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Search results; Over 1,000 homes in Greenwood

Top guest favourite
Guest house in Greenwood
Private Carriage House, close to Shenandoah & 151
1 bedroom, 1 bed, 1 private bathroom
3–8 Oct
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5.0 out of 5 average rating, 70 reviews
Superhost
Guest house in Crozet
Birds & Bees Cottage
2 bedrooms, 2 beds, 1 bathroom
1–6 Dec
Guest favourite
Cottage in Afton
The Wine Cottage | 5BR w/ Hot Tub Near Nelson 151
5 bedrooms, 5 beds, 3.5 bathrooms
1–6 Sept
4.95 out of 5 average rating, 78 reviews
Top guest favourite
Bungalow in Afton
The Bungalow at Afton Mountain Retreat by Veritas
3 bedrooms, 4 beds, 2 bathrooms
8–13 Nov
4.99 out of 5 average rating, 252 reviews
Home in Afton
The Cupola Creek House
4 bedrooms, 8 beds, 3 bathrooms
7–12 Sept
New place to stay
Top guest favourite
Farm stay in Crozet
Orso Blu Lavender Farm, one-of-a-kind in Crozet
3 bedrooms, 3 beds, 3 bathrooms
14–19 Sept
5.0 out of 5 average rating, 24 reviews
Guest favourite
Home in Waynesboro
Cute Place in Waynesboro
3 bedrooms, 3 beds, 2 bathrooms
1–6 Sept
4.96 out of 5 average rating, 68 reviews
Guest favourite
Home in Greenwood
Ramsay Estate | Historic Cottage on Vineyard
3 bedrooms, 3 beds, 3 bathrooms
1–6 Sept
5.0 out of 5 average rating, 9 reviews
Top guest favourite
Home in Charlottesville
6-Acre Escape Near UVA & Wineries! King Suite
4 bedrooms, 9 beds, 3.5 bathrooms
6–11 Sept
4.98 out of 5 average rating, 87 reviews
Superhost
Home in Crozet
Stockton Creek Farmhouse | 100 Acre Farm Retreat
3 bedrooms, 3 beds, 2.5 bathrooms
1–6 Sept
Top guest favourite
Home in Afton
26 Acres/Mtn Views/Hot Tub/Firepit/Privacy!
4 bedrooms, 6 beds, 3 bathrooms
4–9 Oct
4.97 out of 5 average rating, 71 reviews
Guest favourite
Home in Charlottesville
Modern Farmhouse w/POOL. Work Retreat.
3 bedrooms, 4 beds, 2 bathrooms
5–10 Sept
5.0 out of 5 average rating, 9 reviews
Superhost
Chalet in Afton
Chalet house next to wineries/breweries!
2 bedrooms, 4 beds, 1 bathroom
1–6 Sept
4.82 out of 5 average rating, 547 reviews
Guest favourite
Home in Crozet
Carter Street | Walkable Crozet | Pet-Friendly
3 bedrooms, 3 queen beds, 2 bathrooms
8–13 Sept
4.88 out of 5 average rating, 17 reviews
Superhost
Home in Crozet
Blairbrook Farm | Spacious Retreat Near Vineyards
4 bedrooms, 7 beds, 2 bathrooms
6–11 Sept
Top guest favourite
Guest suite in Crozet
Guesthouse at Hamilton Oaks
1 bedroom, 2 beds, 1 bathroom
25–30 Oct
4.98 out of 5 average rating, 249 reviews
Guest favourite
Cottage in Afton
The Cottage @ Afton Mountain- Close to Wineries!
3 bedrooms, 4 beds, 2.5 bathrooms
20–25 Sept
4.98 out of 5 average rating, 304 reviews
Top guest favourite
Home in Greenwood
Gorgeous Modern Mountain Home + Blue Ridge Views
3 bedrooms, 3 beds, 2.5 bathrooms
8–13 Nov
5.0 out of 5 average rating, 240 reviews
Guest favourite
Cottage in Afton
The Little Farmhouse | Hot Tub & Wine Country
3 bedrooms, 3 king beds, 2 bathrooms
4–9 Sept
4.97 out of 5 average rating, 71 reviews