Vacation rentals in The Plains

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Top-rated vacation rentals in The Plains

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Guest favorite

A quaint white cottage, characteristic of the 1900s, is framed by a manicured lawn and colorful garden beds. A stone pathway leads to the front door, while a white picket fence surrounds the property, providing a charming ambiance.

Farm stay in Middleburg

4.95 out of 5 average rating, 101 reviews

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.

Top guest favorite

Two horses are depicted in a serene outdoor setting, surrounded by trees with autumn foliage. Their features are prominently visible, including a brown horse with a white face and a brown and white horse with long mane. The environment reflects a peaceful farm atmosphere.

Guest suite in Nokesville

4.98 out of 5 average rating, 557 reviews

Horse farm near Manassas Battlefield.

Comfortable accommodations for horses and the people traveling with them. Private suite, private entrance (bedroom, bath, kitchenette) + 2 RV hookups water/electric. 6 stalls - nice paddock turnout. Lighted arena. Close to: Manassas Battlefield (25 mile trail); Skymeadow State Park (nice trails); several hunt clubs; VRE connections - to METRO; 3 miles to Manassas airport. Not accepting pets for the time being. Several wineries and breweries within 12 miles - ONLY 6 miles to Jiffy Lube Live.

Guest favorite

The cabin exterior features a blend of rustic log construction and large windows that invite natural light. Surrounded by lush greenery, the spacious deck extends outdoors, adorned with potted plants and a well-manicured lawn, providing a serene outdoor space.

Cabin in Haymarket

4.94 out of 5 average rating, 257 reviews

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

Top guest favorite

A quaint cottage is nestled among manicured gardens and trees. The exterior features a simple white facade, a sloped metal roof, and a large front door, all framed by lush greenery and shrubbery. Natural light gently highlights the surroundings.

Cottage in The Plains

4.98 out of 5 average rating, 220 reviews

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!

Top guest favorite

A porch view captures rolling hills and lush greenery, with fencing enclosing a vast open space. A small table is set for two, featuring glasses filled with a beverage and a propane firepit nearby, inviting relaxation amidst nature.

Guest suite in Markham

5 out of 5 average rating, 106 reviews

The Love Nest

The Love Nest overlooks the Shenandoah Valley and perches on 12 acres surrounded by thousands of acres on all sides including the Thompsons Wildlife Reserve & Appalachian Trail. Wake up watching a beautiful sunrise while sipping coffee from your porch with glorious mountain views. The Love Nest is a great place to rest, relax, and recharge in a quiet, tranquil setting. Located just 3 miles off Rt. 66, it is centrally located near wineries, hiking, sightseeing, events, restaurants, and more!

Superhost

A covered outdoor patio is visible, featuring two wicker chairs with cushions and surrounded by planter boxes filled with flowers. A view of well-maintained greenery and a gravel area highlights the peaceful outdoor setting.

Cottage in Marshall

4.89 out of 5 average rating, 110 reviews

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!

Top guest favorite

A spacious living area is highlighted by a vibrant yellow accent wall, complemented by comfortable seating in shades of blue and yellow. A decorative table holds a small tray, while artwork adorns the walls. Soft lighting creates a welcoming environment.

Farm stay in The Plains

5 out of 5 average rating, 106 reviews

The Magic of Unicorn Hollow

Experience the Magic of Unicorn Hollow -- Relax in the hill country ambiance. Stroll—explore. Watch sunsets and star-gaze under unobstructed skies. Visit horses and Guiseppe, the donkey (aka "the Grounds Keepers.) You are welcome to enjoy the pond, alpacas, and magnificent grounds. Close to fine restaurants and wineries in Warrenton, Marshall, and The Plains. Three minutes to Great Meadow Equestrian and Gold Cup events. 45 min. from Dulles (IAD). Less than 1 hour to Washington, DC.

Top guest favorite

A spacious bedroom features a queen-size bed adorned with decorative pillows. Natural light enters through a skylight and windows. A television is positioned against a wall, accompanied by a combination of vintage and modern furniture pieces, creating a cozy and inviting atmosphere.

Apartment in The Plains

4.98 out of 5 average rating, 610 reviews

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.

Top guest favorite

The exterior of the cottage showcases a charming facade with a gabled roof and decorative trim. Lush green landscaping and colorful flowers surround the entrance, providing a welcoming atmosphere. A small porch can be seen, inviting guests to enjoy the surroundings.

Farm stay in Aldie

4.97 out of 5 average rating, 113 reviews

Charming Cottage On Horse Farm Middleburg Area

The cottage is set on a beautiful private farm in the center of historic Aldie, Va. and 5 minutes to historic Middleburg. The cottage is surrounded by 11.11 privately fenced acres and is in a very cute setting with a shower and bathroom downstairs along with a kitchen and bedroom upstairs with a queen bed. The apartment accommodates 2 easily with table and chairs inside and on the porch for your comfort. Great opportunity to experience and relax on a small farm in hunt country.

Guest favorite

A weathered wooden fence is presented in the foreground, supporting a round sign that reads 'The SOPER House, Est. 1964.' The backdrop features a cluster of trees with autumn leaves, and the cottage can be seen softly illuminated in the distance.

Cottage in Warrenton

4.96 out of 5 average rating, 339 reviews

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.

Top guest favorite

The Alton Cottage showcases a quaint exterior featuring a wooden deck and stone steps leading up to the entrance. Surrounded by green grass and trees, the weathered stone chimney from the original structure is partially visible, adding a historic touch to the peaceful landscape.

Guesthouse in Warrenton

4.97 out of 5 average rating, 334 reviews

The Alton Cottage -a luxury country retreat

The Alton Cottage is a charming, newly refurbished 1820s guest house- formerly a summer kitchen to the original farm house. Views are of rolling fields and their bovine occupants. We are within 30 minutes of almost 20 wineries and another 20 breweries, 5 min to Airlie, and only 5 mi to Old Town Warrenton. We are also close to several antique stores, farmers markets and Shenandoah National Park. We strive to make every guests stay special.

Top guest favorite

A gravel driveway leads toward a stone entrance, marked by a decorative sign reading 'Cromwell's Run.' Leafless trees line the pathway, and a sweeping view of the fields beyond is visible under a clear blue sky.

Farm stay in Marshall

4.94 out of 5 average rating, 117 reviews

Middleburg Historic Country Estate/Farm Stay

8 miles from Upperville Horse Show ! Enjoy all that Virginia horse and wine country have to offer with this conveniently located country retreat. Hike at Sky Meadows, explore, attend polo matches and horse events at Great Meadow and explore the historic charm of Middleburg. The Plains, Marshall and Middleburg are hip foodie towns with amazing farm-to-table restaurants and coffee shops. . Go out or stay home, enjoy your time! !