
Holiday houses in South Riding
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Top-rated holiday rentals in South Riding
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Cozy room
The space is a complete private with own entrance to the Cozy room and no any shared with another. It is first floor of the brand new townhouse. The commodious parking space in front of the door without permit. The building where is in the shopping center and nearby grocery store, restaurants, movie theaters and Dulles airport. An Excellent and the beautiful community where is. It’s very. convenient, quiet and peaceful location for stay. Since 2019 started Airbnb, most of my guests(99% are very satisfied and enjoyed their staying. This is my goal to do Airbnb and l am happy to be super host. Appreciate all my guests! You are welcomed anytime to have this Cozy Room. 👏👏👏

The Blacksmith Cottage
Just 1 Mile from Historic Middleburg, VA! 🐄✨ Step back in time at our cozy 1900s blacksmith’s cottage—fully renovated with modern comforts but still full of old-world charm! This one-room hideaway is perfect for relaxing, unwinding, and soaking in the countryside. Roam our 66-acre farm and say hello to our mini-Highland cows, rare Kerry Hill sheep, and the cutest mini donkeys you’ll ever meet. 🐑💛🐴 Please note: We’re strictly an Airbnb—no weddings, big parties, or events. No smoking allowed.

Oatlands Creek cabin
Welcome to Oatlands Creek, the ideal getaway for relaxing and exploring Old Town Leesburg, Aldie, and Middleburg. Set on 22 private acres, driving up you’ll be greeted by horses in the neighborhood. This beautifully renovated cabin blends rustic charm with modern comforts, featuring 4 spacious bedrooms, an open dining and living space, theater room, game room, and hot tub. Whether you’re here for wine country, family visits, bachelorette parties, or work, this cabin is the perfect spot for you.

Lodge on the Lake
A quiet 17 acre, ONE room cabin set on a private small lake, fishing, swimming, and kayaking. Equipped with a full kitchen, a grill, 4 OUT DOOR showers, no showers in cabin. Sleeps 4, 1 QUEEN SIZE BED AND 1 PULL OUT HIDE-ABED. There is a $25/PP per day for extra guests , with prior approval by host. Pet friendly. Cameras are on site. 1 at the parking lot, 1 on the side deck, back deck, covered porch, up stairs open covered card/chest room, 2 on the main dock & water, 1 outside stone patio

Pristine 1BR, king bed, hot tub, close to IAD
Luxurious, private and serene. Central location – 1 mile to the Metro, 8 minutes to IAD and Reston Town Center. Dedicated street parking. Close to multiple shops and restaurants. 2 patios and a side yard. Private use of the spacious hot tub with over-sized towels & luxurious robes. Enormous king-size Sleep Number® bed for exceptional comfort. Chef-worthy kitchen and washer/dryer. Free Netflix, YouTubeTV and Prime; your own thermostat and ultra-fast WiFi. No shared spaces. Built new in 2023.

Rose End
Need to social distance? Our quiet country studio is far enough from Washington DC to get away without being gone. Ideal for grabbing some space, a long run, a bike ride, or visiting local wineries. The Appalachian Trail is just a stone's throw away. We respect your privacy. No smoking is allowed and internet access is from your own hot-spot. The studio includes a satellite TV, refrigerator, microwave, and coffee maker. The queen-size bed and skylight make Rose End a cozy escape.

Cozy 2 bedroom, 2 bath apartment/Basement
This walkout Basement/Apartment in Gainesville, VA. Easy excess to Route 66 and 29. It has 2 bedrooms 2 full bathroom . The master bedroom has an attached bathroom. The kitchenette comes with a microwave, k cup coffee maker, Hot water kettle,toaster,Refrigerator, Washer and Dryer. The living room has a smart TV, The accommodation has its own private entrance from the back of the house. Our family lives upstairs. Jiffy Lube: 2mi IAD: 25 mi D.C: 37 mi Free street parking available.

Fairfax/GMU 2BR Retreat | Fire Pit | Wooded Views
* 4 Floor Mattresses & 1 Air Mattress * Located in the Lower Level * Extra Pillows, Bed Sheets & Blankets * Professionally Cleaned * No Extra Work at Checkout Luxury and serenity in an amazing location! At nearly 2,100 sq. ft. this spacious two bedroom/one bath apartment located in the lower level of an amazing single family home will afford you all the comforts of home. Serene, peaceful, wooded and private, yet still close to all the attractions and amenities of the DC area.

Self-contained apartment on Organic vegetable farm
Enjoy a relaxing retreat at a genuine sustainable organic vegetable farm. This self-contained apartment is the perfect location for a family get away, or overnight stay whilst visiting the many local wineries and breweries. The farm is located just 5 miles from historic Middleburg, right in the middle of hunt country. See what life is like on a working farm, with seasonal healthy vegetables growing just steps from the door and farm animals grazing outside your window.

Wooded Retreat in Great Falls
Escape to this wooded retreat in Great Falls, perfect for nature lovers and adventure seekers. This basement apartment boasts a dining area with sunlit windows showcasing vibrant forest views, a spacious living room, and a cozy bedroom. Enjoy easy access to hiking, biking, and outdoor fun in the parks just minutes away. Relax in the great outdoors experience the shops and dining in the nearby village. A perfect blend of nature and adventure awaits at this charming getaway.

Tiny House near Purcellville
Nestled in the heart of Purcellville is a tiny home with a ton of charm. Less than 5 miles from vineyards, LOCO ale trail breweries, cideries, WO&D bike trail & 20 min to historic Leesburg, the Shenandoah river & Appalachian Trail. Our tiny house is a bit larger w/ 2 bedrooms, full kitchen & bath, family room & cozy front porch with private parking. Enjoy a remote work getaway, (our broadband is about 8-10Mbps) relax & enjoy LOCO living!

Horse farm near Manassas Battlefield.
“Chip and Joanna” style accommodations. Private suite, private entrance (bedroom, bath, kitchenette). Close to: Manassas Battlefield (25 mile trail); Skymeadow State Park (nice trails); Wineries, distilleries, breweries and great restaurants -5 miles; VRE connections - to METRO; 3 miles to Manassas airport. ONLY 6 miles to Jiffy Lube Live. Fire pit and wood. Not accepting pets at this time. Cot and Pack n Play available.
Popular amenities for South Riding holiday rentals
Other great holiday rentals in South Riding

Designer Modern Mountain Escape (w/View & Hot Tub)

Historic Schoolhouse Retreat

Charming Cottage on Horse Farm

Near Airport (IAD) DC Sightseeing! WiFi King

New Luxury 3 BEDR, Gourmet Kitchen, Sought After

Cozy Moon Condo

Charming Stay Near Tysons | Spacious & Private

Cozy Apartment on Lower Level of Home
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- Georgetown University
- Walter E Washington Convention Center
- National Mall
- Nationals Park
- The White House
- District Wharf
- Capital One Arena
- National Museum of Natural History
- National Museum of African American History and Culture
- Stone Tower Winery
- Arlington National Cemetery
- Howard University
- Washington Monument
- Georgetown Waterfront Park
- National Harbor
- Cunningham Falls State Park
- Smithsonian American Art Museum
- Great Falls Park
- Six Flags America
- The Pentagon
- Lincoln Park
- Library of Congress
- The Anthem
- Smithsonian National Air and Space Museum




