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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
Home in Afton
Farmhouse on 151 w/ Firepit, Huge Yard, Mtn Views
4 bedrooms, 5 beds, 2 bathrooms
16–21 Aug
4.93 out of 5 average rating, 148 reviews
Top guest favourite
Guest house in Greenwood
Private Carriage House, close to Shenandoah & 151
1 bedroom, 1 bed, 1 bathroom
23–28 Aug
5.0 out of 5 average rating, 67 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, 300 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 Afton
The Cupola Creek House
4 bedrooms, 8 beds, 3 bathrooms
13–18 Aug
New place to stay
Top guest favourite
Guest house in Charlottesville
Historic HomeTract Cottage UVA/Charlottesville/Ivy
1 bedroom, 2 beds, 1 bathroom
23–28 Aug
5.0 out of 5 average rating, 148 reviews
Superhost
Home in Crozet
Stockton Creek Farmhouse | 100 Acre Farm Retreat
3 bedrooms, 3 beds, 2.5 bathrooms
13–18 Aug
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
Superhost
Home in Crozet
Blairbrook Farm | Spacious Retreat Near Vineyards
4 bedrooms, 7 beds, 2 bathrooms
5–10 Sept
Top guest favourite
Bungalow in Afton
The Bungalow at Afton Mountain Retreat by Veritas
3 bedrooms, 4 beds, 2 bathrooms
16–21 Aug
4.99 out of 5 average rating, 251 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
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
Guest suite in Crozet
Guesthouse at Hamilton Oaks
1 bedroom, 2 beds, 1 bathroom
29 Aug – 3 Sept
4.98 out of 5 average rating, 247 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
Wine Country Retreat Near National Park
3 bedrooms, 5 beds, 2 bathrooms
28 Oct – 2 Nov
4.97 out of 5 average rating, 30 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 Crozet
Mtn Vineyards Getaway
1 bedroom, 2 beds, 1 bathroom
13–18 Aug
5.0 out of 5 average rating, 51 reviews