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Search results; Over 1,000 homes

Top guest favourite
Apartment in Wintergreen Resort
Eight Minute Walk to Everything
1 bedroom, 1 bed, 1 private bathroom
17–22 Aug
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4.94 out of 5 average rating, 252 reviews
Guest favourite
Townhouse in Wintergreen Resort
King Bed Pool Tennis Golf Hiking DogOK Pack n Play
4.91 out of 5 average rating, 77 reviews, 3 bedrooms, 4 beds, 2 bathrooms
3–8 Aug
Guest favourite
Home in Wintergreen Resort
Hot Tub EV Charger Pac-Man 60" TV Pool Tennis Golf
4.97 out of 5 average rating, 73 reviews, 7 bedrooms, 7 beds, 4.5 bathrooms
1–6 Aug
Guest favourite
Flat in Wintergreen Resort
Wintergreen Escape | King Bed + Porch Views
4.94 out of 5 average rating, 124 reviews, 1 bedroom, 2 beds, 1 bathroom
8–13 Aug
Top guest favourite
Apartment in Wintergreen Resort
Wintergreen Mountain Views - Diamond in the Slopes
4.96 out of 5 average rating, 52 reviews, 2 bedrooms, 4 beds, 2 bathrooms
6–11 Aug
Superhost
Flat in Wintergreen Resort
Ski-In/Ski-Out + Blue Ridge Views | Wintergreen
New place to stay, 3 bedrooms, 4 beds, 3 bathrooms
4–9 Aug
Top guest favourite
Flat in Wintergreen Resort
*NEW* Fully Renovated Slopeside Condo
5.0 out of 5 average rating, 14 reviews, 2 bedrooms, 4 beds, 2 bathrooms
1–6 Aug
Top guest favourite
Apartment in Wintergreen Resort
Where the Trail Ends
4.93 out of 5 average rating, 254 reviews, 1 bedroom, 2 beds, 1 bathroom
1–6 Aug
Apartment in Wintergreen Resort
Mountain Inn Lodge 57 with Wintergreen Advantage
5.0 out of 5 average rating, 3 reviews, 1 bedroom, 1 bed, 1 bathroom
1–6 Aug
Top guest favourite
Home in Wintergreen Resort
Oak Haven - Peaceful Chalet minutes to the slopes
5.0 out of 5 average rating, 21 reviews, 3 bedrooms, 10 beds, 2 bathrooms
1–6 Aug
Top guest favourite
Home in Wintergreen Resort
Bear's Mountain Escape
4.95 out of 5 average rating, 163 reviews, 3 bedrooms, 5 beds, 2 bathrooms
4–9 Aug
Top guest favourite
Flat in Wintergreen Resort
little mountain haven. True ski-in Ski out
4.95 out of 5 average rating, 22 reviews, 1 bedroom, 1 bed, 1 bathroom
1–6 Aug
Top guest favourite
Home in Wintergreen Resort
Luxe Cliff House Retreat: Hike, Sip, Relax
4.95 out of 5 average rating, 37 reviews, 3 bedrooms, 3 beds, 2 bathrooms
1–6 Aug
Top guest favourite
Tiny home in Afton
Luxury Tiny Home: Cozy, Modern Luxury Tiny Retreat
4.98 out of 5 average rating, 131 reviews, 1 bedroom, 1 bed, 1 bathroom
23–28 Aug
Top guest favourite
Home in Wintergreen Resort
Hottub Ski InOut Renovated Chalet Lower Tyro Slope
4.97 out of 5 average rating, 237 reviews, 3 bedrooms, 7 beds, 2 bathrooms
1–6 Aug
Guest favourite
Home in Wintergreen Resort
The Bears Perch Cabin -Private Hottub and Sauna
5.0 out of 5 average rating, 10 reviews, 3 bedrooms, 5 beds, 2.5 bathrooms
2–7 Aug
Guest favourite
Apartment in Wintergreen Resort
Panoramic Peak: Wintergreen Condo with Views
4.9 out of 5 average rating, 152 reviews, 1 bedroom, 2 beds, 2 bathrooms
2–7 Aug
Guest favourite
Townhouse in Wintergreen Resort
Cozy condo with loft. Walk to Wintergreen resort!
4.9 out of 5 average rating, 84 reviews, 3 bedrooms, 6 beds, 2 bathrooms
1–6 Aug