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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
3 bedrooms, 3 beds, 2.5 private bathrooms
26–31 Oct
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4.99 out of 5 average rating, 105 reviews
Top guest favourite
Home in Purcellville
Whole House -Seven Elms Farm B&B
3 bedrooms, 5 beds, 2.5 bathrooms
8–13 Sept
4.99 out of 5 average rating, 344 reviews
Guest favourite
Guest house in Purcellville
Barn Apartment in VA Wine Country
2 bedrooms, 3 beds, 1 bathroom
1–6 Sept
4.81 out of 5 average rating, 288 reviews
Top guest favourite
Home in Purcellville
The Cabin at Blue Valley Farm
1 bedroom, 2 beds, 1 bathroom
4–9 Oct
4.96 out of 5 average rating, 49 reviews
Top guest favourite
Home in Harpers Ferry
Gaming Gazebo, Hot Tub, Sauna, Cold Plunge & Golf
3 bedrooms, 4 beds, 2 bathrooms
29 Nov – 4 Dec
5.0 out of 5 average rating, 50 reviews
Guest favourite
Home in Harpers Ferry
3BR Stone Cabin | Hot Tub + Firepit | Valley Views
3 bedrooms, 4 beds, 2 bathrooms
13–18 Sept
4.97 out of 5 average rating, 146 reviews
Home in Purcellville
Historic DC Wine Country: 10 Acres, Private Pool
3 bedrooms, 5 beds, 2 bathrooms
17–22 Sept
5.0 out of 5 average rating, 3 reviews
Top guest favourite
Cabin in Harpers Ferry
~Family Friendly Mountain Cabin w/ Steam Shower!
2 bedrooms, 3 beds, 1 bathroom
7–12 Sept
4.97 out of 5 average rating, 95 reviews
Guest favourite
Guest house in Purcellville
The Carriage House: Pathway to a Romantic Getaway
1 bed, 1 bathroom
6–11 Sept
4.97 out of 5 average rating, 134 reviews
Guest favourite
Home in Harpers Ferry
Modern Lakehouse, Private Dock near Harpers Ferry
4 bedrooms, 8 beds, 2.5 bathrooms
13–18 Sept
4.9 out of 5 average rating, 124 reviews
Guest favourite
Home in Purcellville
Woodhaven Reserve | Pool + Hot Tub + Views
5 bedrooms, 6 beds, 4.5 bathrooms
25–30 Oct
4.89 out of 5 average rating, 18 reviews
Top guest favourite
Farm stay in Hillsboro
Homestead 1870 in Wine Country
2 bedrooms, 2 beds, 1 bathroom
18–23 Sept
4.95 out of 5 average rating, 217 reviews
Top guest favourite
Cabin in Bolivar
Black Bear Retreat • Modern Cabin in the Woods
2 bedrooms, 2 beds, 2 bathrooms
8–13 Sept
5.0 out of 5 average rating, 5 reviews
Guest favourite
Villa in Purcellville
Amazing Guitar Pool 11200sf Private Oasis hot tub
9 bedrooms, 17 beds, 6 bathrooms
14–19 Sept
4.92 out of 5 average rating, 207 reviews
Guest favourite
Hotel room in Waterford
Golden Room - Loudoun Valley Manor
1 bedroom, 1 bed, 1 bathroom
18–23 Oct
4.92 out of 5 average rating, 66 reviews
Guest favourite
Room in Hamilton
1 Private Bed & bathroom in Our Lovely House
1 queen bed, 1 bathroom
6–11 Sept
4.96 out of 5 average rating, 70 reviews
Top guest favourite
Home in Harpers Ferry
Mountaintop Home in Harpers Ferry
3 bedrooms, 4 beds, 3 bathrooms
7–12 Sept
5.0 out of 5 average rating, 91 reviews
Top guest favourite
Home in Harpers Ferry
Eclectic & Romantic - Walk to Historic Downtown!
2 bedrooms, 2 beds, 2 bathrooms
29 Nov – 4 Dec
4.93 out of 5 average rating, 774 reviews
Top guest favourite
Villa in Hillsboro
Historic Home with Pool in Virginia Wine Country
6 bedrooms, 7 beds, 3 bathrooms
27 Sept – 2 Oct
5.0 out of 5 average rating, 12 reviews