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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
5–10 Aug
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4.97 out of 5 average rating, 124 reviews
Guest favourite
Townhouse in Wintergreen Resort
King Bed Pool Tennis Golf Hiking DogOK Pack n Play
4.91 out of 5 average rating, 75 reviews, 3 bedrooms, 4 beds, 2 bathrooms
7–12 Jul
Guest favourite
Home in Nellysford
Mountain Bauhaus | Sleeps 8 | Amenities | Grill
4.9 out of 5 average rating, 126 reviews, 4 bedrooms, 2.5 bathrooms
5–10 Jul
Top guest favourite
Apartment in Wintergreen Resort
Spacious Ski In Ski Out Condo with Mountain View
5.0 out of 5 average rating, 42 reviews, 2 bedrooms, 5 beds, 2 bathrooms
5–10 Jul
Guest favourite
Apartment in Wintergreen Resort
Ski-In Ski-Out ~ Mtn Views ~ King Suite
4.95 out of 5 average rating, 175 reviews, 2 bedrooms, 2 beds, 2 bathrooms
12–17 Jul
Top guest favourite
Home in Wintergreen Resort
Hottub Ski InOut Renovated Chalet Lower Tyro Slope
4.97 out of 5 average rating, 233 reviews, 3 bedrooms, 7 beds, 2 bathrooms
12–17 Jul
Top guest favourite
Apartment in Wintergreen Resort
Beautiful Mountain Getaway - Walk to Everything!
4.97 out of 5 average rating, 97 reviews, 3 bedrooms, 5 beds, 2 bathrooms
7–12 Jul
Top guest favourite
Home in Wintergreen Resort
Bear's Mountain Escape
4.95 out of 5 average rating, 157 reviews, 3 bedrooms, 5 beds, 2 bathrooms
5–10 Jul
Guest favourite
Chalet in Wintergreen Resort
Owl Bnb | Walkable to Slopes | Speakeasy Room
4.94 out of 5 average rating, 186 reviews, 2 bedrooms, 3 beds, 2 bathrooms
12–17 Jul
Top guest favourite
Apartment in Wintergreen Resort
Five Minute Walk to Everything!
4.96 out of 5 average rating, 358 reviews, 2 bedrooms, 5 beds, 2 bathrooms
11–16 Jul
Townhouse in Wintergreen Resort
Southampton @ Wintergreen Resort
4.73 out of 5 average rating, 11 reviews, 4 bedrooms, 5 beds, 3.5 bathrooms
2–7 Jul
Guest favourite
Home in Wintergreen Resort
Wintergreen Condo Ski In Ski Out
4.93 out of 5 average rating, 40 reviews, 3 bedrooms, 4 beds, 2 bathrooms
5–10 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, 173 reviews, 2 bedrooms, 4 beds, 2 bathrooms
13–18 Jul
Top guest favourite
Chalet in Wintergreen Resort
Mountain Views, Hiking, Ski-Out @ Tyro
5.0 out of 5 average rating, 88 reviews, 4 bedrooms, 9 beds, 3.5 bathrooms
4–9 Jul
Guest favourite
Home in Wintergreen Resort
Cozy Wintergreen Townhome
4.96 out of 5 average rating, 26 reviews, 4 bedrooms, 7 beds, 3.5 bathrooms
7–12 Jul
Top guest favourite
Cabin in Wintergreen Resort
Blackwood Chalet: Hot Tub + 0.3 mile from Slopes
4.98 out of 5 average rating, 61 reviews, 3 bedrooms, 4 beds, 2 bathrooms
5–10 Jul
Guest favourite
Home in Wintergreen Resort
Big Black Bear Lodge | Luxury 5BR Mountain Oasis
4.88 out of 5 average rating, 83 reviews, 5 bedrooms, 8 beds, 4.5 bathrooms
7–12 Jul
Guest favourite
Home in Wintergreen Resort
Mountain View | Hot tub | Sleeps 14
5.0 out of 5 average rating, 14 reviews, 5 bedrooms, 11 beds, 4.5 bathrooms
5–10 Jul
Guest favourite
Chalet in Wintergreen Resort
Hansel 'n Gretel: Wood Stove Grill Firepit Dogs OK
4.93 out of 5 average rating, 61 reviews, 3 bedrooms, 5 beds, 3 bathrooms
5–10 Jul