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Search results; Over 1,000 homes in Greenwood

Guest favourite
Home in Greenwood
Ramsay Estate | Historic Cottage on Vineyard
3 bedrooms, 3 beds, 3 private bathrooms
21–26 Aug
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5.0 out of 5 average rating, 9 reviews
Top guest favourite
Home in Afton
Mountain Overlook House - Blue Ridge Parkway
2 bedrooms, 2 beds, 2 bathrooms
30 Oct – 4 Nov
4.99 out of 5 average rating, 108 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, 240 reviews
Top guest favourite
Cottage in Charlottesville
Mechums River Nature Retreat
2 bedrooms, 4 beds, 1 bathroom
23–28 Aug
4.97 out of 5 average rating, 246 reviews
Guest favourite
Cabin in Nellysford
Tiny Luxury Retreat: Lake, Hikes, Brews & Vines
2 bedrooms, 1 king bed, 1 bathroom
30 Aug – 4 Sept
4.95 out of 5 average rating, 281 reviews
Top guest favourite
Home in Greenwood
Gorgeous Modern Mountain Home + Blue Ridge Views
3 bedrooms, 3 beds, 2.5 bathrooms
8–13 Nov
5.0 out of 5 average rating, 240 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, 24 reviews
Guest favourite
Home in Afton
Farmhouse on 151 w/ Firepit, Huge Yard, Mtn Views
4 bedrooms, 5 beds, 2 bathrooms
21–26 Aug
4.93 out of 5 average rating, 149 reviews
Top guest favourite
Cabin in Charlottesville
Historic Log Cabin | Stunning Views, Private Pool
1 bedroom, 1 bed, 1 bathroom
13–18 Sept
5.0 out of 5 average rating, 8 reviews
Top guest favourite
Home in Waynesboro
Scenic Blue Ridge Sanctuary
3 bedrooms, 4 beds, 2 bathrooms
23–28 Aug
4.94 out of 5 average rating, 251 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
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
Flat in Afton
Best Spot on the Wine/Brew Trail!
1 bedroom, 2 beds, 1 bathroom
26–31 Aug
4.87 out of 5 average rating, 386 reviews
Guest favourite
Home in Charlottesville
Pine Lake Lodge
3 bedrooms, 3 beds, 3 bathrooms
6–11 Sept
4.93 out of 5 average rating, 240 reviews
Home in Afton
The Cupola Creek House
4 bedrooms, 8 beds, 3 bathrooms
24–29 Aug
New place to stay
Guest favourite
Chalet in Afton
Elk Mountain Overlook: Breathtaking Views
2 bedrooms, 2 king beds, 1 bathroom
14–19 Sept
4.99 out of 5 average rating, 163 reviews
Flat in Crozet
Sweet Rustic Studio Apartment
1 bedroom, 1 double bed, WC
23–28 Aug
4.72 out of 5 average rating, 186 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, 249 reviews
Top guest favourite
Cottage in Covesville
Historic cottage with stunning mountain views
2 bedrooms, 2 queen beds, 2 bathrooms
23–28 Aug
5.0 out of 5 average rating, 165 reviews