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Search results; Over 1,000 homes in Middleburg

Guest favourite
Guest house in Middleburg
Tranquil Country Gem
2 bedrooms, 2 beds, 1 private bathroom
1–6 Sept
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4.98 out of 5 average rating, 80 reviews
Top guest favourite
Home in Middleburg
English Cottage/Main House
2 bedrooms, 2 beds, 2 bathrooms
1–6 Jul
5.0 out of 5 average rating, 52 reviews
Top guest favourite
Barn in Middleburg
The Hayloft
2 bedrooms, 4 beds, 1.5 bathrooms
5–10 Jul
5.0 out of 5 average rating, 72 reviews
Top guest favourite
Home in Middleburg
Littlefield Cottage
3 bedrooms, 4 beds, 1 bathroom
20–25 Jul
4.99 out of 5 average rating, 213 reviews
Top guest favourite
Guest house in Middleburg
18th Century Middleburg Cottage
1 bedroom, 1 queen bed, 1 bathroom
24–29 Jul
5.0 out of 5 average rating, 129 reviews
Guest favourite
Guest house in Middleburg
Fox Hill Barn Guest Cottage Retreat
1 bedroom, 2 beds, 1 bathroom
4–9 Jul
4.96 out of 5 average rating, 94 reviews
Guest favourite
Home in Middleburg
Grand 9BR Manor Ideal for Weddings & Gatherings
9 bedrooms, 9 beds, 5.5 bathrooms
19–24 Jul
5.0 out of 5 average rating, 5 reviews
Top guest favourite
Home in Middleburg
Modern Home on Middleburg Equestrian Farm
3 bedrooms, 4 beds, 2 bathrooms
11–16 Jul
4.97 out of 5 average rating, 211 reviews
Home in Middleburg
Hunt Country Haven near downtown Middleburg
4 bedrooms, 4 beds, 2 bathrooms
1–6 Jul
New place to stay
Guest favourite
Cottage in Middleburg
Waterfront Cottage at Goose Creek
1 bedroom, 2 beds, 1 bathroom
17–22 Jul
4.94 out of 5 average rating, 230 reviews
Top guest favourite
Flat in Middleburg
Middleburg Carriage House Studio - The Loft
1 bedroom, 1 queen bed, 1 bathroom
8–13 Jul
5.0 out of 5 average rating, 20 reviews
Top guest favourite
Farm stay in Middleburg
Fox Hill Farm Retreat
4 bedrooms, 9 beds, 4.5 bathrooms
1–6 Jul
5.0 out of 5 average rating, 23 reviews
Guest favourite
Cottage in Bluemont
Snickers Gap Cottage
1 bedroom, 1 bed, 1 bathroom
27 Jul – 1 Aug
4.99 out of 5 average rating, 168 reviews
Top guest favourite
Farm stay in Purcellville
Cozy Cuddle up on 1700’s Clydesdale Farm
1 bedroom, 1 queen bed, 1 bathroom
18–23 Jul
4.99 out of 5 average rating, 385 reviews
Guest favourite
Farm stay in Middleburg
Gorgeous historic stone house with great internet!
3 bedrooms, 3 beds, 2.5 bathrooms
25–30 Jul
4.94 out of 5 average rating, 54 reviews
Guest favourite
Home in Middleburg
Pristine Middleburg Home with 2 Bedrooms 1 Bath
2 bedrooms, 2 queen beds, 1 bathroom
1–6 Jul
4.98 out of 5 average rating, 66 reviews
Top guest favourite
Home in Marshall
Middleburg/Upperville-Stunning,renovated cottage
2 bedrooms, 3 beds, 2.5 bathrooms
16–21 Jul
4.99 out of 5 average rating, 129 reviews
Top guest favourite
Guest suite in The Plains
Luxury hunt country getaway!
1 bedroom, 1 king bed, 1 bathroom
8–13 Jul
5.0 out of 5 average rating, 167 reviews
Guest favourite
Home in Middleburg
Salamander/Downtown Middleburg.
3 bedrooms, 2 beds, 2.5 bathrooms
1–6 Jul
5.0 out of 5 average rating, 37 reviews