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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
Top guest favourite
Guest house in Greenwood
Private Carriage House, close to Shenandoah & 151
1 bedroom, 1 bed, 1 bathroom
23–28 Aug
5.0 out of 5 average rating, 67 reviews
Top guest favourite
Guest suite in Crozet
Guesthouse at Hamilton Oaks
1 bedroom, 2 beds, 1 bathroom
29 Aug – 3 Sept
4.98 out of 5 average rating, 247 reviews
Superhost
Home in Crozet
Blairbrook Farm | Spacious Retreat Near Vineyards
4 bedrooms, 7 beds, 2 bathrooms
5–10 Sept
Top guest favourite
Bungalow in Waynesboro
Cheerful 2 bd bungalow with HOT TUB! Pet friendly!
2 bedrooms, 2 queen beds, 1 bathroom
23–28 Aug
4.92 out of 5 average rating, 398 reviews
Top guest favourite
Cottage in Covesville
Historic cottage with stunning mountain views
2 bedrooms, 2 queen beds, 2 bathrooms
17–22 Aug
5.0 out of 5 average rating, 164 reviews
Guest favourite
Room in Waynesboro
Mimosa Farm - The Madison Suite - *No Cleaning Fee
1 king bed, 1 bathroom
30 Aug – 4 Sept
4.93 out of 5 average rating, 46 reviews
Top guest favourite
Home in Waynesboro
Scenic Blue Ridge Sanctuary
3 bedrooms, 4 beds, 2 bathrooms
23–28 Aug
4.94 out of 5 average rating, 247 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
Tiny home in Faber
The Stilt House at Perkins Hollow
1 bedroom, 1 bed, 1 bathroom
16–21 Aug
5.0 out of 5 average rating, 47 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, 26 reviews
Top guest favourite
Guest suite in Waynesboro
The LoriAnn, A Boutique Stay New Sleep Number Bed
1 bedroom, 1 king bed, 1 bathroom
6–11 Sept
4.99 out of 5 average rating, 424 reviews
Guest favourite
Cabin in Afton
Afton Mountain Retreat - The Cabin
1 bedroom, 2 beds, 1 bathroom
28 Aug – 2 Sept
4.91 out of 5 average rating, 77 reviews
Guest favourite
Home in Greenwood
Ramsay Estate | Historic Cottage on Vineyard
3 bedrooms, 3 beds, 3 bathrooms
13–18 Aug
5.0 out of 5 average rating, 8 reviews
Superhost
Home in Crozet
Stockton Creek Farmhouse | 100 Acre Farm Retreat
3 bedrooms, 3 beds, 2.5 bathrooms
13–18 Aug
Home in Afton
The Cupola Creek House
4 bedrooms, 8 beds, 3 bathrooms
13–18 Aug
New place to stay
Top guest favourite
Cottage in Charlottesville
Mechums River Nature Retreat
2 bedrooms, 4 beds, 1 bathroom
23–28 Aug
4.97 out of 5 average rating, 245 reviews
Top guest favourite
Guest house in Afton
Your Perfect Blue Ridge Mountain Hideaway near 151
2 bedrooms, 2 queen beds, 1 bathroom
26–31 Aug
4.92 out of 5 average rating, 696 reviews
Top guest favourite
Farm stay in Afton
Afton, Mountain View Mini Farm
2 bedrooms, 4 beds, 2 bathrooms
23–28 Aug
4.99 out of 5 average rating, 347 reviews