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Search results; Over 1,000 homes in Greenwood

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Guest favourite
Home in Greenwood
Ramsay Estate | Carriage House w/ Mountain Views
1 bedroom, 1 bed, 1 private bathroom
20–25 Sept
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5.0 out of 5 average rating, 33 reviews
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Top guest favourite
Guest house in Greenwood
Private Carriage House, close to Shenandoah & 151
1 bedroom, 1 bed
11–16 Oct
5.0 out of 5 average rating, 73 reviews
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Guest favourite
Home in Greenwood
Ramsay Estate | Historic Cottage on Vineyard
3 bedrooms, 3 beds
21–26 Sept
5.0 out of 5 average rating, 9 reviews
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Top guest favourite
Home in Greenwood
Gorgeous Modern Mountain Home + Blue Ridge Views
3 bedrooms, 3 beds
8–13 Nov
5.0 out of 5 average rating, 242 reviews
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Home in Afton
Afton Mountain Home- Cupola Creek House
4 bedrooms, 8 beds
20–25 Sept
New place to stay
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Top guest favourite
Bungalow in Afton
The Bungalow at Afton Mountain Retreat by Veritas
3 bedrooms, 4 beds
23–28 Sept
4.99 out of 5 average rating, 254 reviews
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Guest favourite
Home in Afton
Farmhouse on Working Vineyard
5 bedrooms, 6 beds
21–26 Sept
4.94 out of 5 average rating, 163 reviews
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Top guest favourite
Home in Crozet
Forest Zen: near vineyards/Shenandoah Nat’l park
5 bedrooms, 5 king beds
27 Sept – 2 Oct
5.0 out of 5 average rating, 88 reviews
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Guest house in Crozet
Blue Ridge Retreat
2 bedrooms, 2 beds
26–31 Oct
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Guest favourite
Home in Charlottesville
Casa Crozet
3 bedrooms, 3 beds
20–25 Sept
4.98 out of 5 average rating, 42 reviews
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Guest favourite
Home in Afton
Farmhouse on 151 w/ Firepit, Huge Yard, Mtn Views
4 bedrooms, 5 beds
11–16 Oct
4.93 out of 5 average rating, 149 reviews
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Guest favourite
Home in Afton
The Hidden Plum Hollow Residence
5 bedrooms, 6 beds
26–31 Oct
4.91 out of 5 average rating, 78 reviews
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Top guest favourite
Flat in Afton
Mountain View Getaway
1 bed
11–16 Oct
4.98 out of 5 average rating, 207 reviews
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Top guest favourite
Guest suite in Crozet
Guesthouse at Hamilton Oaks
1 bedroom, 2 beds
15–20 Nov
4.98 out of 5 average rating, 251 reviews
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Top guest favourite
Guest house in Crozet
Elegant and Convenient in Crozet
1 bedroom, 1 queen bed
3–8 Oct
4.98 out of 5 average rating, 587 reviews
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Guest favourite
Cabin in Afton
Afton Mountain Retreat - The Cabin
1 bedroom, 2 beds
27 Nov – 2 Dec
4.91 out of 5 average rating, 81 reviews
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Top guest favourite
Home in Afton
26 Acres/Mtn Views/Hot Tub/Firepit/Privacy!
4 bedrooms, 6 beds
4–9 Oct
4.97 out of 5 average rating, 73 reviews
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Guest favourite
Cabin in Waynesboro
Vintage Log Cabin close to wineries & hiking
3 bedrooms, 3 queen beds
20–25 Sept
4.93 out of 5 average rating, 87 reviews
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Guest favourite
Home in Afton
The Branch at Afton Mountain Retreat
3 bedrooms, 4 beds
20–25 Sept
4.96 out of 5 average rating, 132 reviews