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Search results; Over 1,000 homes

Guest favourite
Apartment in Wintergreen Resort
Wander Lodge: Golf, Spa, Wine, or just a getaway
3 bedrooms, 4 beds, 2 private bathrooms
7–12 Jul
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4.87 out of 5 average rating, 182 reviews
Guest favourite
Apartment in Wintergreen Resort
Ski-In Ski-Out ~ Mtn Views ~ King Suite
2 bedrooms, 2 beds, 2 bathrooms
12–17 Jul
4.95 out of 5 average rating, 175 reviews
Guest favourite
Chalet in Wintergreen Resort
Owl Bnb | Walkable to Slopes | Speakeasy Room
2 bedrooms, 3 beds, 2 bathrooms
12–17 Jul
4.94 out of 5 average rating, 187 reviews
Top guest favourite
Home in Wintergreen Resort
Mountain View | Hot tub | Sleeps 14
5 bedrooms, 11 beds, 4.5 bathrooms
7–12 Jul
5.0 out of 5 average rating, 15 reviews
Top guest favourite
Home in Wintergreen Resort
Hottub Ski InOut Renovated Chalet Lower Tyro Slope
3 bedrooms, 7 beds, 2 bathrooms
12–17 Jul
4.97 out of 5 average rating, 234 reviews
Guest favourite
Home in Wintergreen Resort
Designer Look: Mountain View Pool Tennis One Level
4 bedrooms, 6 beds, 2 bathrooms
12–17 Jul
4.88 out of 5 average rating, 33 reviews
Guest favourite
Home in Nellysford
Mountain Bauhaus | Sleeps 8 | Amenities | Grill
4 bedrooms, 2.5 bathrooms
12–17 Jul
4.9 out of 5 average rating, 126 reviews
Guest favourite
Home in Wintergreen Resort
Cozy Wintergreen Townhome
4 bedrooms, 7 beds, 3.5 bathrooms
8–13 Jul
4.96 out of 5 average rating, 26 reviews
Top guest favourite
Apartment in Wintergreen Resort
Mountain Views
2 bedrooms, 3 beds, 2 bathrooms
7–12 Jul
4.77 out of 5 average rating, 173 reviews
Guest favourite
Townhouse in Wintergreen Resort
Cozy condo with loft. Walk to Wintergreen resort!
3 bedrooms, 6 beds, 2 bathrooms
8–13 Jul
4.9 out of 5 average rating, 83 reviews
Guest favourite
Chalet in Wintergreen Resort
Hansel 'n Gretel: Wood Stove Grill Firepit Dogs OK
3 bedrooms, 5 beds, 3 bathrooms
8–13 Jul
4.94 out of 5 average rating, 62 reviews
Top guest favourite
Home in Wintergreen Resort
Bear's Mountain Escape
3 bedrooms, 5 beds, 2 bathrooms
13–18 Jul
4.95 out of 5 average rating, 160 reviews
Guest favourite
Home in Wintergreen Resort
Saltbox at Wintergreen, a Modern Mountain Escape
4 bedrooms, 6 beds, 3 bathrooms
8–13 Jul
4.95 out of 5 average rating, 238 reviews
Top guest favourite
Chalet in Wintergreen Resort
Mountain Views, Hiking, Ski-Out @ Tyro
4 bedrooms, 9 beds, 3.5 bathrooms
13–18 Jul
5.0 out of 5 average rating, 89 reviews
Guest favourite
Apartment in Wintergreen Resort
Condo with Valley Views!
2 bedrooms, 2 beds, 2 bathrooms
27 Sept – 2 Oct
4.93 out of 5 average rating, 28 reviews
Top guest favourite
Townhouse in Wintergreen Resort
Hike*Spacious MtnTop Escape *4 EnSuites* Dogs OK
4 bedrooms, 6 beds, 4.5 bathrooms
20–25 Jul
4.98 out of 5 average rating, 106 reviews
Home in Wintergreen Resort
True Ski-in / Ski-Out, Slopeside House
3 bedrooms, 7 beds, 2 bathrooms
7–12 Jul
New place to stay
Top guest favourite
Apartment in Wintergreen Resort
Spacious Ski In Ski Out Condo with Mountain View
2 bedrooms, 5 beds, 2 bathrooms
8–13 Jul
5.0 out of 5 average rating, 43 reviews
Guest favourite
Home in Wintergreen Resort
The Fairway Chalet • Sleeps 6 • Dog Friendly
3 bedrooms, 3 beds, 2 bathrooms
7–12 Jul
5.0 out of 5 average rating, 29 reviews