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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
Superhost
Home in Crozet
Blairbrook Farm | Spacious Retreat Near Vineyards
4 bedrooms, 7 beds, 2 bathrooms
23–28 Aug
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
Holiday home in Lovingston
Ultimate cabin in the mountains
2 bedrooms, 3 beds, 1 bathroom
23–28 Aug
4.96 out of 5 average rating, 272 reviews
Top guest favourite
Flat in Afton
Cozy stay with scenic views on a horse farmette
1 bedroom, 1 queen bed, 1 bathroom
20–25 Aug
4.98 out of 5 average rating, 192 reviews
Top guest favourite
Home in Afton
Rockwell Ridge | Chestnut Suite with Lux Bathroom
1 bedroom, 2 beds, 1 bathroom
23–28 Aug
5.0 out of 5 average rating, 74 reviews
Home in Wintergreen Resort
Wintergreen Resort, Hot Tub, EV Charger, Game room
3 bedrooms, 7 beds, 3.5 bathrooms
16–21 Aug
New place to stay
Guest favourite
Home in Greenwood
Ramsay Estate | Carriage House w/ Mountain Views
1 bedroom, 1 king bed, 1 bathroom
11–16 Aug
5.0 out of 5 average rating, 31 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
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
Top guest favourite
Farm stay in Crozet
Orso Blu Lavender Farm, one-of-a-kind in Crozet
3 bedrooms, 3 beds, 3 bathrooms
23–28 Aug
5.0 out of 5 average rating, 23 reviews
Top guest favourite
Home in Afton
The Goldfinch
2 bedrooms, 2 beds, 2 bathrooms
13–18 Aug
5.0 out of 5 average rating, 9 reviews
Top guest favourite
Guest house in Crozet
The Loft at St. George
1 bedroom, 1 queen bed, 1 bathroom
16–21 Aug
4.99 out of 5 average rating, 82 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, 103 reviews
Guest favourite
Home in Charlottesville
Casa Crozet
3 bedrooms, 3 beds, 2 bathrooms
11–16 Aug
4.98 out of 5 average rating, 40 reviews
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
4.93 out of 5 average rating, 153 reviews
Superhost
Home in Crozet
Stockton Creek Farmhouse | 100 Acre Farm Retreat
3 bedrooms, 3 beds, 2.5 bathrooms
11–16 Aug
Guest favourite
Cabin in Waynesboro
Vintage Log Cabin close to wineries & hiking
3 bedrooms, 3 queen beds, 1 bathroom
16–21 Aug
4.93 out of 5 average rating, 86 reviews
Top guest favourite
Home in Waynesboro
Scenic Blue Ridge Sanctuary
3 bedrooms, 4 beds, 2 bathrooms
23–28 Aug
4.93 out of 5 average rating, 246 reviews