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Search results; Over 1,000 homes in Greenwood

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Top guest favourite
Home in Greenwood
Gorgeous Modern Mountain Home + Blue Ridge Views
3 bedrooms, 3 beds, 2.5 private bathrooms
8–13 Nov
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5.0 out of 5 average rating, 242 reviews
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Guest house in Greenwood
Private Carriage House, close to Shenandoah & 151
1 bedroom, 1 bed, 1 bathroom
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, 3 bathrooms
21–26 Sept
5.0 out of 5 average rating, 9 reviews
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Home in Afton
Afton Mountain Home- Cupola Creek House
4 bedrooms, 8 beds, 3 bathrooms
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, 2 bathrooms
23–28 Sept
4.99 out of 5 average rating, 254 reviews
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Home in Afton
Farmhouse on Working Vineyard
5 bedrooms, 6 beds, 3 bathrooms
21–26 Sept
4.94 out of 5 average rating, 163 reviews
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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, 88 reviews
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Guest favourite
Home in Afton
Farmhouse on 151 w/ Firepit, Huge Yard, Mtn Views
4 bedrooms, 5 beds, 2 bathrooms
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, 4 bathrooms
26–31 Oct
4.91 out of 5 average rating, 78 reviews
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Guest house in Crozet
Blue Ridge Retreat
2 bedrooms, 2 beds, 1 bathroom
26–31 Oct
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Flat in Afton
Mountain View Getaway
1 bed, 1 bathroom
11–16 Oct
4.98 out of 5 average rating, 207 reviews
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Guest suite in Crozet
Guesthouse at Hamilton Oaks
1 bedroom, 2 beds, 1 bathroom
15–20 Nov
4.98 out of 5 average rating, 251 reviews
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Cabin in Afton
Afton Mountain Retreat - The Cabin
1 bedroom, 2 beds, 1 bathroom
27 Nov – 2 Dec
4.91 out of 5 average rating, 81 reviews
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Home in Charlottesville
Casa Crozet
3 bedrooms, 3 beds, 2 bathrooms
20–25 Sept
4.98 out of 5 average rating, 42 reviews
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Home in Afton
Lewis Catherine House
5 bedrooms, 8 beds, 5.5 bathrooms
1–6 Nov
4.97 out of 5 average rating, 176 reviews
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Home in Greenwood
Ramsay Estate | Carriage House w/ Mountain Views
1 bedroom, 1 king bed, 1 bathroom
20–25 Sept
5.0 out of 5 average rating, 33 reviews
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Top guest favourite
Cottage in Afton
The Cottage @ Afton Mountain- Close to Wineries!
3 bedrooms, 4 beds, 2.5 bathrooms
25–30 Oct
4.98 out of 5 average rating, 308 reviews
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Farm stay in Afton
Afton, Mountain View Mini Farm
2 bedrooms, 4 beds, 2 bathrooms
27 Sept – 2 Oct
4.99 out of 5 average rating, 351 reviews
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Guest house in Crozet
Elegant and Convenient in Crozet
1 bedroom, 1 queen bed, 1 bathroom
3–8 Oct
4.98 out of 5 average rating, 587 reviews