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Search results; Over 1,000 homes in Greenwood

Top guest favourite
Home in Greenwood
Gorgeous Modern Mountain Home + Blue Ridge Views
3 bedrooms, 3 beds, 2.5 private bathrooms
23–28 Aug
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5.0 out of 5 average rating, 239 reviews
Guest favourite
Cottage in Afton
The Cottage @ Afton Mountain- Close to Wineries!
3 bedrooms, 4 beds, 2.5 bathrooms
16–21 Aug
4.98 out of 5 average rating, 299 reviews
Top guest favourite
Bungalow in Waynesboro
Cheerful 2 bd bungalow with HOT TUB! Pet friendly!
2 bedrooms, 2 queen beds, 1 bathroom
30 Aug – 4 Sept
4.92 out of 5 average rating, 397 reviews
Guest favourite
Home in Afton
The Branch at Afton Mountain Retreat
3 bedrooms, 4 beds, 2 bathrooms
8–13 Aug
4.96 out of 5 average rating, 127 reviews
Guest favourite
Home in Afton
Farmhouse on 151 w/ Firepit, Huge Yard, Mtn Views
4 bedrooms, 5 beds, 2 bathrooms
9–14 Aug
4.93 out of 5 average rating, 147 reviews
Superhost
Home in Crozet
Blairbrook Farm | Spacious Retreat Near Vineyards
4 bedrooms, 7 beds, 2 bathrooms
8–13 Aug
Guest favourite
Home in Greenwood
Ramsay Estate | Carriage House w/ Mountain Views
1 bedroom, 1 king bed, 1 bathroom
8–13 Aug
5.0 out of 5 average rating, 31 reviews
Superhost
Home in Crozet
Stockton Creek Farmhouse | 100 Acre Farm Retreat
3 bedrooms, 3 beds, 2.5 bathrooms
8–13 Aug
Guest favourite
Cottage in Crozet
The Carriage House
2 bedrooms, 3 beds, 1 bathroom
13–18 Sept
4.89 out of 5 average rating, 288 reviews
Guest favourite
Chalet in Afton
Elk Mountain Overlook: Breathtaking Views
2 bedrooms, 2 king beds, 1 bathroom
12–17 Aug
4.99 out of 5 average rating, 161 reviews
Top guest favourite
Flat in Afton
Mountain View Getaway
1 bed, 1 bathroom
24–29 Aug
4.98 out of 5 average rating, 203 reviews
Superhost
Cottage in Crozet
Idyllic Cottage Retreat
2 bedrooms, 1 bathroom
1–6 Dec
4.89 out of 5 average rating, 257 reviews
Top guest favourite
Guest house in Crozet
Elegant and Convenient in Crozet
1 bedroom, 1 queen bed, 1 bathroom
23–28 Aug
4.98 out of 5 average rating, 577 reviews
Guest favourite
Cottage in Charlottesville
Pounding Creek Cottage
2 bedrooms, 3 beds, 2 bathrooms
14–19 Aug
4.86 out of 5 average rating, 136 reviews
Guest favourite
Cabin in Waynesboro
Vintage Log Cabin close to wineries & hiking
3 bedrooms, 3 queen beds, 1 bathroom
8–13 Aug
4.93 out of 5 average rating, 86 reviews
Top guest favourite
Treehouse in Stanardsville
CloudPointe Retreat
1 bedroom, 1 queen bed, 1 bathroom
31 Aug – 5 Sept
4.98 out of 5 average rating, 123 reviews
Top guest favourite
Home in Afton
Cookies Place on 151 Trail
3 bedrooms, 3 beds, 2 bathrooms
23–28 Aug
4.98 out of 5 average rating, 65 reviews
Top guest favourite
Tiny home in Faber
The Stilt House at Perkins Hollow
1 bedroom, 1 bed, 1 bathroom
8–13 Aug
5.0 out of 5 average rating, 46 reviews
Top guest favourite
Cottage in Nelson County
Starlit Soak – Romantic Hideaway in the Hollow
2 king beds, 1 bathroom
17–22 Aug
5.0 out of 5 average rating, 25 reviews