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Search results; Over 1,000 homes

Guest favourite
Place to stay in Wintergreen Resort
Cozy Lux Condo at Wintergreen Resort
1 bedroom, 1 bed, 1 private bathroom
16–21 Aug
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4.86 out of 5 average rating, 117 reviews
Home in Wintergreen Resort
Wintergreen Resort, Hot Tub, EV Charger, Game room
3 bedrooms, 7 beds, 3.5 bathrooms
23–28 Aug
New place to stay
Superhost
Apartment in Wintergreen Resort
1 bedroom condo, close to hikes & breweries & pool
1 bedroom, 2 beds, 1 bathroom
23–28 Aug
4.92 out of 5 average rating, 214 reviews
Guest favourite
Apartment in Wintergreen Resort
Ski-In Ski-Out ~ Mtn Views ~ King Suite
2 bedrooms, 2 beds, 2 bathrooms
16–21 Aug
4.95 out of 5 average rating, 178 reviews
Top guest favourite
Townhouse in Wintergreen Resort
Beary Lazy - 4 beds and 2 sleeping sofas!
2 bedrooms, 4 beds, 2.5 bathrooms
16–21 Aug
5.0 out of 5 average rating, 66 reviews
Guest favourite
Home in Wintergreen Resort
Saltbox at Wintergreen, a Modern Mountain Escape
4 bedrooms, 6 beds, 3 bathrooms
16–21 Aug
4.95 out of 5 average rating, 239 reviews
Guest favourite
Apartment in Wintergreen Resort
Cozy Condo on the mountain at Wintergreen!
2 bedrooms, 3 beds, 2 bathrooms
24–29 Aug
4.88 out of 5 average rating, 136 reviews
Top guest favourite
Home in Wintergreen Resort
Close to hiking! | King Beds | Fireplace | Hot Tub
2 bedrooms, 2 king beds, 2.5 bathrooms
16–21 Aug
4.99 out of 5 average rating, 177 reviews
Top guest favourite
Townhouse in Wintergreen Resort
Stylish Retreat Near Trails & Tastings
3 bedrooms, 6 beds, 2 bathrooms
16–21 Aug
5.0 out of 5 average rating, 15 reviews
Top guest favourite
Cabin in Wintergreen Resort
Blackwood Chalet: Hot Tub + 0.3 mile from Slopes
3 bedrooms, 4 beds, 2 bathrooms
16–21 Aug
4.98 out of 5 average rating, 65 reviews
Guest favourite
Townhouse in Wintergreen Resort
Wintergreen home, ideal location, dogs welcome!
2 bedrooms, 5 beds, 2 bathrooms
16–21 Aug
4.91 out of 5 average rating, 214 reviews
Top guest favourite
Apartment in Wintergreen Resort
Beautiful Mountain Getaway - Walk to Everything!
3 bedrooms, 5 beds, 2 bathrooms
18–23 Aug
4.97 out of 5 average rating, 99 reviews
Top guest favourite
Holiday home in Lovingston
Ultimate cabin in the mountains
2 bedrooms, 3 beds, 1 bathroom
23–28 Aug
4.96 out of 5 average rating, 272 reviews
Top guest favourite
Townhouse in Wintergreen Resort
Altitude Adjustment
2 bedrooms, 3 beds, 2 bathrooms
16–21 Aug
5.0 out of 5 average rating, 77 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, 108 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
Top guest favourite
Home in Wintergreen Resort
Mountaintop Home, Walk to Lifts
3 bedrooms, 2 bunk beds, 2 bathrooms
16–21 Aug
4.84 out of 5 average rating, 67 reviews
Top guest favourite
Home in Wintergreen Resort
Mountain View | Hot tub | Sleeps 14
5 bedrooms, 11 beds, 4.5 bathrooms
28 Aug – 2 Sept
5.0 out of 5 average rating, 18 reviews
Guest favourite
Apartment in Wintergreen Resort
Cozy Comfort with a View - Wintergreen Resort
2 bedrooms, 2 beds, 2 bathrooms
18–23 Aug
4.91 out of 5 average rating, 165 reviews