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Search results; Over 1,000 homes in Middleburg

Top guest favourite
Barn in Middleburg
Middleburg Carriage House
2 bedrooms, 2 beds, 1 private bathroom
1–6 Jul
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4.93 out of 5 average rating, 225 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
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
Top guest favourite
Home in Middleburg
English Cottage/Main House
2 bedrooms, 2 beds, 2 bathrooms
1–6 Jul
5.0 out of 5 average rating, 52 reviews
Top guest favourite
Home in Middleburg
Modern Home on Middleburg Equestrian Farm
3 bedrooms, 4 beds, 2 bathrooms
11–16 Jul
4.97 out of 5 average rating, 212 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
Guest favourite
Guest house in Middleburg
Fox Hill Barn Guest Cottage Retreat
1 bedroom, 2 beds, 1 bathroom
4–9 Jul
4.96 out of 5 average rating, 97 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
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 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
Farm stay in Middleburg
The Blacksmith Cottage
1 bedroom, 1 queen bed, 1 bathroom
12–17 Jul
4.96 out of 5 average rating, 123 reviews
Top guest favourite
Farm stay in Purcellville
Country Cottage on 1700’s Quaker Farm
3 bedrooms, 5 beds, 3 bathrooms
12–17 Jul
4.98 out of 5 average rating, 171 reviews
Top guest favourite
Flat in Middleburg
Middleburg Carriage House Flat Coachman’s Quarters
2 bedrooms, 2 beds, 1 bathroom
6–11 Jul
5.0 out of 5 average rating, 80 reviews
Guest favourite
Home in Marshall
Middleburg Wine Country Retreat on 135 Acres
3 bedrooms, 3 beds, 2 bathrooms
7–12 Jul
5.0 out of 5 average rating, 7 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
Guest favourite
Home in Middleburg
Salamander/Downtown Middleburg.
3 bedrooms, 2 beds, 2.5 bathrooms
1–6 Jul
5.0 out of 5 average rating, 37 reviews
Top guest favourite
Home in Middleburg
Historic Middleburg Equestrian Estate
5 bedrooms, 5 beds, 5 bathrooms
19–24 Jul
4.98 out of 5 average rating, 45 reviews
Top guest favourite
Barn in Middleburg
The Studio
1 bedroom, 1 king bed, 1 bathroom
5–10 Jul
4.98 out of 5 average rating, 106 reviews
Guest favourite
Home in Middleburg
super cosy cottage with high speed internet
1 bedroom, 1 queen bed, 1 bathroom
5–10 Jul
4.85 out of 5 average rating, 310 reviews