Holiday rentals in Upperville
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Top-rated holiday rentals in Upperville
Guests agree: these stays are highly rated for location, cleanliness and more.
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Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for Upperville holiday rentals
Other great holiday rentals in Upperville
Guest favourite
Cabin in Upperville
4.93 out of 5 average rating, 124 reviewsIsland cabin
15–22 Aug
€ 262 per night
Guest favourite
Barn in Middleburg
4.93 out of 5 average rating, 173 reviewsMiddleburg Carriage House
20–27 Sep
€ 359 per night
Guest favourite
Tiny home in Purcellville
4.96 out of 5 average rating, 313 reviewsRemote Tiny House in Purcellville
13–20 Feb
€ 163 per night
Superhost
Home in Middleburg
4.94 out of 5 average rating, 132 reviewsThe Coach Stop at White Hall
30 Jan – 6 Feb
€ 446 per night
Superhost
Cottage in Bluemont
4.83 out of 5 average rating, 189 reviewsWine Country Cottage
Guest favourite
Farm stay in Upperville
4.99 out of 5 average rating, 67 reviewsThe Ark in Upperville
14–21 May
€ 175 per night
Guest favourite
Farm stay in Middleburg
4.9 out of 5 average rating, 92 reviewsSelf-contained apartment on Organic vegetable farm
1–8 Jul
€ 170 per night
Guest favourite
Cottage in Upperville
5.0 out of 5 average rating, 77 reviewsLanham House - Fully Restored Upperville Gem
15–22 Feb
€ 309 per night
Quick stats about holiday 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
€ 187 before taxes and fees
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