
Holiday rentals with outdoor seating in Chincoteague
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Top-rated Holiday Houses with Outdoor Seating in Chincoteague
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Holiday House Rentals with Outdoor Seating

Tiny House at Good Earth, near Bethany Beach
This was my third stay at tiny house and am still in love with it! Absolutely love the property tiny house is on, even though there’s a restaurant/market and a theater in either side you have privacy. Can’t wait to go again next year❤️

Peace Point - Waterfront, Secluded, Home w/hot tub
We visited Southern Maryland for a family wedding. The property is beautiful and peaceful. Beds are comfy, house comfy, and they thought of the little things like : a full sized ironing board & Iron, beach towels, good soaps, and all you need for s’mores!Their welcome handbook was very detailed. Our only regret was that we could not spend more time on the property itself (because of family events). Would have loved to use the kayaks and the fire pit. My brother did use hot tub. Great stay! Highly recommend

Mad Men Beach House*DogFriendly*7 Min Walk 2 Sea*OUTDOOR MOVIE EXPERIENCE*Private Dock*WORK SPACE*New CRIB
Beautiful spot! Great location, close to all the happenings of Ocean City, but peaceful and quiet at the house…perfect set up. Great neighborhood. The house is beautiful, all the beds very comfortable. The back deck is gorgeous, thoroughly enjoyed that space and taking the kayaks out on the canal! It’s worth bringing your own linens and towels, we packed everything into a large tote and it worked out perfectly. Very responsive and friendly host! We had a great time here and plan to return. Highly recommend!

Jay's Retreat
We loved our stay! The home was perfect for our young family. The location was perfect. We woke up every morning to a beautiful view. The location is private, we felt safe with our kids and dog walking around and riding bikes as there was hardly any traffic. Community is peaceful and calm with easy connection to town. Everything in the house is clearly marked with instructions. Our boys loved the toys on the rainy days and it was so nice to not have to pack bikes. We made so many great family memories. A great place to stay!

Central Location- Walk to Dining & Entertainment!
We had a great time at the Reel Deal on Teal. The place was adorable, beautifully decorated, and cozy. He provided everything, and I mean everything you could possibly need. Kitchen is expertly stocked and allowed us to cook a few meals. The location was right in the middle of everything. Chip was an excellent host and had great recommendations for restaurants and things to do. He even provided a park pass to see the ponies, which was much appreciated. We would highly recommend this place to anyone looking for a relaxing getaway.

1891 Coastal Charmer: fully renovated farmhouse
We loved the ocean decor, beautiful place! Highlights for us were hanging out and having meals on the screened porch and kayaking in the bay. Mary Lou was super responsive and helpful, provided a full list of places to eat, see, and do. Wed’d love to go back in the fall!

Sunset Breezes - quiet waterfront retreat
Scott and Melinda's place was perfect for a peaceful getaway for our family of 5. The water was so nice to wake up to and fall asleep hearing the water move by! The thought of all the basic needs and had everything easily accessible from fresh eggs from their chickens, a great variety of coffee pods and creamer, and all the other small needs that come up while staying in an airbnb. This was great since it is off the beaten path. If you are looking for some peaceful family time or a secluded retreat with friends, this is a perfect place!

3 bedroom/2.5 bath Smith Island bungalow with dock
Wonderful accommodations for a relaxing visit to a beautiful island!
Apartment rentals with outdoor seating

The Fish House
The Fish House is a beautiful and comfortable place to stay! My husband & I found it to be quite spacious for 2 people. The location was perfect; we were there from Sunday-Wednesday, and it was quiet and peaceful the whole time. It was conveniently located to Irvington, White Stone and Kilmarnock and all those towns have to offer! The A/C is brand new, and very effective against the Virginia heat and humidity. The kitchen had all the essentials for preparing food, and we appreciated the coffee & tea supplies that were provided! The bed is comfortable and we slept well. We spent a lot of time on the deck overlooking the water. As a bird watcher, it was so relaxing to view the local wildlife with the binoculars provided. Michelle is a wonderful host! Her instructions are clear, and checking in and out was easy. She also answered all our questions promptly, and thoroughly. If you are looking for a quiet, peaceful getaway on the Northern Neck, stay at The Fish House!

Private suite .5 mile from beach/no shared spaces
Brianna was more than helpful! Her place was comfortable and quiet, just what we needed!

Newly Constructed 2nd-Story Studio Apartment
Good place, nice and clean, well maintained as Airbnb type, freshly colored, several things to make place beautiful. Everything was there as described no surprises. I didn’t have to ask for anything during my stay, that made stay so much smooth.

Walk to famous Tiki Bar on Solomons Island!
Such a cute spot for me and my husband to stay. I wanted a place walkable to Tiki for my birthday and I got the perfect place.

Historic St. Mary's City, MD
Our second time here! An absolutely adorable gem of an Airbnb with the nicest hosts and most beautiful garden and dock on the River! Great restaurant recommendations, super comfortable beds, and lovely living room. Perfect for families visiting the beloved St. Mary’s River.

OceanFront-Fireplace-sleeps4-Balcony-King-Disney+
Loved staying at the Salty Shark! Such a perfect location right on the beach and our host was incredibly helpful. Would definitely recommend!

Sandy Blessings
Patty's apt was a gem and exactly what we were looking for. Near beautiful beaches, great restaurants, peaceful, clean and a responsive friendly host. Entry was simple and private despite having owner nearby. Apt was nicely decorated and felt like home. Patty provided a "special treat" which was absolutely delish. Glad we had to walk up 14 steps to unit so that we could burn off our extra calories:) Great host!

Sand & Surf Condo with Pool
As my review indicates, they were very responsive. Any issues I had were minimal, but I still mentioned them upon checkout, and the response was very kind and you can tell he wants guests to be comfortable and have everything that they need and the space be clean. Everything is decorated wonderfully. I would definitely stay again in this or one of his other properties
Condo rentals with outdoor seating

Beach Paradise 202-Downtown Luxury Condo Bay View
Bao was prompt at responding to questions. The home was immaculately clean and much more spacious than appeared in the photos. The price was worth what we paid. My family and I were quite comfortable and we appreciated the starter items included with the rental. There were ample cooking utensils and the appliances were clean and in excellent condition. We travelled from out of state and brought a suitcase with our own linen. Not ideal, but this was a much more financially prudent option than paying the linen providers $190.00 for sheets and towels. Overall, we thoroughly enjoyed our stay at Bao’s rental. We were close to restaurants and the beach and had a view of the water. We highly recommend this property.

DeweyBeach Condo 2BR + sleeper. Walk to the beach!
This was a great find! We had so much fun, the location was perfect, and the house was just as described. Benjamin responded quickly and was very helpful with check in/check out. I highly recommend this spot!

Ocean Block | Sunchaser Condo | Surfer's Dream
We had a great stay at Surfers Dream. The condo was as good if not better than it appears online, the location was great being away from the hustle of the boardwalk area but close enough to easily enjoy everything it has to offer. We came for the Boardwalk Rock Festival and it was our first time at Ocean City. We were all very pleasantly surprised by how nice the whole area was and didn’t expect such a great boardwalk and beach for miles. The condo was a perfect fit for our group and we will definitely consider future visits.

Coastal and Bright Oceanfront Condo
The place is awesome. Great views great location. Perfect get away we will be coming back for sure 👍

Oasis by the Ocean - Direct Oceanfront
I loved it here! It's literally an ocean front space. We enjoyed having the screen door open listening to the waves. I loved this place so much I'm literally telling everyone about it so they can stay there haha! The weather wasn't great to start when we went down but I 10000% would book again. We were steps away from the beach, we was able to still see our unit from the sand. I got lucky to find this place!

Direct Ocean Front/Gorgeous Views/Indoor Pool
My husband and I decided to go on a getaway last minute. We found Seth’s place and were able to book the unit for the days we had available. It was great and met all of our expectations. We have been to OC and Fenwick many times and knew this is where we wanted to stay. It did not disappoint and we hope to rent again in the near future.

Direct Oceanfront close to Northside Park!
Really enjoyed our stay at Stephanie's. Awesome condo that was clean, comfortable and roomy. Wonderful views from Living Room, Balcony and Master Bedroom. Close enough to the water to hear the waves breaking. Plenty of restaurants and shops close by. Definitely hope to be back!

Sunrise Studio - Ocean Front, on Boardwalk, Pool!
We had a wonderful stay at Liz’s studio. Perfect location on the boardwalk and beautiful view of the beach! The condo was just right for us. It was, clean, comfortable and had everything we needed. And Liz was very responsive with our questions. We hope to come back soon!
Quick stats about holiday rentals with outdoor seating in Chincoteague
Total rentals
190 properties
Nightly prices starting at
$84 NZD before taxes and fees
Total number of reviews
6.9K reviews
Family-friendly rentals
170 properties are a good fit for families
Pet-friendly rentals
50 properties allow pets
Rentals with a pool
20 properties have a pool
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- Chesapeake Bay
- Ocean City Beach
- Assateague Island National Seashore
- Ocean City Boardwalk
- Jolly Roger Amusement Park
- Northside Park
- Assateague Beach
- Bayside Resort Golf Club
- Jolly Roger at the Pier
- Delaware Seashore State Park
- Snead Beach
- Peninsula Golf & Country Club
- Plantation Lakes Golf and Country Club
- Bear Trap Dunes
- Wallops Beach
- Trimper Rides of Ocean City
- Fenwick Island State Park Beach
- Coin Beach
- Bow Beach
- Assateague State Park
- Parramore Beach
- Gargathy Beach
- Guard Shore
- Langford Sand