Vacation rentals in South Riding

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Top-rated vacation rentals in South Riding

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Guest favorite

Home in Charles Town

4.86 out of 5 average rating, 14 reviews

Hidden Gem everything, everywhere!

This one of a kind home w/ newly appointed renovations & charming spaces will delight & enchant you! Set on 2 private acres, Paignton is in the middle of wherever you want to go. An enormous front porch & gazebo outside w/ lovely interiors within: living room & comfortable seating flat screen TV, elegant dining room, full kitchen & butlers pantry & 1/2 bath. A wide staircase takes you upstairs to a lovely seating area w/ 3 bedrooms (K,Q, 2T) w/ brand new, modern full baths & outdoor porch.

Guest favorite

Cottage in Harpers Ferry

5 out of 5 average rating, 59 reviews

Cozy Mountain Cottage Perfect for Friends & Family

Escape into the comfort of this cozy mountain cottage. Nestled between the Shenandoah River & Appalachian Trail on the western slope of the Blue Ridge Mountain. Enjoy a fun-filled day less than 20 mins to Historic Harper's Ferry, & Hollywood Casino at Charles town Races. This cottage makes the perfect retreat with easy access to local Wineries, the Shenandoah River & Appalachian Trails. ✔4 Comfy Beds ✔Fully Equipped Kitchen ✔6 Smart TV's ✔High Speed Wi-Fi ✔Onsite Parking ✔Central A/C and Heat

Guest favorite

Farm stay in La Plata

4.96 out of 5 average rating, 25 reviews

Oasis at Charity's Hope Farm Resort

Enjoy the perfect retreat for families, couples or anyone looking for rest and relaxation among a quiet, breath-taking location. This revived historic farmland is an icon in the area. Located just 30 miles outside of Washington DC, features a grand Victorian home w/ modern amenities. This small “farm resort” features pasture areas with alpacas, mini-cows, horses, chicks, bunnies, barns, a private pond for fishing, beautiful pool, large patio w/ outdoor fireplace, an indoor garden, and more.

Guest favorite

Cottage in Upperville

4.98 out of 5 average rating, 43 reviews

Cozy Retreat in Upperville

Nestled in charming Upperville, this tranquil cottage offers a peaceful retreat surrounded by nature, while just a short stroll to all the village has to offer. With its cozy interior and scenic deck that backs to the woods, you'll feel relaxed and rejuvenated in no time. Whether you're seeking a romantic getaway or a family vacation, this charming cottage is the perfect place to unwind and make memories. Within walking distance of award-winning Hunters Head Tavern and Bluewater Kitchen.

Guest favorite

Cottage in Harpers Ferry

4.95 out of 5 average rating, 220 reviews

Harper's Ferry Tree House/ hot tub / nature/ trees

Cozy cabin in a private community minutes away from downtown Harper's Ferry. This cottage in the trees is situated on a private wooded road and has parking for 5 vehicles. You'll enjoy a large deck, inflatable hot tub, outdoor fire pit, and gated access to a beautiful picnic area with canoe/kayak/swim spot on east side of Shenandoah River. If you are interested in fishing/boating/tubing/swimming this spot cannot be beat . Ride the commuter train to DC to take in the sites. Enjoy!

Guest favorite

Cabin in Harpers Ferry

4.97 out of 5 average rating, 144 reviews

Applemoon: Charming Log Cabin in a Mountain Lake Community

Applemoon is a dog-friendly 1960s log cabin nestled on an acre of the Blue Ridge Mountains. 2 bedrooms with Smart TVs, a porch with hanging daybed and bistro table, and a cozy game loft will give you plenty of space to relax. Outside, enjoy dinner on the huge deck or build a fire and don't forget to look up at the night sky! Applemoon strikes the perfect balance between rustic charm and comfort while maintaining your immersion in the peaceful mountain woodlands of Harpers Ferry.

Superhost

Cabin in Harpers Ferry

4.8 out of 5 average rating, 420 reviews

Cozy Cabin Hidden Away on a Lake!

MOUNTAIN MAMA VACATION HOMES The perfect getaway for any season! Enjoy the lake views inside next to a roaring fire, or in the summertime take the kids for a swim in the shallow water just off your private beach. Relax in the hot tub set in the back deck as the sun sets over the lake and the stars start to come out. Make every night movie night on the 50" 4k TV. Whether you want to stay in or see the area, this cabin has something for every member of the family!

Guest favorite

Cabin in Upperville

4.93 out of 5 average rating, 146 reviews

Island cabin

Getaway from the city and escape to the countryside in this beautiful cabin recently renovated. Situated on a beautiful private lake, enjoy your morning coffee on the porch over looking the water, or enjoy the fire pit with the sunset. The cabin features a queen size bed, a full bathroom, a kitchenette, and a cozy living room area. There is also an outside grill and fire pit. We recently updated the kitchen and added a full size fridge/freezer.

Guest favorite

Home in Silver Spring

4.95 out of 5 average rating, 77 reviews

Lux Family Xcape with HotTub, Fireplace, Deck, BBQ

This stylish, recently renovate home is the perfect retreat for families, friends or just that weekend escapade with your significant other. Great use of space, includes outside deck with hot tub, BBQ and a Fire Pit. We cater to groups and offer all the necessary amenities so you can feel right at home. For groups larger than 10 guest we have a sister property 2 minutes away where we can accommodate an additional 8 guests.

Guest favorite

Home in Harpers Ferry

4.94 out of 5 average rating, 385 reviews

Gayte House Gay Owned, Liberal Oasis

Cozy and charming 1840's home in the heart of town. Steps from the National Park, feet from the Appalachian Trail. Relax by the fire, on the porch or on the river. We have something for every season and every age. Steve and I have lived here In HF 20 yrs., 13 of those at the Gaytehouse. We live right next door now and Love both our homes. Please, Check out the beautiful and cherished home we offer for your stay.

Guest favorite

Townhouse in Northeast Washington

4.97 out of 5 average rating, 38 reviews

Luxurious Getaway/Free Garage parking

Welcome to Your Home Away from Home in Vibrant NE D.C.! Are you looking for a comfortable and spacious home for an extended stay in the heart of Washington, D.C.? Look no further! Our charming 3-bedroom, 3.5-bathroom house is the perfect place to call home while you explore everything our nation's capital has to offer stylish place to stay is perfect for group trips.

Guest favorite

Cabin in Linden

4.87 out of 5 average rating, 97 reviews

Skyland Hideaway | Mountain Cabin w/ Hot Tub

"Skyland Hideaway" is tucked inside Blue Mountain's community of Skyland Estates. With a well-stocked kitchen, cozy living room, and a private outdoor oasis, you'll have plenty to do without ever stepping foot off the property. And if exploration and adventure do call, you'll find dozens of nearby wineries, restaurants, and excellent hiking options.