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Search results; Over 1,000 homes in Greenwood

Guest favourite
Home in Greenwood
Ramsay Estate | Historic Cottage on Vineyard
3 bedrooms, 3 beds, 3 private bathrooms
19–24 Aug
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5.0 out of 5 average rating, 9 reviews
Top guest favourite
Home in Afton
Rockwell Ridge | Garden Suite with Full Kitchen
1 bedroom, 2 beds, 1 bathroom
22–27 Aug
5.0 out of 5 average rating, 9 reviews
Home in Afton
The Cupola Creek House
4 bedrooms, 8 beds, 3 bathrooms
24–29 Aug
New place to stay
Top guest favourite
Guest suite in Crozet
Guesthouse at Hamilton Oaks
1 bedroom, 2 beds, 1 bathroom
29 Aug – 3 Sept
4.98 out of 5 average rating, 249 reviews
Guest favourite
Home in Afton
Farmhouse on 151 w/ Firepit, Huge Yard, Mtn Views
4 bedrooms, 5 beds, 2 bathrooms
19–24 Aug
4.93 out of 5 average rating, 149 reviews
Guest favourite
Cottage in Crozet
The Carriage House
2 bedrooms, 3 beds, 1 bathroom
20–25 Sept
4.89 out of 5 average rating, 289 reviews
Guest favourite
Cabin in Nellysford
Tiny Luxury Retreat: Lake, Hikes, Brews & Vines
2 bedrooms, 1 king bed, 1 bathroom
21–26 Aug
4.95 out of 5 average rating, 281 reviews
Top guest favourite
Flat in Afton
Mountain View Getaway
1 bed, 1 bathroom
24–29 Aug
4.98 out of 5 average rating, 204 reviews
Top guest favourite
Home in Afton
Mountain Overlook House - Blue Ridge Parkway
2 bedrooms, 2 beds, 2 bathrooms
30 Oct – 4 Nov
4.99 out of 5 average rating, 108 reviews
Guest favourite
Home in Charlottesville
Pine Lake Lodge
3 bedrooms, 3 beds, 3 bathrooms
6–11 Sept
4.93 out of 5 average rating, 240 reviews
Guest favourite
Chalet in Afton
Elk Mountain Overlook: Breathtaking Views
2 bedrooms, 2 king beds, 1 bathroom
14–19 Sept
4.99 out of 5 average rating, 162 reviews
Top guest favourite
Flat in Crozet
Mtn Vineyards Getaway
1 bedroom, 2 beds, 1 bathroom
19–24 Aug
5.0 out of 5 average rating, 51 reviews
Top guest favourite
Loft in Afton
One bedroom apartment totally renovated
1 bedroom, 1 queen bed, 1 bathroom
23–28 Aug
4.98 out of 5 average rating, 56 reviews
Top guest favourite
Home in Afton
The Reserve at 151: Sauna, Hot Tub, Pool & Poker
3 bedrooms, 3 beds, 2.5 bathrooms
30 Aug – 4 Sept
4.97 out of 5 average rating, 72 reviews
Top guest favourite
Home in Greenwood
Gorgeous Modern Mountain Home + Blue Ridge Views
3 bedrooms, 3 beds, 2.5 bathrooms
23–28 Aug
5.0 out of 5 average rating, 240 reviews
Top guest favourite
Bungalow in Waynesboro
Cheerful 2 bd bungalow with HOT TUB! Pet friendly!
2 bedrooms, 2 queen beds, 1 bathroom
5–10 Dec
4.92 out of 5 average rating, 399 reviews
Guest favourite
Home in Afton
Clonmel Acres: Historic Estate with Hot Tub & Pond
5 bedrooms, 8 beds, 3.5 bathrooms
19–24 Aug
4.92 out of 5 average rating, 36 reviews
Top guest favourite
Cottage in Charlottesville
Mechums River Nature Retreat
2 bedrooms, 4 beds, 1 bathroom
23–28 Aug
4.97 out of 5 average rating, 246 reviews
Top guest favourite
Cottage in Nelson County
Starlit Soak – Romantic Hideaway in the Hollow
2 king beds, 1 bathroom
13–18 Sept
5.0 out of 5 average rating, 26 reviews