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.
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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
Guest favorite
Cabin in Upperville
4.93 out of 5 average rating, 124 reviewsIsland cabin
Jan 9 – 16
$220 per night
Guest favorite
Barn in Middleburg
4.93 out of 5 average rating, 173 reviewsMiddleburg Carriage House
Oct 9 – 16
$280 per night
Guest favorite
Guesthouse in Marshall
5.0 out of 5 average rating, 102 reviewsMoon Hold Cottage - Retreat, Refresh, Recharge
Aug 1 – 8
$102 per night
Superhost
Home in Middleburg
4.94 out of 5 average rating, 132 reviewsThe Coach Stop at White Hall
Oct 28 – Nov 4
$328 per night
Guest favorite
Farm stay in Middleburg
4.9 out of 5 average rating, 92 reviewsSelf-contained apartment on Organic vegetable farm
Apr 12 – 19
$132 per night
Guest favorite
Farm stay in Upperville
4.99 out of 5 average rating, 67 reviewsThe Ark in Upperville
May 6 – 13
$131 per night
Guest favorite
Cottage in Upperville
5.0 out of 5 average rating, 77 reviewsLanham House - Fully Restored Upperville Gem
Apr 15 – 22
$253 per night
Guest favorite
Apartment in Marshall
5.0 out of 5 average rating, 21 reviewsThe Lodge at Turkey Creek
Dec 14 – 21
$92 per night
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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