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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
Top guest favourite
Home in Charlottesville
6-Acre Escape Near UVA & Wineries! King Suite
4 bedrooms, 9 beds, 3.5 bathrooms
21–26 Sept
4.98 out of 5 average rating, 90 reviews
Superhost
Home in Waynesboro
7BR Sleeps 20 | Hot Tub | Cville & Blue Ridge Pkwy
7 bedrooms, 10 beds, 3 bathrooms
18–23 Sept
New place to stay
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, 306 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
Top guest favourite
Home in Afton
26 Acres/Mtn Views/Hot Tub/Firepit/Privacy!
4 bedrooms, 6 beds, 3 bathrooms
4–9 Oct
4.97 out of 5 average rating, 73 reviews
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 Charlottesville
Pine Lake Lodge
3 bedrooms, 3 beds, 3 bathrooms
20–25 Sept
4.93 out of 5 average rating, 243 reviews
Top guest favourite
Home in Crozet
4BR Farm Stay Pool, Hot Tub, Wine Country
4 bedrooms, 5 beds, 2.5 bathrooms
25–30 Oct
4.95 out of 5 average rating, 58 reviews
Superhost
Flat in Afton
Clean, Simple Stay in Afton
3 bedrooms, 3 queen beds, 2 bathrooms
20–25 Sept
Top guest favourite
Home in Afton
The Vū, Afton w/ 360º Mountain Views
3 bedrooms, 4 beds, 3.5 bathrooms
16–21 Nov
5.0 out of 5 average rating, 65 reviews
Guest favourite
Home in Afton
Fall Retreat in Wine Country & Near National Park
3 bedrooms, 5 beds, 2 bathrooms
28 Oct – 2 Nov
4.97 out of 5 average rating, 34 reviews
Superhost
Home in Crozet
Stockton Creek Farmhouse | 100 Acre Farm Retreat
3 bedrooms, 3 beds, 2.5 bathrooms
28 Sept – 3 Oct
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
Superhost
Home in Afton
Rockwell Ridge | Lodge for Your Blue Ridge Getaway
4 bedrooms, 6 beds, 4 bathrooms
27 Sept – 2 Oct
5.0 out of 5 average rating, 3 reviews
Guest favourite
Home in Afton
The Hidden Plum Hollow Residence
5 bedrooms, 6 beds, 4 bathrooms
14–19 Sept
4.91 out of 5 average rating, 78 reviews