
Vacation rentals in The Plains
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Top-rated vacation rentals in The Plains
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Middleburg/Upperville-Stunning,renovated cottage
The Atoka House,a stunning 1801 log home on the historic register in Virginia hunt country.This 2-bedroom, 2.5 bath home with both upstairs and downstairs living rooms,is only 4 miles from Middleburg.Relax in the coziness of the log cabin, catch the spectacular sunsets from the deck and large fenced yard. Gas grill and outdoor firepit. Fireplace may only be used with a duraflame log(provided) for the safety of this historic home. Minutes from wineries, great meadow, polo and Upperville (UCHS)

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

The Cottage on Main -Virginia Wine & Horse Country
The Cottage on Main, originally built around 1840 recently underwent a full renovation! Walk to the restaurants and shops of The Plains or explore the quaint towns of Marshall, Middleburg, Warrenton, Upperville with just a few minutes drive. This one bedroom, 1 bath cottage with full kitchen, living & dining area has everything you need for a weekend getaway or extended stay. The Plains is home to Gold Cup & many other equestrian events, amazing dining & shopping and the Virginia wine country!

18th Century Middleburg Cottage
This recently renovated 2-story 18th Century stone cottage is the perfect blend of rustic and luxury, featuring stone walls, exposed beams, wood floors, a stone patio and outdoor fireplace, as well as Mountain views. Property includes kitchen, bathroom, and a living space with wood stove and dining table. Upper floor features bedroom and additional reading room. Cottage is just minutes from historic Middleburg in the heart of horse and wine country, perfect for relaxing or recharging getaways.

Garden Oasis outdoor entertainment at FrogPointe.
Nestled in between The Plains and Middleburg, this charming cottage is ready to help you relax. Perfect for family and friends during horse events nearby, like Gold Cup, Middleburg Film Festival, Christmas in Middleburg, Twighlight Polo, and much more. Fully functional kitchen with all you could need to cook a meal, fully furnished, indoor and outdoor dining, two large modern bathrooms, and internet / movies for a calm night in. Please be mindful this property is near a train track, charming!

Entire 11 Acre MTN Estate & Farm, sleeps 15!
A gorgeous 5000sqft , 2-story, 5 bdrm, mountain cabin style home with a long and spacious porch...Great location for enjoying all the country has to offer. The nearby area is filled with wonderful attractions, including amazing restaurants, wineries-breweries-cideries, historic battlefields and museums, hiking, River adventures, spelunking, National and State Parks, flea markets and antiques, horse shows, polo matches, the historic villages of Middleburg, Aldie, Upperville and The Plains.

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.

WILD HARE COTTAGE king bed
Perfect for exploring wine country we are 10 minutes from Bluemont Station and Dirt Farm Brewing This property has two bedrooms King and Queen beautiful bathroom in the middle. The kitchen perfectly sized to gather four people. large sitting room out front. Sit on the front porch and watch the travelers pass by on the gravel road. Walk up to the historic Philomont store. Please note this cottage is attached to the front of the main house it’s completely separate utilites and all

The Soper House-A Quaint & Lovely Country Getaway
The Soper House is a 1,000 sq.ft. ranch-style home with 3 bedrooms & 1 bath perfectly situated on a 5 acre farmette. Located in Fauquier County, VA. also known as Hunt, Horse & Wine country, each of the bedrooms uniquely displaying these historical themes. This charming cottage has a fully functional eat-in kitchen, a living room & a mudroom with W/D for your use. There are a few neighbors that are visible & we live in the adjacent property & can be easily available.

Cozy Country Getaway in the Heart of Upperville
Located in the center of the historic village of Upperville - across from the Hunter's Head Tavern. House is situated on 2.5 acres of beautiful gardens. It feels like an English cottage that dates back to early 1900s and is newly updated. Tall ceilings with tons of light make this house feel very spacious. There are 2 large bedrooms with 3 beds. Upstairs is a large loft with desk area. Parking provides space for 5 vehicles. Dogs are welcome! Wifi available.

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.

Luxury hunt country getaway!
Charming 1100 sq. ft space in the heart of Hunt Country. Lower level private entrance and parking. Fully outfitted kitchen, Nespresso coffee maker, french press and all the kitchen necessities. Walking distance to coffee shops, restaurants and antique stores. Close to wineries, Great Meadows and popular cycling routes. Convenient location 40 miles just outside of DC, right off route 66 but nestled away in the countryside.
Popular amenities for The Plains vacation rentals
Other great vacation rentals in The Plains

The Hayloft

Middleburg Bliss!

Moreland Farm Cottage! / 265 Acre Farm Retreat

Charming Cottage on Horse Farm

The Shire at Fox Hollow

Tanglewood Farm Cottage ( Kids & Horses Welcome)

New! Zen Cabin in the Clouds

The Tree House on the River
Destinations to explore
- Plainview Vacation rentals
- New York Vacation rentals
- Tuckahoe Vacation rentals
- Long Island Vacation rentals
- East River Vacation rentals
- Washington Vacation rentals
- Hudson Valley Vacation rentals
- Jersey Shore Vacation rentals
- Philadelphia Vacation rentals
- South Jersey Vacation rentals
- Pocono Mountains Vacation rentals
- Outer Banks Vacation rentals
- Shenandoah National Park
- Georgetown University
- Walter E Washington Convention Center
- National Mall
- Nationals Park
- The White House
- District Wharf
- National Museum of Natural History
- Capital One Arena
- Luray Caverns
- National Museum of African American History and Culture
- Stone Tower Winery
- Arlington National Cemetery
- Howard University
- Washington Monument
- Georgetown Waterfront Park
- National Harbor
- Early Mountain Winery
- Smithsonian American Art Museum
- Great Falls Park
- The Pentagon
- Lincoln Park
- Library of Congress
- The Anthem




