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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
3–8 Aug
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5.0 out of 5 average rating, 237 reviews
Top guest favourite
Guest suite in Crozet
Guesthouse at Hamilton Oaks
4.98 out of 5 average rating, 242 reviews, 1 bedroom, 2 beds, 1 bathroom
13–18 Jul
Guest favourite
Home in Afton
The Branch at Afton Mountain Retreat
4.96 out of 5 average rating, 124 reviews, 3 bedrooms, 4 beds, 2 bathrooms
9–14 Jul
Top guest favourite
Holiday home in Lovingston
Ultimate cabin in the mountains
4.97 out of 5 average rating, 265 reviews, 2 bedrooms, 3 beds, 1 bathroom
29 Jul – 3 Aug
Top guest favourite
Guest house in Crozet
Elegant and Convenient in Crozet
4.98 out of 5 average rating, 570 reviews, 1 bedroom, 1 bed, 1 bathroom
19–24 Jul
Guest favourite
Flat in Afton
Best Spot on the Wine/Brew Trail!
4.86 out of 5 average rating, 382 reviews, 1 bedroom, 2 beds, 1 bathroom
12–17 Jul
Guest favourite
Place to stay in Waynesboro
Mimosa Farm Spa Suite 1 - includes $25 spa credit
4.93 out of 5 average rating, 326 reviews, 1 bedroom, 1 bed, 1 bathroom
13–18 Jul
Top guest favourite
Home in Afton
Hot Tub, Firepit, Mtn Views, Walk to Coffee & Park
4.99 out of 5 average rating, 150 reviews, 3 bedrooms, 6 beds, 2 bathrooms
12–17 Jul
Top guest favourite
Farm stay in Afton
Afton, Mountain View Mini Farm
4.99 out of 5 average rating, 340 reviews, 2 bedrooms, 4 beds, 2 bathrooms
14–19 Jul
Guest favourite
Chalet in Afton
Chalet house next to wineries/breweries!
4.83 out of 5 average rating, 536 reviews, 2 bedrooms, 4 beds, 1 bathroom
18–23 Jul
Top guest favourite
Home in Crozet
Orso Blu one-of-a-kind VIEWS in Crozet
4.98 out of 5 average rating, 85 reviews, 2 bedrooms, 2 beds, 2 bathrooms
9–14 Aug
Top guest favourite
Yurt in Afton
Mountain View Getaway Yurt
4.96 out of 5 average rating, 113 reviews, 1 bed, 1 bathroom
19–24 Jul
Top guest favourite
Home in Afton
Rockwell Ridge | Chestnut Suite with Lux Bathroom
5.0 out of 5 average rating, 65 reviews, 1 bedroom, 2 beds, 1 bathroom
12–17 Jul
Top guest favourite
Bungalow in Afton
The Bungalow at Afton Mountain Retreat by Veritas
4.99 out of 5 average rating, 247 reviews, 3 bedrooms, 4 beds, 2 bathrooms
19–24 Jul
Top guest favourite
Flat in Afton
Cozy stay with scenic views on a horse farmette
4.98 out of 5 average rating, 190 reviews, 1 bedroom, 1 bed, 1 bathroom
10–15 Jul
Top guest favourite
Home in Afton
Perfect getaway among the orchards of Batesville
4.98 out of 5 average rating, 122 reviews, 2 bedrooms, 3 beds, 1 bathroom
3–8 Aug
Top guest favourite
Guest suite in Charlottesville
Rainey’s Retreat, nestled between Ivy and Crozet
4.96 out of 5 average rating, 111 reviews, 2 bedrooms, 3 beds, 1 bathroom
13–18 Jul
Guest favourite
Cottage in Afton
Cozy Mountain Cottage
4.84 out of 5 average rating, 134 reviews, 2 bedrooms, 2 beds, 1 bathroom
9–14 Jul
Guest favourite
Cabin in Waynesboro
Vintage Log Cabin close to wineries & hiking
4.93 out of 5 average rating, 85 reviews, 3 bedrooms, 3 beds, 1 bathroom
9–14 Jul