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Search results; Over 1,000 homes

Guest favourite
Apartment in Wintergreen Resort
Ski-in/Ski-out Wintergreen Highlands Condo -Views!
2 bedrooms, 4 beds, 2 private bathrooms
3–8 Aug
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4.95 out of 5 average rating, 199 reviews
Guest favourite
Townhouse in Wintergreen Resort
Wintergreen home, ideal location, dogs welcome!
2 bedrooms, 5 beds, 2 bathrooms
9–14 Aug
4.91 out of 5 average rating, 214 reviews
Guest favourite
Flat in Wintergreen Resort
Wintergreen Escape | King Bed + Porch Views
1 bedroom, 2 beds, 1 bathroom
8–13 Aug
4.94 out of 5 average rating, 124 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
Superhost
Apartment in Wintergreen Resort
Wintergreen Resort | Pool | Hike | Dogs Welcome!
2 bedrooms, 2 queen beds, 2 bathrooms
3–8 Aug
4.83 out of 5 average rating, 6 reviews
Guest favourite
Apartment in Wintergreen Resort
Mountain View Vista: Resort Condo w/ Views
1 bedroom, 1 king bed, 2 bathrooms
9–14 Aug
4.9 out of 5 average rating, 61 reviews
Top guest favourite
Apartment in Wintergreen Resort
Eight Minute Walk to Everything
1 bedroom, 1 queen bed, 1 bathroom
17–22 Aug
4.94 out of 5 average rating, 252 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
Apartment in Wintergreen Resort
Ski- In/Ski-Out Comfy Condo
1 bedroom, 2 beds, 1 bathroom
4–9 Aug
5.0 out of 5 average rating, 21 reviews
Top guest favourite
Apartment in Wintergreen Resort
Cozy Laurelwood condo - 1 min walk to pool
1 bedroom, 2 beds, 1 bathroom
8–13 Aug
5.0 out of 5 average rating, 103 reviews
Top guest favourite
Apartment in Wintergreen Resort
Wintergreen Mountain Views - Diamond in the Slopes
2 bedrooms, 4 beds, 2 bathrooms
6–11 Aug
4.96 out of 5 average rating, 52 reviews
Top guest favourite
Apartment in Wintergreen Resort
Where the Trail Ends
1 bedroom, 2 beds, 1 bathroom
3–8 Aug
4.93 out of 5 average rating, 254 reviews
Top guest favourite
Home in Wintergreen Resort
Perfect House
2 bedrooms, 4 beds, 2 bathrooms
4–9 Aug
4.98 out of 5 average rating, 47 reviews
Guest favourite
Townhouse in Wintergreen Resort
Cozy condo with loft. Walk to Wintergreen resort!
3 bedrooms, 6 beds, 2 bathrooms
4–9 Aug
4.9 out of 5 average rating, 84 reviews
Top guest favourite
Tiny home in Afton
Luxury Tiny Home: Cozy, Modern Luxury Tiny Retreat
1 bedroom, 1 queen bed, 1 bathroom
23–28 Aug
4.98 out of 5 average rating, 131 reviews
Top guest favourite
Flat in Wintergreen Resort
little mountain haven. True ski-in Ski out
1 bedroom, 1 king bed, 1 bathroom
3–8 Aug
4.95 out of 5 average rating, 22 reviews
Top guest favourite
Home in Wintergreen Resort
Hottub Ski InOut Renovated Chalet Lower Tyro Slope
3 bedrooms, 7 beds, 2 bathrooms
3–8 Aug
4.97 out of 5 average rating, 237 reviews
Top guest favourite
Apartment in Wintergreen Resort
Extremely private, HOA pool/stair-free entry
2 bedrooms, 4 beds, 2 bathrooms
21–26 Aug
4.97 out of 5 average rating, 179 reviews
Top guest favourite
Home in Wintergreen Resort
Premiere 2 BR Getaway Ski In/Out Wintergreen Condo
2 bedrooms, 5 beds, 2 bathrooms
10–15 Aug
4.98 out of 5 average rating, 44 reviews