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Search results; Over 1,000 homes in Middleburg

Top guest favourite
Cottage in Middleburg
English Cottage
1 bedroom, 2 beds, 1 private bathroom
16–21 Jul
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4.93 out of 5 average rating, 151 reviews
Guest favourite
Guest house in Middleburg
Fox Hill Barn Guest Cottage Retreat
4.96 out of 5 average rating, 98 reviews, 1 bedroom, 2 beds, 1 bathroom
19–24 Jul
Top guest favourite
Home in Middleburg
English Cottage/Main House
5.0 out of 5 average rating, 53 reviews, 2 bedrooms, 2 beds, 2 bathrooms
11–16 Jul
Top guest favourite
Guest house in Middleburg
18th Century Middleburg Cottage
5.0 out of 5 average rating, 130 reviews, 1 bedroom, 1 bed, 1 bathroom
2–7 Aug
Top guest favourite
Barn in Middleburg
The Hayloft
5.0 out of 5 average rating, 73 reviews, 2 bedrooms, 4 beds, 1.5 bathrooms
22–27 Jul
Top guest favourite
Barn in Middleburg
The Studio
4.98 out of 5 average rating, 107 reviews, 1 bedroom, 1 bed, 1 bathroom
19–24 Jul
Top guest favourite
Farm stay in Middleburg
The Blacksmith Cottage
4.96 out of 5 average rating, 124 reviews, 1 bedroom, 1 bed, 1 bathroom
12–17 Jul
Guest favourite
Cottage in Middleburg
Waterfront Cottage at Goose Creek
4.94 out of 5 average rating, 232 reviews, 1 bedroom, 2 beds, 1 bathroom
11–16 Aug
Top guest favourite
Flat in Middleburg
Middleburg Carriage House Flat Coachman’s Quarters
5.0 out of 5 average rating, 84 reviews, 2 bedrooms, 2 beds, 1 bathroom
22–27 Jul
Top guest favourite
Farm stay in Middleburg
Retreat to horse country!
4.97 out of 5 average rating, 96 reviews, 1 bedroom, 1 bed, 1.5 bathrooms
9–14 Aug
Guest favourite
Home in Middleburg
super cosy cottage with high speed internet
4.85 out of 5 average rating, 310 reviews, 1 bedroom, 1 bed, 1 bathroom
19–24 Jul
Top guest favourite
Flat in Middleburg
Middleburg Carriage House Studio - The Loft
5.0 out of 5 average rating, 21 reviews, 1 bedroom, 1 bed, 1 bathroom
19–24 Jul
Guest favourite
Flat in The Plains
Charming barn apartment in horse /wine country
4.96 out of 5 average rating, 23 reviews, 1 bedroom, 1 bed, 1 bathroom
3–8 Aug
Top guest favourite
Loft in Purcellville
Saddle Tree at Akeley Wood Farm
4.97 out of 5 average rating, 92 reviews, 1 bedroom, 1 bed, 1 bathroom
21–26 Jul
Top guest favourite
Home in Middleburg
Littlefield Cottage
4.99 out of 5 average rating, 215 reviews, 3 bedrooms, 4 beds, 1 bathroom
26–31 Jul
Guest favourite
Home in Marshall
Middleburg Wine Country Retreat on 135 Acres
5.0 out of 5 average rating, 9 reviews, 3 bedrooms, 3 beds, 2 bathrooms
11–16 Jul
Guest favourite
Farm stay in Middleburg
Self-contained apartment on Organic vegetable farm
4.91 out of 5 average rating, 159 reviews, 1 bedroom, 2 beds, 1 bathroom
1–6 Jan
Top guest favourite
Home in The Plains
The Garden House
5.0 out of 5 average rating, 38 reviews, 2 bedrooms, 3 beds, 3 bathrooms
11–16 Jul
Top guest favourite
Cottage in Middleburg
Middleburg Bliss!
5.0 out of 5 average rating, 85 reviews, 3 bedrooms, 5 beds, 2 bathrooms
21–26 Jul