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Search results; Over 1,000 homes in Middleburg

Guest favourite
Home in Middleburg
Modern Home on Middleburg Equestrian Farm
3 bedrooms, 4 beds, 2 private bathrooms
7–12 Aug
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4.96 out of 5 average rating, 215 reviews
Top guest favourite
Farm stay in Middleburg
The Blacksmith Cottage
1 bedroom, 1 queen bed, 1 bathroom
1–6 Aug
4.96 out of 5 average rating, 127 reviews
Guest favourite
Guest house in Middleburg
Fox Hill Barn Guest Cottage Retreat
1 bedroom, 2 beds, 1 bathroom
8–13 Aug
4.96 out of 5 average rating, 100 reviews
Top guest favourite
Guest house in Middleburg
18th Century Middleburg Cottage
1 bedroom, 1 queen bed, 1 bathroom
2–7 Aug
5.0 out of 5 average rating, 132 reviews
Top guest favourite
Home in Middleburg
English Cottage/Main House
2 bedrooms, 2 beds, 2 bathrooms
1–6 Aug
5.0 out of 5 average rating, 56 reviews
Top guest favourite
Flat in Middleburg
Middleburg Carriage House Studio - The Loft
1 bedroom, 1 queen bed, 1 bathroom
14–19 Aug
5.0 out of 5 average rating, 23 reviews
Guest favourite
Cottage in Middleburg
Waterfront Cottage at Goose Creek
1 bedroom, 2 beds, 1 bathroom
18–23 Sept
4.94 out of 5 average rating, 234 reviews
Top guest favourite
Barn in Middleburg
The Studio
1 bedroom, 1 king bed, 1 bathroom
23–28 Aug
4.98 out of 5 average rating, 107 reviews
Top guest favourite
Farm stay in Middleburg
Retreat to horse country!
1 bedroom, 1 bed, 1.5 bathrooms
9–14 Aug
4.97 out of 5 average rating, 100 reviews
Top guest favourite
Flat in Middleburg
Middleburg Carriage House Flat Coachman’s Quarters
2 bedrooms, 2 beds, 1 bathroom
9–14 Aug
5.0 out of 5 average rating, 85 reviews
Guest favourite
Guest suite in Middleburg
Middleburg Sunset Private Guest Suite
1 bedroom, 2 beds, 1 bathroom
4–9 Aug
4.9 out of 5 average rating, 20 reviews
Top guest favourite
Barn in Middleburg
The Hayloft
2 bedrooms, 4 beds, 1.5 bathrooms
23–28 Aug
5.0 out of 5 average rating, 75 reviews
Guest favourite
Home in Middleburg
super cosy cottage with high speed internet
1 bedroom, 1 queen bed, 1 bathroom
1–6 Aug
4.85 out of 5 average rating, 312 reviews
Top guest favourite
Home in Marshall
Middleburg/Upperville-Stunning,renovated cottage
2 bedrooms, 3 beds, 2.5 bathrooms
1–6 Aug
4.99 out of 5 average rating, 131 reviews
Guest favourite
Barn in Middleburg
Middleburg Carriage House
2 bedrooms, 2 beds, 1 bathroom
12–17 Aug
4.93 out of 5 average rating, 228 reviews
Top guest favourite
Home in Middleburg
Middleburg country home
4 bedrooms, 5 beds, 2.5 bathrooms
24–29 Aug
5.0 out of 5 average rating, 30 reviews
Guest favourite
Flat in The Plains
Charming barn apartment in horse /wine country
1 bedroom, 1 double bed, 1 bathroom
3–8 Aug
4.96 out of 5 average rating, 23 reviews
Top guest favourite
Cottage in Middleburg
English Cottage
1 bedroom, 2 beds, 1 bathroom
11–16 Aug
4.93 out of 5 average rating, 151 reviews
Top guest favourite
Flat in The Plains
Rose End
1 bedroom, 1 queen bed, 1 bathroom
30 Aug – 4 Sept
4.98 out of 5 average rating, 713 reviews