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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
5.0 out of 5 average rating, 72 reviews, 2 bedrooms, 4 beds, 1.5 bathrooms
5–10 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
24–29 Jul
Guest favourite
Guest house in Middleburg
Fox Hill Barn Guest Cottage Retreat
4.96 out of 5 average rating, 97 reviews, 1 bedroom, 2 beds, 1 bathroom
4–9 Jul
Top guest favourite
Farm stay in Middleburg
Fox Hill Farm Retreat
5.0 out of 5 average rating, 24 reviews, 4 bedrooms, 9 beds, 4.5 bathrooms
1–6 Jul
Home in Middleburg
Hunt Country Haven near downtown Middleburg
New place to stay, 4 bedrooms, 4 beds, 2 bathrooms
1–6 Jul
Top guest favourite
Farm stay in Middleburg
The Blacksmith Cottage
4.96 out of 5 average rating, 123 reviews, 1 bedroom, 1 bed, 1 bathroom
12–17 Jul
Top guest favourite
Home in Middleburg
English Cottage/Main House
5.0 out of 5 average rating, 52 reviews, 2 bedrooms, 2 beds, 2 bathrooms
1–6 Jul
Guest favourite
Cottage in Middleburg
Waterfront Cottage at Goose Creek
4.94 out of 5 average rating, 230 reviews, 1 bedroom, 2 beds, 1 bathroom
4–9 Aug
Top guest favourite
Barn in Middleburg
The Studio
4.98 out of 5 average rating, 106 reviews, 1 bedroom, 1 bed, 1 bathroom
5–10 Jul
Top guest favourite
Flat in The Plains
Rose End
4.98 out of 5 average rating, 698 reviews, 1 bedroom, 1 bed, 1 bathroom
26–31 Jul
Guest favourite
Home in Middleburg
Grand 9BR Manor Ideal for Weddings & Gatherings
5.0 out of 5 average rating, 5 reviews, 9 bedrooms, 9 beds, 5.5 bathrooms
5–10 Jul
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
13–18 Jul
Top guest favourite
Farm stay in Middleburg
Retreat to horse country!
4.97 out of 5 average rating, 95 reviews, 1 bedroom, 1 bed, 1.5 bathrooms
5–10 Jul
Top guest favourite
Barn in Middleburg
Country Bank Barn
4.97 out of 5 average rating, 282 reviews, 4 bedrooms, 5 beds, 3 bathrooms
1–6 Jul
Top guest favourite
Flat in Middleburg
Middleburg Carriage House Studio - The Loft
5.0 out of 5 average rating, 20 reviews, 1 bedroom, 1 bed, 1 bathroom
8–13 Jul
Top guest favourite
Loft in Purcellville
Saddle Tree at Akeley Wood Farm
4.97 out of 5 average rating, 91 reviews, 1 bedroom, 1 bed, 1 bathroom
6–11 Jul
Top guest favourite
Home in Marshall
Middleburg/Upperville-Stunning,renovated cottage
4.99 out of 5 average rating, 129 reviews, 2 bedrooms, 3 beds, 2.5 bathrooms
16–21 Jul
Guest favourite
Flat in The Plains
Charming barn apartment in horse /wine country
4.95 out of 5 average rating, 22 reviews, 1 bedroom, 1 bed, 1 bathroom
3–8 Aug