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Search results; Over 1,000 homes in Greenwood

Top guest favourite
Home in Greenwood
Gorgeous Modern Mountain Home + Blue Ridge Views
3 bedrooms, 3 beds, 2.5 private bathrooms
23–28 Aug
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5.0 out of 5 average rating, 239 reviews
Guest favourite
Cabin in Afton
Afton Mountain Retreat - The Cabin
1 bedroom, 2 beds, 1 bathroom
17–22 Aug
4.91 out of 5 average rating, 76 reviews
Top guest favourite
Holiday home in Lovingston
Ultimate cabin in the mountains
2 bedrooms, 3 beds, 1 bathroom
20–25 Aug
4.96 out of 5 average rating, 271 reviews
Top guest favourite
Tiny home in Faber
The Stilt House at Perkins Hollow
1 bedroom, 1 bed, 1 bathroom
6–11 Aug
5.0 out of 5 average rating, 46 reviews
Superhost
Home in Crozet
Cottage on Working Farm near Vineyards
2 bedrooms, 3 beds, 1 bathroom
5–10 Oct
4.68 out of 5 average rating, 53 reviews
Top guest favourite
Cabin in Free Union
Shenandoah Stargazer with Sauna
3 bedrooms, 4 beds, 1 bathroom
9–14 Aug
4.99 out of 5 average rating, 235 reviews
Top guest favourite
Flat in Crozet
Mtn Vineyards Getaway
1 bedroom, 2 beds, 1 bathroom
5–10 Aug
5.0 out of 5 average rating, 51 reviews
Guest favourite
Home in Afton
Wine Country Retreat Near National Park
3 bedrooms, 5 beds, 2 bathrooms
21–26 Sept
4.96 out of 5 average rating, 27 reviews
Top guest favourite
Home in Afton
Rockwell Ridge | Chestnut Suite with Lux Bathroom
1 bedroom, 2 beds, 1 bathroom
16–21 Aug
5.0 out of 5 average rating, 72 reviews
Flat in Crozet
Sweet Rustic Studio Apartment
1 bedroom, 1 double bed, WC
9–14 Aug
4.72 out of 5 average rating, 185 reviews
Top guest favourite
Guest house in Crozet
The Loft at St. George
1 bedroom, 1 queen bed, 1 bathroom
16–21 Aug
4.99 out of 5 average rating, 82 reviews
Superhost
Cottage in Crozet
Idyllic Cottage Retreat
2 bedrooms, 1 bathroom
1–6 Dec
4.89 out of 5 average rating, 257 reviews
Top guest favourite
Flat in Afton
Cozy stay with scenic views on a horse farmette
1 bedroom, 1 queen bed, 1 bathroom
5–10 Aug
4.98 out of 5 average rating, 191 reviews
Top guest favourite
Home in Nellysford
Cozy Wine Trail Cottage w/ Hot Tub & Fire Pit
2 bedrooms, 3 beds, 1 bathroom
9–14 Aug
4.92 out of 5 average rating, 13 reviews
Top guest favourite
Guest house in Charlottesville
Farm Cottage Retreat at The Midway
2 bedrooms, 2 beds, 1 bathroom
5–10 Aug
5.0 out of 5 average rating, 15 reviews
Top guest favourite
Guest house in Charlottesville
Historic HomeTract Cottage UVA/Charlottesville/Ivy
1 bedroom, 2 beds, 1 bathroom
12–17 Aug
5.0 out of 5 average rating, 147 reviews
Top guest favourite
Cottage in Nelson County
Starlit Soak – Romantic Hideaway in the Hollow
2 king beds, 1 bathroom
17–22 Aug
5.0 out of 5 average rating, 24 reviews
Superhost
Home in Crozet
Stockton Creek Farmhouse | 100 Acre Farm Retreat
3 bedrooms, 3 beds, 2.5 bathrooms
5–10 Aug
Guest favourite
Home in Afton
The Branch at Afton Mountain Retreat
3 bedrooms, 4 beds, 2 bathrooms
7–12 Aug
4.96 out of 5 average rating, 126 reviews