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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
12–17 Jul
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4.92 out of 5 average rating, 226 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
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
2–7 Jul
Top guest favourite
Home in Middleburg
Modern Home on Middleburg Equestrian Farm
4.97 out of 5 average rating, 212 reviews, 3 bedrooms, 4 beds, 2 bathrooms
11–16 Jul
Top guest favourite
Barn in Middleburg
The Studio
4.98 out of 5 average rating, 107 reviews, 1 bedroom, 1 bed, 1 bathroom
5–10 Jul
Top guest favourite
Home in Middleburg
Littlefield Cottage
4.99 out of 5 average rating, 214 reviews, 3 bedrooms, 4 beds, 1 bathroom
26–31 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
Top guest favourite
Barn in Middleburg
Country Bank Barn
4.97 out of 5 average rating, 282 reviews, 4 bedrooms, 5 beds, 3 bathrooms
2–7 Jul
Top guest favourite
Home in Middleburg
Peaceful, Authentic Stone Cottage with Cozy Charm
4.94 out of 5 average rating, 86 reviews, 3 bedrooms, 4 beds, 2 bathrooms
6–11 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
2–7 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, 82 reviews, 2 bedrooms, 2 beds, 1 bathroom
6–11 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
Farm stay in Middleburg
Gorgeous historic stone house with great internet!
4.95 out of 5 average rating, 55 reviews, 3 bedrooms, 3 beds, 2.5 bathrooms
25–30 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
Flat in Middleburg
Middleburg Carriage House Studio - The Loft
5.0 out of 5 average rating, 21 reviews, 1 bedroom, 1 bed, 1 bathroom
8–13 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
Home in Middleburg
Historic Middleburg Equestrian Estate
4.98 out of 5 average rating, 45 reviews, 5 bedrooms, 5 beds, 5 bathrooms
19–24 Jul