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Search results; Over 1,000 homes

Flat in Wintergreen Resort
1BR 2BA Cozy Retreat Steps from Wintergreen Resort
1 bedroom, 3 beds, 2 bathrooms
9–14 Aug
New place to stay
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, 345 reviews
Top guest favourite
Apartment in Wintergreen Resort
Panoramic Sunsets Mountain Views Pool $99 Midweek
2 bedrooms, 2 king beds, 2 bathrooms
10–15 Aug
4.99 out of 5 average rating, 274 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, 251 reviews
Top guest favourite
Home in Afton
Mountain Overlook House - Blue Ridge Parkway
2 bedrooms, 2 beds, 2 bathrooms
16–21 Aug
4.99 out of 5 average rating, 107 reviews
Top guest favourite
Home in Wintergreen Resort
Mid-Century Escape • Sleeps 12 • Breweries
4 bedrooms, 7 beds, 2 bathrooms
16–21 Aug
4.91 out of 5 average rating, 46 reviews
Guest favourite
Townhouse in Wintergreen Resort
Wintergreen home, ideal location, dogs welcome!
2 bedrooms, 5 beds, 2 bathrooms
9–14 Aug
4.91 out of 5 average rating, 214 reviews
Top guest favourite
Home in Wintergreen Resort
Cliffs Edge -A Contemporary Mountain Home
3 bedrooms, 4 beds, 3 bathrooms
17–22 Aug
4.97 out of 5 average rating, 127 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
4.87 out of 5 average rating, 15 reviews
Guest favourite
Home in Wintergreen Resort
Home Outdoor Fire Pit Arcade, Scenic Helipad Views
3 bedrooms, 7 beds, 3.5 bathrooms
9–14 Aug
5.0 out of 5 average rating, 8 reviews
Top guest favourite
Cabin in Vesuvius
The Sanctuary
2 bedrooms, 5 beds, 2.5 bathrooms
9–14 Aug
4.99 out of 5 average rating, 374 reviews
Superhost
Apartment in Wintergreen Resort
Wintergreen Resort | Pool | Hike | Dogs Welcome!
2 bedrooms, 2 queen beds, 2 bathrooms
9–14 Aug
4.86 out of 5 average rating, 7 reviews
Top guest favourite
Townhouse in Wintergreen Resort
Beary Lazy - 4 beds and 2 sleeping sofas!
2 bedrooms, 4 beds, 2.5 bathrooms
9–14 Aug
5.0 out of 5 average rating, 66 reviews
Top guest favourite
Cabin in Tyro
Tyro Mountain View Cabin
2 bedrooms, 2 double beds, 1 bathroom
16–21 Aug
4.98 out of 5 average rating, 378 reviews
Guest favourite
Apartment in Wintergreen Resort
Ski-In Ski-Out ~ Mtn Views ~ King Suite
2 bedrooms, 2 beds, 2 bathrooms
9–14 Aug
4.95 out of 5 average rating, 177 reviews
Guest favourite
Flat in Wintergreen Resort
Wintergreen Escape | King Bed + Porch Views
1 bedroom, 2 beds, 1 bathroom
9–14 Aug
4.94 out of 5 average rating, 125 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
Guest house in Nellysford
The Nest...lovely 2 bedroom apartment in the woods
2 bedrooms, 2 beds, 1 bathroom
18–23 Aug
4.99 out of 5 average rating, 85 reviews