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Vacation rentals in The Plains

Vacation rentals in The Plains

Find and book unique accommodations on Airbnb

Top-rated vacation rentals in The Plains

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

  • The Whistle Stop
    SUPERHOSTEntire apartment · 6 guests · 5 beds · 1 bath
    The Whistle Stop

    Historic, renovated, train station in the heart of Virginia hunt and wine country. This private oasis sits on the second floor above three gorgeous art studios belonging to local artists. Enroll in an art workshop, enjoy twilight polo and horse races at Great Meadows, or find yourself having a romantic dinner in our little village of The Plains.

    What guests are saying:

    “Caro's place is the epitome of an authentic experience. The apartment is lovely, comfortable, and historic. Nice touches, too -- coffee, muffins, Perriers! It's an old train station that stopped being used in the 1940s, but the train still runs by. It's quirky and fun IMHO. Beautiful art studios below. Stairs to the apartment are steep-ish, so if you over imbibe, be careful! Cute restaurants and shops within walking distance and close to Middleburg and Marshall. Toot!”

  • Rose End
    SUPERHOSTEntire apartment · 2 guests · 1 bed · 1 bath
    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.

    What guests are saying:

    “This place is better than the pictures! A wonderful quick getaway from the city for us. It's really cozy and decorated with lots of artsy details. Lots of thoughtful amenities such as toiletries like face wipes, a cheeseboard in the kitchen nook, and a flashlight for going outside. The backyard sitting area features a super charming garden and woods view and kitties. Great location just a few minutes down the road from The Plains, which has a number of eateries and a coffee house and just a touch further brings you to Warrenton, which has lots of restaurant options and a great bookshop (The Open Book). Also close by is Hollin Farm, great for U-Pick fruits and veggies. Beautiful country roads all around.”

  • Fox Cross Cottage in Virginia Horse & Wine Country
    SUPERHOSTEntire house · 8 guests · 7 beds · 2 baths
    Fox Cross Cottage in Virginia Horse & Wine Country

    This beautifully furnished cottage on three acres is in the heart of Hunt Country and Appalachian foothills. We are near the picturesque village of The Plains, VA., eight miles south of Middleburg and 50 miles west of DC. Renovated thoughtfully, it retains its charm and 19th century stone foundation. The fully equipped kitchen and dining room have an open plan while the sunroom opens to a large deck overlooking the expansive lawn. Please read our reviews and plan your perfect getaway!

    What guests are saying:

    “How can I begin to describe our wonderful weekend at Fox Crossing Cottage? Due to the Covid 19 restrictions, our son’s wedding was changed to an intimate gathering of immediate family. Thanks to the generosity of Rob and Lina, we were able to celebrate the happy couple with beauty and joy! The lovely outdoor areas provided many opportunities for photos of the bride and groom who had their hearts set on some outdoor pictures in their wedding attire. The charming cottage was an excellent venue for a meal and companionship due to the cozy and delightful decorations and furnishings. And, after all the excitement was over, my husband and I could relax in comfort reflecting on a day never to be forgotten. Lina and Rob made sure that we had everything we needed for a perfect weekend. Many, many thanks from both families!”

Vacation rentals for every style

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Popular amenities for The Plains vacation rentals

  • Kitchen
  • Wifi
  • Pool
  • Free parking on premises
  • Air conditioning

Other great vacation rentals in The Plains

Ashby's Perch -- A Very Special Retreat
SUPERHOSTEntire house
Ashby's Perch -- A Very Special Retreat
Price:$275 / night
Great Views
SUPERHOSTPrivate room
Great Views
Price:$34 / night
Lodge on the Lake
SUPERHOSTEntire cabin
Lodge on the Lake
Price:$225 / night
Cottage in Prime Wine and Horse Country Location
SUPERHOSTEntire house
Cottage in Prime Wine and Horse Country Location
Price:$300 / night
The Cottage @ Red Gate Farm- Horse & Wine Country!
SUPERHOSTEntire cottage
The Cottage @ Red Gate Farm- Horse & Wine Country!
Price:$140 / night
Private English Cottage on Historic Country Estate
SUPERHOSTEntire cottage
Private English Cottage on Historic Country Estate
Price:$225 / night
The Cottage on Main-Virginia Wine & Horse Country
SUPERHOSTEntire cottage
The Cottage on Main-Virginia Wine & Horse Country
Price:$149 / night
"When Pigs Fly"  Wine Country!  Ale Trail!
SUPERHOSTEntire loft
"When Pigs Fly" Wine Country! Ale Trail!
Price:$75 / night
The Stone Cottage at Bluemont Vineyard
SUPERHOSTEntire cottage
The Stone Cottage at Bluemont Vineyard
Price:$199 / night
Quiet, Private, One-Bedroom Apartment in Leesburg
SUPERHOSTEntire guest suite
Quiet, Private, One-Bedroom Apartment in Leesburg
Price:$99 / night
The Country French Cottage at High Meadows Estate
SUPERHOSTEntire house
The Country French Cottage at High Meadows Estate
Price:$155 / night
Hunt Box  on 1700's Horse Farm/Wedding Venue
SUPERHOSTFarm stay
Hunt Box on 1700's Horse Farm/Wedding Venue
Price:$125 / night
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