Search results; Over 1,000 homes

Top guest favourite
Home in Wintergreen Resort
Cliffs Edge -A Contemporary Mountain Home
3 bedrooms, 4 beds, 3 shared bathrooms
27 Jul – 1 Aug
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4.97 out of 5 average rating, 124 reviews
Superhost
Home in Wintergreen Resort
Home in Wintergreen Resort 5BR/ 3 lvl
5 bedrooms, 7 beds, 4 bathrooms
2–7 Jul
4.91 out of 5 average rating, 81 reviews
Top guest favourite
Cabin in Wintergreen Resort
Blackwood Chalet: Hot Tub + 0.3 mile from Slopes
3 bedrooms, 4 beds, 2 bathrooms
1–6 Jul
4.98 out of 5 average rating, 61 reviews
Top guest favourite
Home in Wintergreen Resort
Mid-Century Escape • Near Breweries • Sleeps 12
4 bedrooms, 7 beds, 2 bathrooms
12–17 Jul
4.9 out of 5 average rating, 39 reviews
Guest favourite
Chalet in Wintergreen Resort
Owl Bnb | Walkable to Slopes | Speakeasy Room
2 bedrooms, 3 beds, 2 bathrooms
5–10 Jul
4.94 out of 5 average rating, 186 reviews
Top guest favourite
Home in Wintergreen Resort
Bear's Mountain Escape
3 bedrooms, 5 beds, 2 bathrooms
2–7 Jul
4.95 out of 5 average rating, 156 reviews
Guest favourite
Home in Wintergreen Resort
Cozy Wintergreen Townhome
4 bedrooms, 7 beds, 3.5 bathrooms
7–12 Jul
4.96 out of 5 average rating, 26 reviews
Top guest favourite
Townhouse in Wintergreen Resort
Hike*Spacious MtnTop Escape *4 EnSuites* Dogs OK
4 bedrooms, 6 beds, 4.5 bathrooms
5–10 Jul
4.98 out of 5 average rating, 105 reviews
Guest favourite
Townhouse in Wintergreen Resort
King Bed Pool Tennis Golf Hiking DogOK Pack n Play
3 bedrooms, 4 beds, 2 bathrooms
6–11 Jul
4.93 out of 5 average rating, 74 reviews
Townhouse in Wintergreen Resort
Southampton @ Wintergreen Resort
4 bedrooms, 5 beds, 3.5 bathrooms
1–6 Jul
4.73 out of 5 average rating, 11 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
Superhost
Apartment in Wintergreen Resort
1 bedroom condo, close to hikes & breweries & pool
1 bedroom, 2 beds, 1 bathroom
16–21 Jul
4.93 out of 5 average rating, 204 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, 233 reviews
Apartment in Wintergreen Resort
All-Season Fun! Wintergreen Resort Condo w/ Views
4 bedrooms, 9 beds, 2.5 bathrooms
5–10 Jul
4.85 out of 5 average rating, 13 reviews
Guest favourite
Cabin in Wintergreen Resort
Hot Tub & Views | Mid Century Modern Wonder
5 bedrooms, 10 beds, 4.5 bathrooms
11–16 Jul
4.9 out of 5 average rating, 114 reviews
Top guest favourite
Home in Wintergreen Resort
Mountain View | Hot tub | Sleeps 14
5 bedrooms, 11 beds, 4.5 bathrooms
5–10 Jul
5.0 out of 5 average rating, 13 reviews
Top guest favourite
Apartment in Wintergreen Resort
Beautiful Mountain Getaway - Walk to Everything!
3 bedrooms, 5 beds, 2 bathrooms
7–12 Jul
4.97 out of 5 average rating, 97 reviews
Guest favourite
Home in Wintergreen Resort
Entire Home at Wintergreen Resort - Bear Pause
5 bedrooms, 8 beds, 2.5 bathrooms
1–6 Jul
4.92 out of 5 average rating, 12 reviews
Guest favourite
Home in Wintergreen Resort
Big Black Bear Lodge | Luxury 5BR Mountain Oasis
5 bedrooms, 8 beds, 4.5 bathrooms
7–12 Jul
4.88 out of 5 average rating, 83 reviews