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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
8–13 Nov
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5.0 out of 5 average rating, 242 reviews
Guest favourite
Home in Greenwood
Ramsay Estate | Historic Cottage on Vineyard
3 bedrooms, 3 beds, 3 bathrooms
12–17 Sept
5.0 out of 5 average rating, 9 reviews
Top guest favourite
Guest house in Crozet
Elegant and Convenient in Crozet
1 bedroom, 1 queen bed, 1 bathroom
3–8 Oct
4.98 out of 5 average rating, 585 reviews
Top guest favourite
Bungalow in Afton
The Bungalow at Afton Mountain Retreat by Veritas
3 bedrooms, 4 beds, 2 bathrooms
23–28 Sept
4.99 out of 5 average rating, 254 reviews
Guest favourite
Home in Waynesboro
Prickly Pear Cottage *5 minutes from skyline dr.*
3 bedrooms, 3 beds, 2 bathrooms
27 Sept – 2 Oct
4.85 out of 5 average rating, 209 reviews
Guest favourite
Home in Afton
Farmhouse on Working Vineyard
5 bedrooms, 6 beds, 3 bathrooms
20–25 Sept
4.94 out of 5 average rating, 163 reviews
Top guest favourite
Cabin in Afton
Afton Mountain Retreat - The Cabin
1 bedroom, 2 beds, 1 bathroom
27 Nov – 2 Dec
4.91 out of 5 average rating, 81 reviews
Home in Charlottesville
Modern Farmhouse w/POOL. Work Retreat.
3 bedrooms, 4 beds, 2 bathrooms
24–29 Sept
4.9 out of 5 average rating, 10 reviews
Top guest favourite
Guest suite in Crozet
Guesthouse at Hamilton Oaks
1 bedroom, 2 beds, 1 bathroom
10–15 Nov
4.98 out of 5 average rating, 251 reviews
Top guest favourite
Cottage in Charlottesville
The Peony Cottage in Charlottesville
2 bedrooms, 6 beds, 2 bathrooms
18–23 Oct
5.0 out of 5 average rating, 107 reviews
Top guest favourite
Home in Waynesboro
Scenic Blue Ridge Sanctuary
3 bedrooms, 4 beds, 2 bathrooms
13–18 Sept
4.93 out of 5 average rating, 254 reviews
Superhost
Home in Waynesboro
7BR Sleeps 20 | Hot Tub | Cville & Blue Ridge Pkwy
7 bedrooms, 10 beds, 3 bathrooms
18–23 Sept
New place to stay
Guest favourite
Home in Charlottesville
Casa Crozet
3 bedrooms, 3 beds, 2 bathrooms
20–25 Sept
4.98 out of 5 average rating, 41 reviews
Guest favourite
Home in Afton
Farmhouse on 151 w/ Firepit, Huge Yard, Mtn Views
4 bedrooms, 5 beds, 2 bathrooms
27 Sept – 2 Oct
4.93 out of 5 average rating, 149 reviews
Top guest favourite
Home in Afton
Perfect getaway among the orchards of Batesville
2 bedrooms, 3 beds, 1 bathroom
16–21 Nov
4.97 out of 5 average rating, 126 reviews
Superhost
Chalet in Afton
Chalet house next to wineries/breweries!
2 bedrooms, 4 beds, 1 bathroom
13–18 Sept
4.82 out of 5 average rating, 548 reviews
Top guest favourite
Loft in Afton
One bedroom apartment totally renovated
1 bedroom, 1 queen bed, 1 bathroom
4–9 Oct
4.98 out of 5 average rating, 59 reviews
Top guest favourite
Farm stay in Afton
Afton, Mountain View Mini Farm
2 bedrooms, 4 beds, 2 bathrooms
27 Sept – 2 Oct
4.99 out of 5 average rating, 351 reviews
Top guest favourite
Home in Charlottesville
6-Acre Escape Near UVA & Wineries! King Suite
4 bedrooms, 9 beds, 3.5 bathrooms
21–26 Sept
4.98 out of 5 average rating, 90 reviews