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
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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
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
The Upperville Academy
4 bedrooms, 5 beds, 3.5 bathrooms
30 Aug – 4 Sept
4.93 out of 5 average rating, 72 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
Farm stay in Upperville
Farmhouse, pond & paddock views
4 bedrooms, 5 beds, 3 bathrooms
6–11 Jul
5.0 out of 5 average rating, 12 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
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
Top guest favourite
Farm stay in Middleburg
Fox Hill Farm Retreat
4 bedrooms, 9 beds, 4.5 bathrooms
1–6 Jul
5.0 out of 5 average rating, 23 reviews
Guest favourite
Home in Paris
A Peace of Paris
4 bedrooms, 7 beds, 2 bathrooms
5–10 Jul
5.0 out of 5 average rating, 28 reviews
Top guest favourite
Barn in Middleburg
The Hayloft
2 bedrooms, 4 beds, 1.5 bathrooms
5–10 Jul
5.0 out of 5 average rating, 72 reviews
Guest favourite
Home in Middleburg
Grand 9BR Manor Ideal for Weddings & Gatherings
9 bedrooms, 9 beds, 5.5 bathrooms
5–10 Jul
5.0 out of 5 average rating, 5 reviews
Home in Upperville
Home in Upperville Village
3 bedrooms, 3 beds, No bathroom
1–6 Jul
5.0 out of 5 average rating, 7 reviews
Top guest favourite
Cottage in Middleburg
Middleburg Bliss!
3 bedrooms, 5 beds, 2 bathrooms
21–26 Jul
5.0 out of 5 average rating, 85 reviews
Top guest favourite
Home in Bluemont
Historic Bluemont Farmhouse
4 bedrooms, 5 beds, 2 bathrooms
12–17 Jul
5.0 out of 5 average rating, 28 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
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
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