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Search results; Over 1,000 homes

Descriptions are based on details hosts provide
Top guest favourite
Apartment in Wintergreen Resort
Awesome Views, Dogs love it too!
2 bedrooms, 5 beds, 2 private bathrooms
23–28 Jul
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4.94 out of 5 average rating, 85 reviews
Guest favourite
Apartment in Wintergreen Resort
Ski-in/ski-out with Blue Ridge views
4.95 out of 5 average rating, 176 reviews, 2 bedrooms, 2 beds, 2 bathrooms
15–20 Jul
Guest favourite
Chalet in Wintergreen Resort
Owl Bnb | Walkable to Slopes | Speakeasy Room
4.94 out of 5 average rating, 187 reviews, 2 bedrooms, 3 beds, 2 bathrooms
19–24 Jul
Top guest favourite
Apartment in Wintergreen Resort
Walk to ski lifts and restaurants
4.96 out of 5 average rating, 358 reviews, 2 bedrooms, 5 beds, 2 bathrooms
27 Jul – 1 Aug
Guest favourite
Flat in Wintergreen Resort
Treetop condo with fireplace and balcony
4.96 out of 5 average rating, 25 reviews, 2 bedrooms, 4 beds, 2 bathrooms
26–31 Jul
Top guest favourite
Apartment in Wintergreen Resort
Ski-in/ski-out with two fireplaces and views
4.98 out of 5 average rating, 46 reviews, 3 bedrooms, 6 beds, 3 bathrooms
10–15 Aug
Guest favourite
Home in Wintergreen Resort
The Fairway Chalet • Sleeps 6 • Dog Friendly
5.0 out of 5 average rating, 30 reviews, 3 bedrooms, 3 beds, 2 bathrooms
15–20 Jul
Guest favourite
Townhouse in Wintergreen Resort
Stylish Retreat Near Trails & Tastings
5.0 out of 5 average rating, 14 reviews, 3 bedrooms, 6 beds, 2 bathrooms
26–31 Jul
Top guest favourite
Apartment in Wintergreen Resort
2-min drive to resort, Outdoor HOA pool now open!
4.97 out of 5 average rating, 176 reviews, 2 bedrooms, 4 beds, 2 bathrooms
20–25 Jul
Top guest favourite
Chalet in Wintergreen Resort
Ski-in/ski-out with mountain views
5.0 out of 5 average rating, 89 reviews, 4 bedrooms, 9 beds, 3.5 bathrooms
16–21 Jul
Top guest favourite
Apartment in Wintergreen Resort
Mountain Views
4.77 out of 5 average rating, 174 reviews, 2 bedrooms, 3 beds, 2 bathrooms
18–23 Jul
Guest favourite
Townhouse in Wintergreen Resort
Cozy condo with loft. Walk to Wintergreen resort!
4.9 out of 5 average rating, 83 reviews, 3 bedrooms, 6 beds, 2 bathrooms
15–20 Jul
Top guest favourite
Apartment in Wintergreen Resort
Ski-in/ski-out with Blue Ridge views
4.98 out of 5 average rating, 53 reviews, 3 bedrooms, 4 beds, 2 bathrooms
15–20 Jul
Top guest favourite
Home in Roseland
The Treehouse at Wintergreen
4.94 out of 5 average rating, 85 reviews, 4 bedrooms, 8 beds, 3 bathrooms
16–21 Jul
Top guest favourite
Home in Wintergreen Resort
Mountain views and sunrises from the porch
5.0 out of 5 average rating, 29 reviews, 1 bedroom, 1 bed, 1 bathroom
30 Aug – 4 Sept
Superhost
Home in Wintergreen Resort
Golf course views, 5 min to slopes
4.71 out of 5 average rating, 121 reviews, 3 bedrooms, 6 beds, 2.5 bathrooms
19–24 Jul
Guest favourite
Home in Wintergreen Resort
Saltbox at Wintergreen, a Modern Mountain Escape
4.95 out of 5 average rating, 239 reviews, 4 bedrooms, 6 beds, 3 bathrooms
16–21 Jul
Guest favourite
Home in Nellysford
Mountain Bauhaus | Sleeps 8 | Amenities | Grill
4.9 out of 5 average rating, 128 reviews, 4 bedrooms, 2.5 bathrooms
19–24 Jul
Guest favourite
Apartment in Wintergreen Resort
Balcony among the trees at 3600 feet
4.97 out of 5 average rating, 58 reviews, 2 bedrooms, 4 beds, 2 bathrooms
15–20 Jul