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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
Top guest favourite
Home in Afton
Rockwell Ridge | Garden Suite with Full Kitchen
1 bedroom, 2 beds, 1 bathroom
16–21 Aug
5.0 out of 5 average rating, 9 reviews
Home in Afton
The Cupola Creek House
4 bedrooms, 8 beds, 3 bathrooms
12–17 Aug
New place to stay
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, 300 reviews
Home in Wintergreen Resort
Wintergreen Resort, Hot Tub, EV Charger, Game room
3 bedrooms, 7 beds, 3.5 bathrooms
23–28 Aug
New place to stay
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
Guest favourite
Home in Afton
The Branch at Afton Mountain Retreat
3 bedrooms, 4 beds, 2 bathrooms
16–21 Aug
4.96 out of 5 average rating, 127 reviews
Guest favourite
Home in Charlottesville
Pine Lake Lodge
3 bedrooms, 3 beds, 3 bathrooms
16–21 Aug
4.92 out of 5 average rating, 239 reviews
Top guest favourite
Home in Afton
Wine Country Retreat Near National Park
3 bedrooms, 5 beds, 2 bathrooms
28 Oct – 2 Nov
4.96 out of 5 average rating, 28 reviews
Top guest favourite
Cottage in Charlottesville
The Peony Cottage in Charlottesville
2 bedrooms, 2 bathrooms
16–21 Aug
5.0 out of 5 average rating, 104 reviews
Top guest favourite
Tiny home in Faber
The Stilt House at Perkins Hollow
1 bedroom, 1 bed, 1 bathroom
16–21 Aug
5.0 out of 5 average rating, 47 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
The Goldfinch
2 bedrooms, 2 beds, 2 bathrooms
14–19 Aug
5.0 out of 5 average rating, 9 reviews
Superhost
Home in Crozet
Stockton Creek Farmhouse | 100 Acre Farm Retreat
3 bedrooms, 3 beds, 2.5 bathrooms
12–17 Aug
Top guest favourite
Flat in Crozet
Mtn Vineyards Getaway
1 bedroom, 2 beds, 1 bathroom
12–17 Aug
5.0 out of 5 average rating, 51 reviews
Superhost
Home in Crozet
Blairbrook Farm | Spacious Retreat Near Vineyards
4 bedrooms, 7 beds, 2 bathrooms
5–10 Sept
Guest favourite
Cottage in Charlottesville
The Ivy Rose Tea House, 15 min to Cville & Mtns
2 bedrooms, 2 queen beds, 1 bathroom
20–25 Aug
4.94 out of 5 average rating, 155 reviews
Flat in Crozet
Sweet Rustic Studio Apartment
1 bedroom, 1 double bed, WC
16–21 Aug
4.72 out of 5 average rating, 185 reviews
Top guest favourite
Cabin in Afton
Log Cabin w/ Views! 8+ Acres! Pets!
3 bedrooms, 5 beds, 2 bathrooms
16–21 Aug
4.97 out of 5 average rating, 121 reviews