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Search results; Over 1,000 homes in Greenwood

Top guest favourite
Guest house in Greenwood
Private Carriage House, close to Shenandoah & 151
1 bedroom, 1 bed, 1 private bathroom
3–8 Oct
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5.0 out of 5 average rating, 71 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, 242 reviews
Guest favourite
Home in Greenwood
Ramsay Estate | Historic Cottage on Vineyard
3 bedrooms, 3 beds, 3 bathrooms
21–26 Sept
5.0 out of 5 average rating, 9 reviews
Guest favourite
Home in Afton
Farmhouse on Working Vineyard
5 bedrooms, 6 beds, 3 bathrooms
20–25 Sept
4.94 out of 5 average rating, 163 reviews
Guest favourite
Home in Afton
Farmhouse on 151 w/ Firepit, Huge Yard, Mtn Views
4 bedrooms, 5 beds, 2 bathrooms
27 Sept – 2 Oct
4.93 out of 5 average rating, 149 reviews
Top guest favourite
Home in Charlottesville
6-Acre Escape Near UVA & Wineries! King Suite
4 bedrooms, 9 beds, 3.5 bathrooms
21–26 Sept
4.97 out of 5 average rating, 91 reviews
Guest house in Crozet
Blue Ridge Retreat
2 bedrooms, 2 beds, 1 bathroom
26–31 Oct
Guest favourite
Cottage in Afton
The Cottage @ Afton Mountain- Close to Wineries!
3 bedrooms, 4 beds, 2.5 bathrooms
20–25 Sept
4.98 out of 5 average rating, 307 reviews
Top guest favourite
Home in Crozet
Crozet Casa HotTub Fire Pit, Wine & Beer, PEACE
4 bedrooms, 5 beds, 2.5 bathrooms
3–8 Dec
4.97 out of 5 average rating, 222 reviews
Guest favourite
Home in Charlottesville
Pine Lake Lodge
3 bedrooms, 3 beds, 3 bathrooms
20–25 Sept
4.93 out of 5 average rating, 243 reviews
Superhost
Flat in Afton
Clean, Simple Stay in Afton
3 bedrooms, 3 queen beds, 2 bathrooms
20–25 Sept
Superhost
Home in Crozet
Stockton Creek Farmhouse | 100 Acre Farm Retreat
3 bedrooms, 3 beds, 2.5 bathrooms
28 Sept – 3 Oct
Top guest favourite
Home in Crozet
Forest Zen: near vineyards/Shenandoah Nat’l park
5 bedrooms, 5 king beds, 6.5 bathrooms
27 Sept – 2 Oct
5.0 out of 5 average rating, 87 reviews
Guest favourite
Home in Afton
The Hidden Plum Hollow Residence
5 bedrooms, 6 beds, 4 bathrooms
15–20 Sept
4.91 out of 5 average rating, 78 reviews
Top guest favourite
Home in Waynesboro
Scenic Blue Ridge Sanctuary
3 bedrooms, 4 beds, 2 bathrooms
1–6 Nov
4.93 out of 5 average rating, 254 reviews
Guest favourite
Home in Waynesboro
Cute Place in Waynesboro
3 bedrooms, 3 beds, 2 bathrooms
20–25 Sept
4.96 out of 5 average rating, 69 reviews
Top guest favourite
Home in Afton
26 Acres/Mtn Views/Hot Tub/Firepit/Privacy!
4 bedrooms, 6 beds, 3 bathrooms
25–30 Oct
4.97 out of 5 average rating, 73 reviews
Guest favourite
Home in Afton
CritzerHouse - on 151- Walk to the Brewery!
4 bedrooms, 4 beds, 2 bathrooms
1–6 Jul
4.95 out of 5 average rating, 274 reviews
Top guest favourite
Flat in Afton
The Meadows of White Mountain
2 bedrooms, 3 beds, 1 bathroom
16–21 Sept
5.0 out of 5 average rating, 20 reviews