Holiday houses in Stratford

Tiny home in Saint Inigoes

4.98 out of 5 average rating, 351 reviews

Historic St.Mary's City at the Lazy Bear Cottage

Inquire first on pets, there is a 50 lb. weight limit total, can be split up between 2 small dogs or 1 at 50lbs or less,must be house broken and friendly. Close to Saint Mary's historic city, Pt. Lookout State Park, Sotterley Plantation. Great hiking trails, restored colonial village,a replica of the Maryland Dove. Tour a lighthouse. Great restaurants , or spend a day over in Solomons Island, about 20 miles from us. Peaceful settings for relaxing right on the water,or kayak on the river.

4.98 out of 5 average rating, 135 reviews

Guest suite in Warsaw

The Osprey Nest: Rappahannock Riverfront Suite

Sunny, private 2nd floor suite at the river's edge features panoramic views of the Rappahannock and surrounding farmland. Take in fiery sunsets, sunrises, starry skies, eagles, ospreys and more. Swim, fish, explore waterways by kayak, or bike in tranquil, rural surroundings. Morning coffee on the balcony with the songbirds is a treat, and the riverfront deck, surrounded by trees is sublime. Restaurants, historic sites, hiking, fossil hunting, wineries, antiques & more are a short car ride away.

Holiday home in Colonial Beach

4.97 out of 5 average rating, 122 reviews

The Observatory on Rose Manor

The Observatory on Rose Manor is a private home. It’s 2 blocks from the heart of downtown & beach. Colonial Beach is the golf cart capital of Virginia, we all drive them here. Rent one when your in town. Just over an hour south of DC. This small town takes you back in time with events & local charm. This brand new rental is on the grounds of Rose Manor. Rose Manor was built 1896 it operated as the New Willard hotel for over 50 years. Come relax on its huge porches & enjoy the water view.

Superhost

4.88 out of 5 average rating, 235 reviews

Lakefront/Dock, Woods, 3 Beaches, Kayaks, Hot tub

Our 3 bed/2 full bath+loft house sits in the woods surrounding a beautiful freshwater lake in a neighborhood on the stunning Potomac River! Come enjoy the nearby attractions or simply do nothing at all! We have kayaks/boats for your use right off the private dock. The community has 3 beaches: a private sandy lake beach with a swimming dock, a river-front sandy beach with 15 million+ old shark teeth, and a fossil cliff beach. Fishing! Hot tub on the patio! Bald eagle sightings! Theater Room!

4.96 out of 5 average rating, 191 reviews

Cottage in Leonardtown

Beach Front and 'Perfectly Placed'

Escape to our charming Potomac River waterfront cottage, complete with 2 cozy bedrooms, 1 tastefully appointed bathroom, and stunning river views. Enjoy a comfortable living area with large windows, a fully equipped kitchen, and an outdoor picnic table. Perfect for small families or friends seeking a peaceful retreat, our cottage is conveniently located just a short drive from local restaurants and shopping. Come relax, unwind, and make unforgettable memories on the beautiful Potomac River.

5 out of 5 average rating, 117 reviews

Home in Leonardtown

White Point Cottage -- Quiet Waterfront Getaway

Welcome to White Point Cottage on the beautiful Potomac — 90 minutes from Washington, DC, but a world away. The renovated 2 bedroom, 1 bath cottage sits on nearly an acre of south-facing waterfront property, affording a sense of privacy along with sunrise and sunset views. We’ve owned in the same neighborhood in St. Mary's County since 2005 and are eager to show guests why we love it here. More on IG @whitepointcottage, and be sure to visit our sister property, Water's Edge Cottage.

4.98 out of 5 average rating, 135 reviews

Apartment in Leonardtown

Stunning Sunsets on Breton Bay, Seaside apartment

Charming efficiency apartment decorated with a coastal theme overlooks Breton Bay. Use of pier for hanging out... or crabbing and fishing. Apartment is in the second floor of detached garage on the premises of a private home. Beautiful serene surroundings 5 min. from downtown Leonardtown with shopping, restaurants and events. Area offers historical sites, wonderful parks, a large Mennonite and Amish community, great restaurants and friendly people! 25 minutes from Solomons Island.

4.96 out of 5 average rating, 156 reviews

Cabin in Colonial Beach

Summer Perfect, Water Front A-frame on Winery

This serene cabin is on the Ingleside Vineyard's property. Have a glass or two of wine and walk around the vineyards and then retreat to your own private a-frame cabin oasis. A beautiful view of the Roxsbury Estate where abundant wildlife can be viewed all around the property and the pond is stocked and ready to be fished. Within driving distance to wineries, Stratford Hall, George Washington & James Monroe's birthplace, Westmoreland State Park, and the beach town of Colonial Beach.

5 out of 5 average rating, 105 reviews

Home in Colonial Beach

Waterfront Cottage in Colonial Beach at Placid Bay

Luxury Cottage with private water views full of natural wildlife. You will love the open floor plan with a chef's kitchen stocked with All the essentials including beverages and coffee. Sleep late with private bedrooms that include luxurious bedding Enjoy the expansive outdoor space complete with Patio, Pergola, Fire Pit, and large deck with outdoor kitchen. Walk down to the 28ft foot dock where you can fish, relax in the sun or take the Kayaks for a ride Close to DC and NOVA

4.93 out of 5 average rating, 160 reviews

Guesthouse in Bushwood

Little House by the water

Serenity - Privacy - Beauty - This little house by the water has it all. New Sealy queen size mattress, well equipped kitchen, Cuisinart coffee maker, full oven, glass topped stove, new refrigerator, and fully screened porch with water view. Perfect for 1 or 2 adults looking to get off the grid and recharge. In St. Mary's County,MD, just 90 minutes south of Washington DC. However, the space is small and it is really a studio apartment as I think the pictures make evident.

Apartment in Lexington Park

5 out of 5 average rating, 385 reviews

Adorable Waterfront Apartment Weekend Getaway

Bright & cheery 1 bedroom waterfront apartment nestled on the banks of the St. Mary's River. Amazing, dreamy views. It's a sweet spot to relax and enjoy a quiet get-away or launch a kayak, take a walk, enjoy great food cuisine. We sit next to St. Mary's College of MD and Historic St. Mary's City. You may see college sailing races, crew teams rowing, or the historic Maryland Dove sailing down the river. It's lovely here fall, winter, spring, summer! SUNSETS!

4.98 out of 5 average rating, 107 reviews

Waterfront Retreat| Kayak+Beaches+Pool | Gameroom

Relax ✧ Kayak ✧ Paddleboard ✧ Hike ✧ Fish ✧ Swim ✧ Beach & more at the Riverside Retreat in Montross! ☀️ Welcome to our modern waterfront sanctuary with kayaks + paddleboard 🏊‍♀️ 3 community beaches + pool (open Memorial to Labor Day) 👨‍🍳 Gas griddle for cooking a delicious meal 🔥 Fire pit + Gameroom (ping pong, arcade, & more!) 🐶 Dogs Welcome ⚡️EV Charging Book today or ❤️ us for next time

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Other great holiday rentals in Stratford

5 out of 5 average rating, 20 reviews

Home in Avenue

200 Year-Old Waterfront Home only 1.5 hours fromDC

ReneeRating, 5 stars2 weeks ago

It was peaceful and serene. I wanted a place to relax and let the issues of the world fade away. That's exactly what I experienced at Skip-A-Way Landing. The house is not only beautiful but it has a warm and welcoming feel to it. Like coming home after a long time away. Overall the house is lovely however the subtle touches throughout are also much appreciated. It's the small details that let you know that the owners put a lot of thought into it and care about its' guests. I did not want to leave. I'm already looking forward to going back. Highly recommended!

4.95 out of 5 average rating, 97 reviews

Cottage in Cobb Island

Happy Hour~Riverfront, countyside, private pier

LisaRating, 5 stars1 month ago

As always, just an awesome getaway! The minute I pull up to the cottage and look out at the water, any stress just disappears. I’ve been coming here for a number of years and Angela and her cottage are second to none!! Angela is a wonderful host and provides great directions and recommendations and the cottage is just perfect. Thank you Angela for having this little gem!!!

Superhost

Home in Colonial Beach

4.75 out of 5 average rating, 48 reviews

Family Tides: Hidden Gem, Colonial Beach Getaway

KellyRating, 5 stars1 week ago

We loved our stay! The house was cleaner than any hotel we’ve used. There was plenty of room for our family of 6, and I got the best sleep in ages thanks to the super comfortable bed and soft linens. We were impressed by how thoughtfully the house was stocked with anything we could need: great selection of games in the dining room, laundry supplies including stain remover, kid-friendly dishes, etc. We appreciated the clear instructions posted by appliances. The neighborhood was peaceful and safe, and we felt comfortable letting our teens walk down to the beach each evening to watch the gorgeous sunset. We enjoyed the nearby towns, with great experiences at El Toro, Colonial Buzz Espresso Bar, Muse Pizzeria, Westmoreland State Park, and the Westmoreland County Museum. The location even made for easy day trips to Washington DC and the Pax River Naval Air Museum. Thanks again, Dani, for making our first ever family vacation such a great experience!!

4.99 out of 5 average rating, 94 reviews

Home in Cobb Island

Waterfront 4-BR home w/ hot tub & charging station

AndreeRating, 5 stars1 day ago

We had an extraordinary family time in Jen's house. Cobb island is an unexpected gem. Being on the Neal Sound of the Island was best for birding and kayaking. A magical week everybody will remember! Thank you to Jen for providing such a great place!

4.9 out of 5 average rating, 167 reviews

Tranquil River Home

BrittanyRating, 5 stars4 days ago

My family and I really enjoyed our stay at this home. The house had just about everything we needed. I liked that there were towels and soaps to use. The beds were pretty comfortable. The home is a lot bigger than what it seems in the pictures. There was also firewood to use in the fire pit. This home is located in a HOA neighborhood and there is security that drives around checking parking passes. We enjoyed Lake Independence and Shark Tooth Beach which are located in the neighborhood and is only for owners and guests. My family and I will definitely be back for sure!

4.9 out of 5 average rating, 73 reviews

The Haven at King Copsico Comfortable, Clean, Cozy

SallyRating, 5 stars3 weeks ago

Beautiful cottage, well appointed, clean and very homey. The screen porch (with hot tub!) was a great place to hang out. Sharon was very responsive and an excellent host!

5 out of 5 average rating, 3 reviews

Adorable, clean, quiet house

TerryRating, 5 stars3 weeks ago

This was the perfect spot to get away from the hustle and bustle, while I visited my daughter that lives in the area.