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Search results; Over 1,000 homes in Middleburg

Top guest favourite
Home in Middleburg
Modern Home on Middleburg Equestrian Farm
3 bedrooms, 4 beds, 2 private bathrooms
7–12 Aug
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4.96 out of 5 average rating, 215 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
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
Top guest favourite
Guest house in Middleburg
18th Century Middleburg Cottage
1 bedroom, 1 queen bed, 1 bathroom
21–26 Aug
5.0 out of 5 average rating, 133 reviews
Top guest favourite
Home in Middleburg
English Cottage/Main House
2 bedrooms, 2 beds, 2 bathrooms
9–14 Aug
5.0 out of 5 average rating, 56 reviews
Guest favourite
Guest house in Middleburg
Fox Hill Barn Guest Cottage Retreat
1 bedroom, 2 beds, 1 bathroom
8–13 Aug
4.96 out of 5 average rating, 100 reviews
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
Home in Middleburg
Hunt Country Haven near downtown Middleburg
4 bedrooms, 4 beds, 2 bathrooms
5–10 Aug
Top guest favourite
Farm stay in Middleburg
The Blacksmith Cottage
1 bedroom, 1 queen bed, 1 bathroom
9–14 Aug
4.96 out of 5 average rating, 127 reviews
Top guest favourite
Cottage in Middleburg
Middleburg Bliss!
3 bedrooms, 5 beds, 2 bathrooms
19–24 Aug
5.0 out of 5 average rating, 86 reviews
Top guest favourite
Home in Middleburg
Littlefield Cottage
3 bedrooms, 4 beds, 1 bathroom
9–14 Aug
4.99 out of 5 average rating, 217 reviews
Guest favourite
Cottage in Bluemont
Middleburg/Upperville Country Retreat on Farm
2 bedrooms, 2 single beds, 2.5 bathrooms
15–20 Aug
5.0 out of 5 average rating, 7 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
Farm stay in Purcellville
Country Cottage on 1700’s Quaker Farm
3 bedrooms, 5 beds, 3 bathrooms
3–8 Aug
4.98 out of 5 average rating, 173 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
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, 445 reviews
Guest favourite
Home in Middleburg
super cosy cottage with high speed internet
1 bedroom, 1 queen bed, 1 bathroom
3–8 Aug
4.85 out of 5 average rating, 312 reviews
Top guest favourite
Cottage in Leesburg
The Cottage at Forest Hills Farm
1 bedroom, 1 queen bed, 1 bathroom
9–14 Aug
4.92 out of 5 average rating, 403 reviews
Top guest favourite
Cabin in Marshall
The Serenity Cabin | Firepit | Wineries | Hiking
1 bedroom, 2 beds, 1.5 bathrooms
8–13 Aug
4.96 out of 5 average rating, 70 reviews