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Search results; Over 1,000 homes in Middleburg

Descriptions are based on details hosts provide
Guest favourite
Barn in Middleburg
Middleburg Carriage House
2 bedrooms, 2 beds, 1 private bathroom
20–25 Jul
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4.92 out of 5 average rating, 226 reviews
Top guest favourite
Guest house in Middleburg
18th century stone cottage with mountain views
5.0 out of 5 average rating, 130 reviews, 1 bedroom, 1 bed, 1 bathroom
2–7 Aug
Top guest favourite
Home in Middleburg
Renovated farmhouse on 66 peaceful acres
5.0 out of 5 average rating, 53 reviews, 2 bedrooms, 2 beds, 2 bathrooms
26–31 Jul
Top guest favourite
Barn in Middleburg
Renovated barn on a farm near Middleburg
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
Guest favourite
Home in Middleburg
Grand 9BR Manor Ideal for Weddings & Gatherings
5.0 out of 5 average rating, 7 reviews, 9 bedrooms, 9 beds, 5.5 bathrooms
19–24 Jul
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
Guest favourite
Home in Middleburg
Working farm near Middleburg vineyards
4.92 out of 5 average rating, 177 reviews, 4 bedrooms, 4 beds, 2 bathrooms
15–20 Jul
Guest favourite
Cottage in Middleburg
12 acres on Goose Creek with kayaking
4.94 out of 5 average rating, 233 reviews, 1 bedroom, 2 beds, 1 bathroom
11–16 Aug
Guest favourite
Home in Middleburg
On a working horse farm near Middleburg
4.96 out of 5 average rating, 213 reviews, 3 bedrooms, 4 beds, 2 bathrooms
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
19–24 Jul
Top guest favourite
Cottage in Middleburg
Private cottage on 10 serene acres
5.0 out of 5 average rating, 85 reviews, 3 bedrooms, 5 beds, 2 bathrooms
21–26 Jul
Top guest favourite
Cabin in Front Royal
Wood-fired hot tub above Shenandoah Valley
4.99 out of 5 average rating, 437 reviews, 1 bedroom, 2 beds, 1 bathroom
22–27 Jul
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
15–20 Jul
Top guest favourite
Home in Middleburg
Remodeled cottage next to a winery
4.99 out of 5 average rating, 215 reviews, 3 bedrooms, 4 beds, 1 bathroom
26–31 Jul
Guest favourite
Cottage in Bluemont
Snickers Gap Cottage
4.99 out of 5 average rating, 170 reviews, 1 bedroom, 1 bed, 1 bathroom
10–15 Aug
Top guest favourite
Cottage in The Plains
Farm cottage with horse paddock views
4.95 out of 5 average rating, 108 reviews, 2 bedrooms, 2 beds, 1 bathroom
20–25 Jul
Home in Warren County
Mountain Views w/Hot Tub, 95” TV & Trail Access
New place to stay, 3 bedrooms, 4 beds, 3.5 bathrooms
16–21 Aug
Guest favourite
Home in Middleburg
Stone cottage minutes from Middleburg wineries
4.94 out of 5 average rating, 86 reviews, 3 bedrooms, 4 beds, 2 bathrooms
15–20 Jul