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Search results; Over 1,000 homes

Guest favourite
Apartment in Wintergreen Resort
Panoramic Peak: Wintergreen Condo with Views
1 bedroom, 2 beds, 2 private bathrooms
20–25 Aug
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4.9 out of 5 average rating, 155 reviews
Flat in Wintergreen Resort
1BR 2BA Cozy Retreat Steps from Wintergreen Resort
1 bedroom, 3 beds, 2 bathrooms
10–15 Aug
New place to stay
Guest favourite
Apartment in Wintergreen Resort
Ski-In Ski-Out ~ Mtn Views ~ King Suite
2 bedrooms, 2 beds, 2 bathrooms
10–15 Aug
4.95 out of 5 average rating, 177 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
Superhost
Apartment in Wintergreen Resort
Wintergreen Resort | Pool | Hike | Dogs Welcome!
2 bedrooms, 2 queen beds, 2 bathrooms
10–15 Aug
4.86 out of 5 average rating, 7 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, 345 reviews
Home in Wintergreen Resort
Wintergreen Resort, Hot Tub, EV Charger, Game room
3 bedrooms, 7 beds, 3.5 bathrooms
16–21 Aug
New place to stay
Guest favourite
Home in Wintergreen Resort
The Fairway Chalet • Sleeps 6 • Dog Friendly
3 bedrooms, 3 beds, 2 bathrooms
30 Aug – 4 Sept
5.0 out of 5 average rating, 32 reviews
Guest favourite
Apartment in Wintergreen Resort
BlueRidge Getaway- Dog Friendly
3 bedrooms, 6 beds, 3 bathrooms
22–27 Aug
4.93 out of 5 average rating, 195 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
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 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
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, 272 reviews
Guest favourite
Home in Wintergreen Resort
Home Outdoor Fire Pit Arcade, Scenic Helipad Views
3 bedrooms, 7 beds, 3.5 bathrooms
10–15 Aug
5.0 out of 5 average rating, 8 reviews
Guest favourite
Flat in Wintergreen Resort
Wintergreen Escape | King Bed + Porch Views
1 bedroom, 2 beds, 1 bathroom
10–15 Aug
4.94 out of 5 average rating, 125 reviews
Top guest favourite
Treehouse in Roseland
Blue Ridge Treehouse
1 bedroom, 1 king bed, 1 bathroom
16–21 Aug
4.93 out of 5 average rating, 85 reviews
Top guest favourite
Cabin in Vesuvius
The Sanctuary
2 bedrooms, 5 beds, 2.5 bathrooms
10–15 Aug
4.99 out of 5 average rating, 375 reviews
Top guest favourite
Cabin in Wintergreen Resort
Fall Retreat | Patio, Game Loft, Golf Course
4 bedrooms, 8 beds, 3.5 bathrooms
10–15 Aug
4.93 out of 5 average rating, 45 reviews
Guest favourite
Cabin in Roseland
Cozy Cabin Minutes from Wintergreen and Breweries
2 bedrooms, 3 beds, 1 bathroom
10–15 Aug
4.98 out of 5 average rating, 41 reviews