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Search results; 928 places in Upperville

Guest favourite
Cottage in Upperville
Lanham House - Fully Restored Upperville Gem
3 beds
29 Apr – 4 May
5.0 out of 5 average rating, 77 reviews
Guest favourite
Cottage in Upperville
Cozy Country Getaway in the Heart of Upperville
3 beds
21–26 Apr
4.82 out of 5 average rating, 62 reviews
Superhost
Cottage in Upperville
Cottage on Pantherskin Creek - Upperville
1 queen bed
26 Apr – 1 May
4.88 out of 5 average rating, 114 reviews
Guest favourite
Home in Upperville
Peaceful Country Retreat
3 beds
3–8 May
4.95 out of 5 average rating, 41 reviews
Guest favourite
Home in Upperville
Upperville Hunt Country Cottage
5 beds
20–25 Apr
4.91 out of 5 average rating, 161 reviews
Guest favourite
Farm stay in Middleburg
Self-contained apartment on Organic vegetable farm
2 beds
5–10 May
4.9 out of 5 average rating, 91 reviews
Guest favourite
Guest suite in Middleburg
Serene retreat in the heart of wine country
1 queen bed
25–30 Apr
4.92 out of 5 average rating, 73 reviews
Guest favourite
Farm stay in Middleburg
Retreat to horse country!
1 bed
21–26 Apr
4.94 out of 5 average rating, 36 reviews
Guest favourite
Home in Middleburg
The Old Post Office
2 beds
13–18 May
4.86 out of 5 average rating, 7 reviews
Guest favourite
Barn in Middleburg
Middleburg Carriage House
2 beds
21–26 Apr
4.93 out of 5 average rating, 173 reviews
Guest favourite
Cottage in Middleburg
Waterfront Cottage at Goose Creek
2 beds
24–29 Jun
4.95 out of 5 average rating, 163 reviews
Guest favourite
Cottage in Middleburg
Middleburg Bliss
5 beds
18–23 Jun
5.0 out of 5 average rating, 12 reviews
Guest favourite
Home in Middleburg
Littlefield Cottage
4 beds
21–26 Apr
5.0 out of 5 average rating, 139 reviews
Superhost
Home in Middleburg
The Coach Stop at White Hall
4 queen beds
29 Apr – 4 May
4.94 out of 5 average rating, 132 reviews
Guest favourite
Guest house in Middleburg
18th Century Middleburg Cottage
1 queen bed
12–17 May
5.0 out of 5 average rating, 40 reviews
Superhost
Home in Upperville
The Upperville Academy
5 beds
21–26 Apr
4.95 out of 5 average rating, 44 reviews
Guest favourite
Cottage in Upperville
Meticulous Hunt Country 2BR 1BA Upperville Cottage
2 beds
19–24 Apr
4.94 out of 5 average rating, 88 reviews
Guest favourite
Home in Upperville
Raspberry Repose
21–26 Apr
4.9 out of 5 average rating, 20 reviews