filters

Search results; Over 1,000 homes in Upperville

Guest favourite
Cabin in Upperville
Island cabin
1 bedroom, 1 bed, 1 private bathroom
12–17 Jul
,
4.94 out of 5 average rating, 174 reviews
Top guest favourite
Cottage in Upperville
Cozy Country Getaway in the Heart of Upperville
2 bedrooms, 3 beds, 2 bathrooms
20–25 Jul
4.9 out of 5 average rating, 107 reviews
Guest favourite
Home in Upperville
Upperville Hunt Country Cottage
3 bedrooms, 5 beds, 2 bathrooms
1–6 Jul
4.91 out of 5 average rating, 206 reviews
Home in Middleburg
Hunt Country Haven near downtown Middleburg
4 bedrooms, 4 beds, 2 bathrooms
1–6 Jul
New place to stay
Guest favourite
Home in Upperville
Reynard's Retreat in Upperville
3 bedrooms, 3 beds, 2 bathrooms
6–11 Jul
4.95 out of 5 average rating, 22 reviews
Guest favourite
Home in Upperville
Horse Country | Pool | MNT Views | Full Kitchen
6 bedrooms, 8 beds, 6.5 bathrooms
23–28 Aug
4.88 out of 5 average rating, 17 reviews
Top guest favourite
Guest house in Round Hill
Private Carriage House
1 bedroom, 1 queen bed, 1 bathroom
5–10 Jul
4.97 out of 5 average rating, 500 reviews
Guest favourite
Cottage in Middleburg
Waterfront Cottage at Goose Creek
1 bedroom, 2 beds, 1 bathroom
4–9 Aug
4.94 out of 5 average rating, 230 reviews
Guest favourite
Home in Middleburg
The Coach Stop at White Hall
4 bedrooms, 4 queen beds, 2 bathrooms
1–6 Jul
4.91 out of 5 average rating, 175 reviews
Top guest favourite
Cottage in Upperville
Green Acre - A Hunt Country Retreat
2 bedrooms, 3 beds, 2 bathrooms
9–14 Jul
4.94 out of 5 average rating, 36 reviews
Top guest favourite
Home in The Plains
The Garden House
2 bedrooms, 3 beds, 3 bathrooms
2–7 Jul
5.0 out of 5 average rating, 37 reviews
Top guest favourite
Cottage in Delaplane
Secluded Farm Cottage | 265 Acres of Peace &Nature
2 bedrooms, 2 beds, 1 bathroom
22–27 Jul
5.0 out of 5 average rating, 84 reviews
Top guest favourite
Cottage in Bluemont
The Cottage at Stonecroft
2 bedrooms, 2 beds, 1 bathroom
13–18 Jul
4.96 out of 5 average rating, 245 reviews
Guest favourite
Cabin in Marshall
The Serenity Cabin | Firepit | Wineries | Hiking
1 bedroom, 2 beds, 1.5 bathrooms
15–20 Jul
4.95 out of 5 average rating, 66 reviews
Top guest favourite
Home in Marshall
Middleburg/Upperville-Stunning,renovated cottage
2 bedrooms, 3 beds, 2.5 bathrooms
16–21 Jul
4.99 out of 5 average rating, 129 reviews
Top guest favourite
Guest house in Middleburg
18th Century Middleburg Cottage
1 bedroom, 1 queen bed, 1 bathroom
24–29 Jul
5.0 out of 5 average rating, 130 reviews
Guest favourite
Cottage in Upperville
Meticulous Hunt Country 2BR 1BA Upperville Cottage
2 bedrooms, 2 beds, 1 bathroom
1–6 Jul
4.93 out of 5 average rating, 102 reviews
Guest favourite
Home in Marshall
Atoka Cottage
3 bedrooms, 3 beds, 2 bathrooms
30 Jul – 4 Aug
4.92 out of 5 average rating, 26 reviews
Top guest favourite
Guest house in Middleburg
Lovely spacious one-bedroom guest house
1 bedroom, 1 queen bed, 1 bathroom
10–15 Jul
5.0 out of 5 average rating, 108 reviews