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Search results; Over 1,000 homes in Hillsboro

Room in Hillsboro
Haven Suite - Hidden View Bed & Breakfast
1 bedroom, 1 bed, 1 private bathroom
26–31 Aug
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Top guest favourite
Holiday home in Hillsboro
Farwell Cottage c.1752 New Renovated Historic Home
3 bedrooms, 3 beds, 2.5 bathrooms
24–29 Aug
4.99 out of 5 average rating, 104 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, 11 reviews
Top guest favourite
Farm stay in Purcellville
50-Acre Farmhouse Getaway Oasis in VA Wine Country
5 bedrooms, 6 beds, 3 bathrooms
26–31 Oct
4.98 out of 5 average rating, 165 reviews
Home in Bolivar
Cozy Getaway Near History, Hiking & Adventure
3 bedrooms, 5 beds, 2 bathrooms
29 Aug – 3 Sept
New place to stay
Guest favourite
Home in Harpers Ferry
3BR Stone Cabin | Hot Tub + Firepit | Valley Views
3 bedrooms, 4 beds, 2 bathrooms
16–21 Aug
4.97 out of 5 average rating, 145 reviews
Top guest favourite
Home in Harpers Ferry
Gaming Gazebo, Hot Tub, Sauna, Cold Plunge & Golf
3 bedrooms, 4 beds, 2 bathrooms
31 Oct – 5 Nov
5.0 out of 5 average rating, 46 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
Guest favourite
Villa in Purcellville
Amazing Guitar Pool 11200sf Private Oasis hot tub
9 bedrooms, 17 beds, 6 bathrooms
19–24 Aug
4.92 out of 5 average rating, 207 reviews
Cabin in Bolivar
Black Bear Retreat • Modern Cabin in the Woods
2 bedrooms, 2 beds, 2 bathrooms
24–29 Aug
5.0 out of 5 average rating, 4 reviews
Top guest favourite
Guest suite in Harpers Ferry
Tequila Sunset, Harpers Ferry. Entire first floor!
1 bedroom, 3 beds, 1 bathroom
16–21 Aug
4.99 out of 5 average rating, 167 reviews
Guest favourite
Room in Hamilton
Quiet Bedroom in a Charming Neighborhood
1 queen bed, 1 bathroom
23–28 Aug
4.95 out of 5 average rating, 144 reviews
Guest favourite
Guest house in Purcellville
Barn Apartment in VA Wine Country
2 bedrooms, 3 beds, 1 bathroom
15–20 Aug
4.81 out of 5 average rating, 288 reviews
Guest favourite
Farm stay in Hamilton
Historic Farmhouse in Beautiful Western Loudoun
4 bedrooms, 5 beds, 2.5 bathrooms
30 Aug – 4 Sept
4.95 out of 5 average rating, 261 reviews
Guest favourite
Home in Bluemont
Touch of Tuscan - Minutes to Wine, Beer, Hiking
3 bedrooms, 4 beds, 2 bathrooms
23–28 Aug
4.96 out of 5 average rating, 28 reviews
Top guest favourite
Cottage in Bluemont
Designer Modern Mountain Escape (w/View & Hot Tub)
3 bedrooms, 5 beds, 2 bathrooms
16–21 Aug
5.0 out of 5 average rating, 52 reviews
Top guest favourite
Cottage in Waterford
Wheatland Spring Farm + Brewery Cottage House
1 bedroom, 1 queen bed, 1.5 bathrooms
16–21 Aug
4.95 out of 5 average rating, 151 reviews
Guest favourite
Farm stay in Waterford
Hope Flower Farm Winery Cottage
3 bedrooms, 3 beds, 1 bathroom
16–21 Aug
4.97 out of 5 average rating, 135 reviews
Superhost
Home in Hamilton
Cozy Residence in the heart of Historic Hamilton
4 bedrooms, 4 beds, 3.5 bathrooms
16–21 Sept
New place to stay