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Search results; Over 1,000 homes in Middleburg

Guest favourite
Farm stay in Middleburg
Self-contained apartment on Organic vegetable farm
1 bedroom, 2 beds, 1 private bathroom
1–6 Jan
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4.91 out of 5 average rating, 163 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, 77 reviews
Guest favourite
Home in Middleburg
Grand 9BR Manor Ideal for Weddings & Gatherings
9 bedrooms, 9 beds, 5.5 bathrooms
21–26 Aug
5.0 out of 5 average rating, 7 reviews
Top guest favourite
Home in Middleburg
English Cottage/Main House
2 bedrooms, 2 beds, 2 bathrooms
23–28 Aug
5.0 out of 5 average rating, 58 reviews
Top guest favourite
Barn in Middleburg
The Studio
1 bedroom, 1 king bed, 1 bathroom
20–25 Aug
4.98 out of 5 average rating, 110 reviews
Top guest favourite
Guest house in Middleburg
18th Century Middleburg Cottage
1 bedroom, 1 queen bed, 1 bathroom
25–30 Oct
5.0 out of 5 average rating, 139 reviews
Guest favourite
Guest house in Middleburg
Fox Hill Barn Guest Cottage Retreat
1 bedroom, 2 beds, 1 bathroom
22–27 Aug
4.95 out of 5 average rating, 101 reviews
Home in Middleburg
Hunt Country Haven near downtown Middleburg
4 bedrooms, 4 beds, 2 bathrooms
24–29 Aug
Top guest favourite
Home in Middleburg
Littlefield Cottage
3 bedrooms, 4 beds, 1 bathroom
30 Aug – 4 Sept
4.99 out of 5 average rating, 219 reviews
Top guest favourite
Home in Middleburg
Modern Home on Middleburg Equestrian Farm
3 bedrooms, 4 beds, 2 bathrooms
31 Aug – 5 Sept
4.96 out of 5 average rating, 216 reviews
Top guest favourite
Farm stay in Middleburg
Fox Hill Farm Retreat
4 bedrooms, 9 beds, 4.5 bathrooms
26–31 Aug
5.0 out of 5 average rating, 26 reviews
Top guest favourite
Home in Middleburg
Historic Middleburg Equestrian Estate
5 bedrooms, 5 beds, 5 bathrooms
5–10 Sept
4.96 out of 5 average rating, 50 reviews
Guest favourite
Home in Marshall
Atoka Cottage
3 bedrooms, 3 beds, 2 bathrooms
23–28 Aug
4.9 out of 5 average rating, 30 reviews
Top guest favourite
Flat in Middleburg
Middleburg Carriage House Flat Coachman’s Quarters
2 bedrooms, 2 beds, 1 bathroom
30 Aug – 4 Sept
5.0 out of 5 average rating, 90 reviews
Guest favourite
Cottage in Middleburg
Waterfront Cottage at Goose Creek
1 bedroom, 2 beds, 1 bathroom
2–7 Nov
4.94 out of 5 average rating, 238 reviews
Guest favourite
Farm stay in Middleburg
Gorgeous historic stone house with great internet!
3 bedrooms, 3 beds, 2.5 bathrooms
28 Aug – 2 Sept
4.95 out of 5 average rating, 57 reviews
Top guest favourite
Farm stay in Middleburg
The Blacksmith Cottage
1 bedroom, 1 queen bed, 1 bathroom
23–28 Aug
4.96 out of 5 average rating, 128 reviews
Top guest favourite
Flat in Middleburg
Middleburg Carriage House Studio - The Loft
1 bedroom, 1 queen bed, 1 bathroom
21–26 Aug
5.0 out of 5 average rating, 26 reviews
Home in Upperville
Virginia Horse and Wine Country Farm Stay
3 bedrooms, 4 beds, 1 bathroom
21–26 Aug
5.0 out of 5 average rating, 4 reviews