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Search results; Over 1,000 homes in Middleburg

Top 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
9–14 Aug
4.96 out of 5 average rating, 127 reviews
Guest favourite
Home in Middleburg
super cosy cottage with high speed internet
1 bedroom, 1 queen bed, 1 bathroom
3–8 Aug
4.85 out of 5 average rating, 312 reviews
Top guest favourite
Guest house in Middleburg
18th Century Middleburg Cottage
1 bedroom, 1 queen bed, 1 bathroom
21–26 Aug
5.0 out of 5 average rating, 133 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
Home in Middleburg
English Cottage/Main House
2 bedrooms, 2 beds, 2 bathrooms
9–14 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
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
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, 235 reviews
Guest favourite
Guest suite in Middleburg
Middleburg Sunset Private Guest Suite
1 bedroom, 2 beds, 1 bathroom
5–10 Aug
4.9 out of 5 average rating, 21 reviews
Top guest favourite
Home in Middleburg
Littlefield Cottage
3 bedrooms, 4 beds, 1 bathroom
9–14 Aug
4.99 out of 5 average rating, 217 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
Guest favourite
Home in Marshall
Middleburg Wine Country Retreat on 135 Acres
3 bedrooms, 3 beds, 2 bathrooms
5–10 Aug
5.0 out of 5 average rating, 10 reviews
Top guest favourite
Cottage in The Plains
Hunt Country Cottage
2 bedrooms, 2 queen beds, 1 bathroom
4–9 Aug
4.95 out of 5 average rating, 109 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
Top guest favourite
Cottage in Bluemont
Designer Modern Mountain Escape (w/View & Hot Tub)
3 bedrooms, 5 beds, 2 bathrooms
9–14 Aug
5.0 out of 5 average rating, 50 reviews
Top guest favourite
Loft in Purcellville
Saddle Tree at Akeley Wood Farm
1 bedroom, 1 king bed, 1 bathroom
3–8 Aug
4.97 out of 5 average rating, 94 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
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