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Vacation rentals in Upperville
Find and book unique accommodations on Airbnb
Top-rated vacation rentals in Upperville
Guests agree: these stays are highly rated for location, cleanliness, and more.
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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
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Guest favorite
Barn in Middleburg
4.93 out of 5 average rating, 178 reviewsMiddleburg Carriage House
![](https://a0.muscache.com/im/pictures/miso/Hosting-695506038945831545/original/44980e5a-f0ec-4c4c-b4e5-bd51e405ec5f.jpeg?im_w=720)
Guest favorite
Guesthouse in Bluemont
4.97 out of 5 average rating, 106 reviewsBlueridge Mountain Guest Cabin- Amongst the Trees
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Guest favorite
Tiny home in Purcellville
4.97 out of 5 average rating, 319 reviewsRemote Tiny House in Purcellville
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Superhost
Home in Middleburg
4.93 out of 5 average rating, 137 reviewsThe Coach Stop at White Hall
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Guest favorite
Home in The Plains
4.9 out of 5 average rating, 192 reviewsRustic in the City
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Guest favorite
Farm stay in Upperville
4.99 out of 5 average rating, 69 reviewsThe Ark in Upperville
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Guest favorite
Cottage in Upperville
4.96 out of 5 average rating, 26 reviewsCozy Retreat in Upperville
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Guest favorite
Farm stay in Middleburg
4.96 out of 5 average rating, 50 reviewsOld Historic Charm on a Lovely 66 acre Farm
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
530 reviews
Nightly prices starting at
$200 before taxes and fees
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