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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
Flat in Afton
Best Spot on the Wine/Brew Trail!
1 bedroom, 2 beds, 1 bathroom
3–8 Aug
4.86 out of 5 average rating, 383 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, 66 reviews
Guest favourite
Home in Greenwood
Ramsay Estate | Carriage House w/ Mountain Views
1 bedroom, 1 king bed, 1 bathroom
3–8 Aug
5.0 out of 5 average rating, 31 reviews
Top guest favourite
Room in Afton
Stunning mountaintop views, near Blue Ridge Pkwy
1 queen bed, 1 bathroom
4–9 Aug
4.98 out of 5 average rating, 130 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, 419 reviews
Guest favourite
Room in Waynesboro
Mimosa Farm Spa Suite 1 - includes $25 spa credit
1 king bed, 1 bathroom
31 Aug – 5 Sept
4.93 out of 5 average rating, 328 reviews
Top guest favourite
Guest suite in Crozet
Guesthouse at Hamilton Oaks
1 bedroom, 2 beds, 1 bathroom
30 Aug – 4 Sept
4.98 out of 5 average rating, 247 reviews
Top guest favourite
Loft in Crozet
Stay in Crozet Train Suite in Downtown Crozet
1 queen bed, 1 bathroom
9–14 Aug
4.98 out of 5 average rating, 167 reviews
Top guest favourite
Guest suite in Waynesboro
Simple Comfort
1 bedroom, 1 bed, 1 bathroom
6–11 Sept
4.97 out of 5 average rating, 107 reviews
Top guest favourite
Flat in Afton
Cozy stay with scenic views on a horse farmette
1 bedroom, 1 queen bed, 1 bathroom
4–9 Aug
4.98 out of 5 average rating, 191 reviews
Superhost
Home in Crozet
Blairbrook Farm | Spacious Retreat Near Vineyards
4 bedrooms, 7 beds, 2 bathrooms
3–8 Aug
Top guest favourite
Guest house in Crozet
Crozet Carriage House
1 bedroom, 2 beds, 1 bathroom
13–18 Aug
4.93 out of 5 average rating, 244 reviews
Guest favourite
Room in Waynesboro
Guest Suite
1 double bed, 1 bathroom
24–29 Aug
4.83 out of 5 average rating, 84 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 suite in Crozet
Moorman’s River Retreat
1 bedroom, 1 king bed, 1 bathroom
4–9 Aug
4.95 out of 5 average rating, 272 reviews
Top guest favourite
Guest suite in Charlottesville
Rivanna Retreat in the city
1 bedroom, 1 bed, 1 bathroom
27 Sept – 2 Oct
5.0 out of 5 average rating, 27 reviews
Top guest favourite
Bungalow in Afton
The Bungalow at Afton Mountain Retreat by Veritas
3 bedrooms, 4 beds, 2 bathrooms
16–21 Aug
4.99 out of 5 average rating, 250 reviews
Guest favourite
Cabin in Waynesboro
Vintage Log Cabin close to wineries & hiking
3 bedrooms, 3 queen beds, 1 bathroom
3–8 Aug
4.93 out of 5 average rating, 85 reviews