was spacious and clean!

    Gwennevere2019-07-05T00:00:00Z
  • Would highly recommend this amazing oasis!

    Amanda2019-05-19T00:00:00Z
  • #8 was super clean! It directly faces the water and large gazebo is directly to the right in the large yard. It is a beautiful property. #8 has a queen bed, 3 sleeper chairs, and a fluffy futon. We had 5 people stay comfortably and didn’t even need to open the extra air mattress. The hosts were always available and were very kind. I absolutely would book this again, or one of the smaller cottages on the property.

    Kim2019-04-28T00:00:00Z
  • Heron's Nest is an apartment off the owners' house and is larger than the cottages. Full size kitchen and dining room, large living room. A TV in the living room and one in the bedroom. Was immaculately clean when we arrived. A/C had been turned on so it was comfortable the moment we walked in. Super friendly folks, you feel you're among friends the moment you arrive. A nice down-home contrast to the somewhat buttoned-up feel of nearby St. Michaels. Everything accurately described in AirBnB blurb.

    John2018-05-28T00:00:00Z
  • Fire Pit, Grill, volleyball, kayaks, canoes, paddle boards, cornhole and more, all sitting right on the water, and you get all that with your own private cabin. Each cabin has a bathroom, heat, AC, hot water, a stocked kitchen, and tv. Our host was incredibly nice and friendly. He is more than willing to accommodate. This place is only 5 mins from the town of St. Micheals. That town does a very good job of keeping large businesses out, so all the stores, shops, and restaurants are local. Its a very lively town for its size.

    Justin2017-10-29T00:00:00Z
  • Room Type

    Entire home/apt


    Property Type

    Cottage


    Accommodates

    6


    Bedrooms

    2

    Saint Michaels, MD, United States

    Enjoy this beautiful contemporary home in a gated, waterfront community for a perfect weekend getaway! 4 bedrooms, 4 bathrooms, water views, 1 patio with grill, 2 living spaces (one includes a couch sleeping arrangement) including a billiard table, fooseball table, and more!
    This is a custom built, luxurious home in a quiet and exclusive neighborhood. Please note: one of the sleeping arrangements includes a large and very comfortable couch on the second floor in the dual bedroom/entertainment room (considered to be a 5th bedroom). Each sleeping arrangement has an en suite bath.
    This beautiful, waterfront community is on a golf course. If you want to head to Annapolis, this location is approx. a 30 min drive to the capital!
  • Great place! Very spacious, lots of light, very clean! Nila was helpful along the way. We'd stay here again!

    Hannah2019-11-10T00:00:00Z
  • Great location ,Great Host , Exceptionally Clean

    Edward2019-05-28T00:00:00Z
  • Nice place

    Mike2019-04-16T00:00:00Z
  • Nila's place is absolute incomparably gorgeous. The design of the home is impeccable as was the cleanliness. All of the bedrooms were great, the kitchen, dining, and first floor living room was great. The game room was so much fun and Nila was very responsive and clear with direction, which was much appreciated. The closest food places and grocery stores were a minimum 15 minutes out, but otherwise my 7 friends and I had a blast. Each space was beautifully designed, and though it took a while to get comfortable because it is almost too nice (lol) - we really enjoyed ourselves. We would love to return!

    Aarik2018-12-30T00:00:00Z
  • Wonderful home in beautiful location!

    Brett2018-12-25T00:00:00Z
  • Beautiful place

    Isaac2018-11-18T00:00:00Z
  • Every part of this experience was significantly pleasant for us. From my first communication with Nila through the Airbnb app to meeting her person for the tour of the house was effortlessly genuine. The villa is beautiful and can accommodate guests for a great weekend. The views of the house are super relaxing whether you are sitting in the living room or waking up in your bedroom. There is so much to do in the house, such as a pool table, movie theater, and foosball table. We enjoyed our time at the villa, so much so that we didn't even leave the house to do any outdoor activities. Nila and her mother are the sweetest people and you feel how genuine they are to open their house for guests. I couldn't ask for a better host! Have no doubts about renting this incredible villa, and the peaceful energy it will bring to your weekend. I can't wait to go back there again and have another wonderful experience.

    Gizem2018-09-03T00:00:00Z
  • Room Type

    Entire home/apt


    Property Type

    Villa


    Accommodates

    8


    Bedrooms

    4

    Stevensville, MD, United States

    Explore nearby

    Explore nearby

    New York

    287 km away

    Brooklyn

    286 km away

    Washington

    66 km away

    Queens

    294 km away

    Philadelphia

    156 km away

    Jersey City

    283 km away

    Union City

    287 km away

    Bronx

    303 km away

    Baltimore

    58 km away

    Long Island City

    293 km away

    Arlington

    71 km away

    East Hampton

    423 km away
    7ea7a12ce79accdd78b31edb5d391f01