Vacation rentals in Upperville
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Top-rated vacation rentals in Upperville
Guests agree: these stays are highly rated for location, cleanliness, and more.
Home in Middleburg
4.97 out of 5 average rating, 147 reviewsModern Home on Middleburg Equestrian Farm
Surprise and delight abound around every corner in this newly renovated, open floor-plan 3 bedroom, 2 bath getaway. Furnished by BoConcept and outfitted with the latest appliances, Gibson House is the ideal getaway for couples or small families looking for a weekend escape with all the comforts of home. Visit with the horses in the adjacent paddocks. Come enjoy wineries, shopping, history, steeplechase racing and polo in Middleburg and the nearby towns of Upperville, The Plains, and Marshall.
Dec 29 – Jan 5
Cottage in Upperville
4.87 out of 5 average rating, 111 reviewsCottage on Pantherskin Creek - Upperville
Newly restored Historic Charity Cottage is nestled on the edge of Upperville, overlooking the Pantherskin Creek. Cottage is private, beautifully decorated, cozy, restored with top craftmanship, and equipped with modern amenities. Surrounded by areas top attractions, including a 5 min. drive to popular Hunters Head Tavern, and 8 miles west of Downtown Middleburg, just to name a few. Whether you are hear for a couples getaway, history buff, or weekend away this cottage is sure to impress.
Apr 28 – May 5
Apartment in The Plains
4.97 out of 5 average rating, 439 reviewsRose 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.
Aug 15 – 22
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Upperville vacation rentals
Other great vacation rentals in Upperville
Cottage in Bluemont
4.95 out of 5 average rating, 166 reviewsThe Cottage at Stonecroft
Feb 19 – 26
Home in Paris
4.97 out of 5 average rating, 301 reviewsAshby's Perch -- A Very Special Retreat
Nov 19 – 26
Tiny home in Purcellville
4.96 out of 5 average rating, 309 reviewsRemote Tiny House in Purcellville
Jun 3 – 10
Guesthouse in Warrenton
4.98 out of 5 average rating, 247 reviewsThe Alton Cottage -a luxury country retreat
Jun 16 – 23
Home in Middleburg
4.86 out of 5 average rating, 248 reviewssuper cosy cottage with high speed internet
Jun 9 – 16
Farm stay in Round Hill
4.94 out of 5 average rating, 340 reviewsCome and get your goat on!
Jun 22 – 29
Farm stay in Middleburg
4.9 out of 5 average rating, 91 reviewsSelf-contained apartment on Organic vegetable farm
Dec 12 – 19
Farm stay in Upperville
4.99 out of 5 average rating, 67 reviewsThe Ark in Upperville
May 4 – 11
Cottage in Upperville
5.0 out of 5 average rating, 77 reviewsLanham House - Fully Restored Upperville Gem
Nov 26 – Dec 3
Home in Upperville
4.95 out of 5 average rating, 41 reviewsPeaceful Country Retreat
Dec 22 – 29
Guesthouse in Middleburg
5.0 out of 5 average rating, 39 reviews18th Century Middleburg Cottage
Feb 18 – 25
Cottage in Paris
4.92 out of 5 average rating, 87 reviewsQuaint cottage in historical town of Paris VA!
Jul 14 – 21
Quick stats about vacation rentals in Upperville
Total rentals | 10 properties |
---|---|
Popular amenities | Kitchen, Wifi, and Pool |
Wifi availability | 10 properties include access to wifi |
Family-friendly rentals | 10 properties are a good fit for families |
Total number of reviews | 510 reviews |
Nightly prices starting at | ﺩ.ﺇ734 before taxes and fees |
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