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Search results; Over 1,000 homes in Hillsboro

Top guest favourite
Holiday home in Hillsboro
Farwell Cottage c.1752 New Renovated Historic Home
4.99 out of 5 average rating, 98 reviews, 3 bedrooms, 3 beds, 2.5 bathrooms
10–15 Aug
Guest favourite
Guest house in Purcellville
Barn Apartment in VA Wine Country
4.81 out of 5 average rating, 285 reviews, 2 bedrooms, 3 beds, 1 bathroom
12–17 Jul
Top guest favourite
Villa in Hillsboro
Historic Home with Pool in Virginia Wine Country
5.0 out of 5 average rating, 8 reviews, 6 bedrooms, 7 beds, 3 bathrooms
10–15 Sept
Top guest favourite
Guest house in Purcellville
The Cottage at Dunthorpe Farm
4.99 out of 5 average rating, 269 reviews, 1 bedroom, 1 bed, 1 bathroom
25–30 Jul
Top guest favourite
Cottage in Purcellville
Historic Stone Schoolhouse on Winery Row
4.94 out of 5 average rating, 79 reviews, 2 bedrooms, 2 beds, 1 bathroom
5–10 Jul
Top guest favourite
Cabin in Harpers Ferry
~Family Friendly Mountain Retreat w/ Steam Shower!
4.97 out of 5 average rating, 92 reviews, 2 bedrooms, 3 beds, 1 bathroom
25–30 Jul
Guest favourite
Home in Harpers Ferry
3BR Stone Cabin | Hot Tub + Firepit | Valley Views
4.97 out of 5 average rating, 135 reviews, 3 bedrooms, 4 beds, 2 bathrooms
26–31 Jul
Top guest favourite
Home in Harpers Ferry
Gaming Gazebo, Hot Tub, Sauna, Cold Plunge & Golf
5.0 out of 5 average rating, 36 reviews, 3 bedrooms, 4 beds, 2 bathrooms
27 Sept – 2 Oct
Top guest favourite
Cottage in Purcellville
Historic Wheatland Log Cabin
4.98 out of 5 average rating, 62 reviews, 1 bedroom, 1 bed, 1.5 bathrooms
24–29 Aug
Guest favourite
Cabin in Harpers Ferry
Treetop Mountain Retreat- Almost Heaven
4.96 out of 5 average rating, 68 reviews, 2 bedrooms, 3 beds, 1 bathroom
15–20 Jul
Top guest favourite
Home in Harpers Ferry
Gorgeous cabin on Blue Ridge
4.97 out of 5 average rating, 117 reviews, 2 bedrooms, 2 beds, 1 bathroom
13–18 Sept
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
12–17 Jul
Superhost
Home in Waterford
The Dormers - Country Escape in Historic Village
New place to stay, 3 bedrooms, 3 beds, 3.5 bathrooms
2–7 Jul
Top guest favourite
Home in Round Hill
Wooded Wine Country Cottage near DC
5.0 out of 5 average rating, 16 reviews, 3 bedrooms, 3 beds, 2 bathrooms
3–8 Jul
Top guest favourite
Chalet in Purcellville
Chalet at Harpers Ferry for Family Gatherings
4.98 out of 5 average rating, 125 reviews, 3 bedrooms, 5 beds, 2 bathrooms
19–24 Jul
Top guest favourite
Home in Purcellville
The Cabin at Blue Valley Farm
4.96 out of 5 average rating, 47 reviews, 1 bedroom, 2 beds, 1 bathroom
2–7 Aug
Superhost
Home in Bluemont
NOVA Wine Country Chalet | Fire Pit | 3+ Acres
New place to stay, 3 bedrooms, 3 beds, 2 bathrooms
5–10 Jul
Top guest favourite
Farm stay in Purcellville
Cozy Cuddle up on 1700’s Clydesdale Farm
4.99 out of 5 average rating, 385 reviews, 1 bedroom, 1 bed, 1 bathroom
18–23 Jul