Search results; Over 1,000 homes

Top guest favourite
Apartment in Wintergreen Resort
Wintergreen Resort King bed, Fire place, 2 Bd/2 Br
2 bedrooms, 2 beds, 2 private bathrooms
5–10 Jul
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4.98 out of 5 average rating, 120 reviews
Guest favourite
Townhouse in Wintergreen Resort
King Bed Pool Tennis Golf Hiking DogOK Pack n Play
3 bedrooms, 4 beds, 2 bathrooms
7–12 Jul
4.91 out of 5 average rating, 75 reviews
Guest favourite
Home in Nellysford
Mountain Bauhaus | Sleeps 8 | Amenities | Grill
4 bedrooms, 2.5 bathrooms
5–10 Jul
4.9 out of 5 average rating, 126 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
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
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
Townhouse in Wintergreen Resort
Southampton @ Wintergreen Resort
4 bedrooms, 5 beds, 3.5 bathrooms
2–7 Jul
4.73 out of 5 average rating, 11 reviews
Guest favourite
Home in Wintergreen Resort
Wintergreen Condo Ski In Ski Out
3 bedrooms, 4 beds, 2 bathrooms
5–10 Jul
4.93 out of 5 average rating, 40 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, 186 reviews
Guest favourite
Chalet in Wintergreen Resort
Hansel 'n Gretel: Wood Stove Grill Firepit Dogs OK
3 bedrooms, 5 beds, 3 bathrooms
5–10 Jul
4.93 out of 5 average rating, 61 reviews
Top guest favourite
Apartment in Wintergreen Resort
2-min drive to resort, Outdoor HOA pool now open!
2 bedrooms, 4 beds, 2 bathrooms
13–18 Jul
4.97 out of 5 average rating, 173 reviews
Top guest favourite
Chalet in Wintergreen Resort
Mountain Views, Hiking, Ski-Out @ Tyro
4 bedrooms, 9 beds, 3.5 bathrooms
4–9 Jul
5.0 out of 5 average rating, 88 reviews
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, 14 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
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
Top guest favourite
Cabin in Wintergreen Resort
Blackwood Chalet: Hot Tub + 0.3 mile from Slopes
3 bedrooms, 4 beds, 2 bathrooms
5–10 Jul
4.98 out of 5 average rating, 61 reviews
Top guest favourite
Home in Wintergreen Resort
Bear's Mountain Escape
3 bedrooms, 5 beds, 2 bathrooms
5–10 Jul
4.95 out of 5 average rating, 157 reviews
Guest favourite
Home in Wintergreen Resort
Entire Home at Wintergreen Resort - Bear Pause
5 bedrooms, 8 beds, 2.5 bathrooms
2–7 Jul
4.92 out of 5 average rating, 12 reviews
Top guest favourite
Apartment in Wintergreen Resort
Five Minute Walk to Everything!
2 bedrooms, 5 beds, 2 bathrooms
11–16 Jul
4.96 out of 5 average rating, 358 reviews