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Search results; Over 1,000 homes

Top guest favourite
Apartment in Wintergreen Resort
Wintergreen Resort King bed, Fire place, 2 Bd/2 Br
2 bedrooms, 2 beds, 2 private bathrooms
5–10 Aug
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4.98 out of 5 average rating, 124 reviews
Top guest favourite
Home in Wintergreen Resort
Cool Mountain Breezes W/ New Hot Tub & Sauna
3 bedrooms, 7 beds, 3 bathrooms
12–17 Aug
5.0 out of 5 average rating, 13 reviews
Top guest favourite
Cabin in Wintergreen Resort
Blackwood Chalet: Hot Tub + 0.3 mile from Slopes
3 bedrooms, 4 beds, 2 bathrooms
9–14 Aug
4.98 out of 5 average rating, 63 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, 45 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
Guest favourite
Apartment in Wintergreen Resort
Cozy Comfort with a View - Wintergreen Resort
2 bedrooms, 2 beds, 2 bathrooms
4–9 Aug
4.91 out of 5 average rating, 165 reviews
Guest favourite
Cabin in Wintergreen Resort
Hot Tub & Views | Mid Century Modern Wonder
5 bedrooms, 10 beds, 4.5 bathrooms
24–29 Aug
4.9 out of 5 average rating, 115 reviews
Home in Afton
The Cupola Creek House
4 bedrooms, 8 beds, 3 bathrooms
3–8 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
9–14 Aug
4.95 out of 5 average rating, 176 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
4.92 out of 5 average rating, 13 reviews
Guest favourite
Chalet in Wintergreen Resort
Owl Bnb | Walkable to Slopes | Speakeasy Room
2 bedrooms, 3 beds, 2 bathrooms
3–8 Aug
4.94 out of 5 average rating, 192 reviews
Top guest favourite
Villa in Wintergreen Resort
NO STEP ENTRY Wintergreen Mtn Home,HotTub,Sleeps10
4 bedrooms, 5 beds, 3.5 bathrooms
16–21 Aug
4.96 out of 5 average rating, 146 reviews
Guest favourite
Home in Wintergreen Resort
Saltbox at Wintergreen, a Modern Mountain Escape
4 bedrooms, 6 beds, 3 bathrooms
4–9 Aug
4.95 out of 5 average rating, 239 reviews
Guest favourite
Home in Wintergreen Resort
The Fairway Chalet • Sleeps 6 • Dog Friendly
3 bedrooms, 3 beds, 2 bathrooms
9–14 Aug
5.0 out of 5 average rating, 32 reviews
Top guest favourite
Home in Afton
Mountain Overlook House - Blue Ridge Parkway
2 bedrooms, 2 beds, 2 bathrooms
13–18 Aug
4.99 out of 5 average rating, 106 reviews
Superhost
Apartment in Wintergreen Resort
1 bedroom condo, close to hikes & breweries & pool
1 bedroom, 2 beds, 1 bathroom
14–19 Aug
4.92 out of 5 average rating, 213 reviews
Top guest favourite
Townhouse in Wintergreen Resort
Stylish Retreat Near Trails & Tastings
3 bedrooms, 6 beds, 2 bathrooms
3–8 Aug
5.0 out of 5 average rating, 15 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, 17 reviews
Guest favourite
Cabin in Wintergreen Resort
Ridge Views · Pool Access · Hot Tub · Game Room
5 bedrooms, 8 beds, 3.5 bathrooms
9–14 Aug
4.97 out of 5 average rating, 117 reviews