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Search results; Over 1,000 homes in Middleburg

Top guest favourite
Home in Middleburg
Littlefield Cottage
3 bedrooms, 4 beds, 1 private bathroom
9–14 Aug
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4.99 out of 5 average rating, 217 reviews
Top guest favourite
Home in Middleburg
English Cottage/Main House
2 bedrooms, 2 beds, 2 bathrooms
1–6 Aug
5.0 out of 5 average rating, 56 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, 75 reviews
Guest favourite
Guest house in Middleburg
Fox Hill Barn Guest Cottage Retreat
1 bedroom, 2 beds, 1 bathroom
2–7 Aug
4.96 out of 5 average rating, 99 reviews
Top guest favourite
Guest house in Middleburg
18th Century Middleburg Cottage
1 bedroom, 1 queen bed, 1 bathroom
2–7 Aug
5.0 out of 5 average rating, 132 reviews
Guest favourite
Home in Middleburg
Grand 9BR Manor Ideal for Weddings & Gatherings
9 bedrooms, 9 beds, 5.5 bathrooms
6–11 Sept
5.0 out of 5 average rating, 7 reviews
Home in Middleburg
Hunt Country Haven near downtown Middleburg
4 bedrooms, 4 beds, 2 bathrooms
5–10 Aug
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
Top guest favourite
Cottage in Middleburg
Middleburg Bliss!
3 bedrooms, 5 beds, 2 bathrooms
28 Aug – 2 Sept
5.0 out of 5 average rating, 86 reviews
Top guest favourite
Farm stay in Middleburg
The Blacksmith Cottage
1 bedroom, 1 queen bed, 1 bathroom
1–6 Aug
4.96 out of 5 average rating, 127 reviews
Guest favourite
Home in Middleburg
Modern Home on Middleburg Equestrian Farm
3 bedrooms, 4 beds, 2 bathrooms
7–12 Aug
4.96 out of 5 average rating, 214 reviews
Top guest favourite
Cabin in Front Royal
Mountaintop Retreat with Wood Fired Hot Tub
1 bedroom, 1 queen bed, 1 bathroom
10–15 Aug
4.99 out of 5 average rating, 444 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
Guest favourite
Home in Middleburg
Peaceful, Authentic Stone Cottage with Cozy Charm
3 bedrooms, 4 beds, 2 bathrooms
3–8 Aug
4.94 out of 5 average rating, 86 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
Barn in Middleburg
Middleburg Carriage House
2 bedrooms, 2 beds, 1 bathroom
1–6 Aug
4.93 out of 5 average rating, 228 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, 234 reviews
Guest favourite
Cottage in Bluemont
Middleburg/Upperville Country Retreat on Farm
2 bedrooms, 2 single beds, 2.5 bathrooms
2–7 Aug
5.0 out of 5 average rating, 7 reviews
Top guest favourite
Flat in Middleburg
Middleburg Carriage House Studio - The Loft
1 bedroom, 1 queen bed, 1 bathroom
9–14 Aug
5.0 out of 5 average rating, 23 reviews