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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, 70 reviews
Top guest favourite
Guest suite in Crozet
Guesthouse at Hamilton Oaks
1 bedroom, 2 beds
25–30 Oct
4.98 out of 5 average rating, 249 reviews
Guest house in Crozet
Blue Ridge Retreat
2 bedrooms, 2 beds
28 Sept – 3 Oct
Top guest favourite
Guest house in Crozet
Elegant and Convenient in Crozet
1 bedroom, 1 queen bed
7–12 Sept
4.98 out of 5 average rating, 582 reviews
Top guest favourite
Home in Afton
Rockwell Ridge | Garden Suite with Full Kitchen
1 bedroom, 2 beds
13–18 Sept
5.0 out of 5 average rating, 13 reviews
Top guest favourite
Home in Afton
Fall Retreat in Wine Country & Near National Park
3 bedrooms, 5 beds
4–9 Oct
4.97 out of 5 average rating, 32 reviews
Top guest favourite
Cabin in Afton
Afton Mountain Retreat - The Cabin
1 bedroom, 2 beds
2–7 Nov
4.91 out of 5 average rating, 80 reviews
Top guest favourite
Farm stay in Crozet
Orso Blu Lavender Farm, one-of-a-kind in Crozet
3 bedrooms, 3 beds
14–19 Sept
5.0 out of 5 average rating, 25 reviews
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, 87 reviews
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, 72 reviews
Superhost
Home in Crozet
Blairbrook Farm | Spacious Retreat Near Vineyards
4 bedrooms, 7 beds
20–25 Sept
5.0 out of 5 average rating, 3 reviews
Superhost
Cottage in Afton
Fox Cottage – Modern Wine Country Retreat
2 bedrooms, 2 king beds
13–18 Sept
4.86 out of 5 average rating, 14 reviews
Top guest favourite
Home in Afton
Cookies Place on 151 Trail
3 bedrooms, 3 beds
8–13 Sept
4.99 out of 5 average rating, 70 reviews
Guest favourite
Cottage in Charlottesville
Pounding Creek Cottage
2 bedrooms, 3 beds
13–18 Sept
4.86 out of 5 average rating, 139 reviews
Guest favourite
Flat in Crozet
Bright Crozet Apartment w/ Mountain Views!
1 bedroom, 2 beds
27 Sept – 2 Oct
4.96 out of 5 average rating, 68 reviews
Top guest favourite
Home in Crozet
Crozet Casa HotTub Fire Pit, Wine & Beer, PEACE
4 bedrooms, 5 beds
3–8 Dec
4.97 out of 5 average rating, 221 reviews
Guest favourite
Cottage in Charlottesville
The Ivy Rose Tea House, 15 min to Cville & Mtns
2 bedrooms, 2 queen beds
13–18 Sept
4.94 out of 5 average rating, 159 reviews
Guest favourite
Cottage in Afton
The Cottage @ Afton Mountain- Close to Wineries!
3 bedrooms, 4 beds
20–25 Sept
4.98 out of 5 average rating, 306 reviews
Top guest favourite
Home in Afton
Mountain Overlook House - Blue Ridge Parkway
2 bedrooms, 2 beds
8–13 Nov
4.99 out of 5 average rating, 108 reviews