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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
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, 68 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
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
Cabin in Free Union
Shenandoah Stargazer with Sauna
3 bedrooms, 4 beds, 1 bathroom
30 Aug – 4 Sept
4.99 out of 5 average rating, 238 reviews
Top guest favourite
Cottage in Afton
Cottage on 151 w/ Hot Tub, Firepit, Mountain Views
1 bedroom, 2 beds, 1 bathroom
20–25 Sept
4.97 out of 5 average rating, 188 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
Guest favourite
Cabin in Afton
Afton Mountain Retreat - The Cabin
1 bedroom, 2 beds, 1 bathroom
28 Aug – 2 Sept
4.91 out of 5 average rating, 77 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
Bungalow in Waynesboro
Cheerful 2 bd bungalow with HOT TUB! Pet friendly!
2 bedrooms, 2 queen beds, 1 bathroom
5–10 Dec
4.92 out of 5 average rating, 398 reviews
Guest favourite
Home in Greenwood
Ramsay Estate | Carriage House w/ Mountain Views
1 bedroom, 1 king bed, 1 bathroom
16–21 Aug
5.0 out of 5 average rating, 31 reviews
Top guest favourite
Loft in Afton
One bedroom apartment totally renovated
1 bedroom, 1 queen bed, 1 bathroom
15–20 Aug
4.98 out of 5 average rating, 56 reviews
Top guest favourite
Home in Afton
Rockwell Ridge | Garden Suite with Full Kitchen
1 bedroom, 2 beds, 1 bathroom
20–25 Aug
5.0 out of 5 average rating, 9 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
Guest favourite
Home in Waynesboro
Prickly Pear Cottage *5 minutes from skyline dr.*
3 bedrooms, 3 beds, 2 bathrooms
16–21 Aug
4.85 out of 5 average rating, 207 reviews
Top guest favourite
Bungalow in Afton
The Bungalow at Afton Mountain Retreat by Veritas
3 bedrooms, 4 beds, 2 bathrooms
20–25 Aug
4.99 out of 5 average rating, 251 reviews
Superhost
Home in Crozet
Stockton Creek Farmhouse | 100 Acre Farm Retreat
3 bedrooms, 3 beds, 2.5 bathrooms
15–20 Aug
Superhost
Chalet in Afton
Chalet house next to wineries/breweries!
2 bedrooms, 4 beds, 1 bathroom
30 Aug – 4 Sept
4.82 out of 5 average rating, 544 reviews
Guest favourite
Cottage in Afton
The Cottage @ Afton Mountain- Close to Wineries!
3 bedrooms, 4 beds, 2.5 bathrooms
30 Aug – 4 Sept
4.98 out of 5 average rating, 301 reviews