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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
26–31 Jul
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4.99 out of 5 average rating, 215 reviews
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
Top guest favourite
Barn in Middleburg
The Hayloft
5.0 out of 5 average rating, 73 reviews, 2 bedrooms, 4 beds, 1.5 bathrooms
22–27 Jul
Top guest favourite
Home in Middleburg
English Cottage/Main House
5.0 out of 5 average rating, 53 reviews, 2 bedrooms, 2 beds, 2 bathrooms
26–31 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
2–7 Aug
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
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
Home in Middleburg
Modern Home on Middleburg Equestrian Farm
4.96 out of 5 average rating, 214 reviews, 3 bedrooms, 4 beds, 2 bathrooms
19–24 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
Home in The Plains
The Garden House
5.0 out of 5 average rating, 38 reviews, 2 bedrooms, 3 beds, 3 bathrooms
16–21 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
Top guest favourite
Cabin in Front Royal
Mountaintop Retreat with Wood Fired Hot Tub
4.99 out of 5 average rating, 438 reviews, 1 bedroom, 2 beds, 1 bathroom
22–27 Jul
Top guest favourite
Farm stay in Middleburg
Retreat to horse country!
4.97 out of 5 average rating, 99 reviews, 1 bedroom, 1 bed, 1.5 bathrooms
9–14 Aug
Guest favourite
Home in Middleburg
The Coach Stop at White Hall
4.92 out of 5 average rating, 177 reviews, 4 bedrooms, 4 beds, 2 bathrooms
16–21 Jul
Guest favourite
Cottage in Bluemont
Middleburg/Upperville Country Retreat on Farm
5.0 out of 5 average rating, 6 reviews, 2 bedrooms, 2 beds, 2.5 bathrooms
19–24 Jul
Guest favourite
Farm stay in Purcellville
Country Cottage on 1700’s Quaker Farm
4.98 out of 5 average rating, 171 reviews, 3 bedrooms, 5 beds, 3 bathrooms
20–25 Jul
Top guest favourite
Guest suite in The Plains
Luxury hunt country getaway!
5.0 out of 5 average rating, 168 reviews, 1 bedroom, 1 bed, 1 bathroom
28 Jul – 2 Aug
Top guest favourite
Cabin in Purcellville
The 1744 Custom Cabin
5.0 out of 5 average rating, 25 reviews, 1 bedroom, 1 bed, 1 bathroom
19–24 Jul