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Search results; Over 1,000 homes

Guest favourite
Apartment in Wintergreen Resort
1720 High Ridge at Wintergreen Resort
2 bedrooms, 3 beds, 2 bathrooms
7–12 Jul
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4.89 out of 5 average rating, 125 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
Townhouse in Wintergreen Resort
King Bed Pool Tennis Golf Hiking DogOK Pack n Play
3 bedrooms, 4 beds, 2 bathrooms
13–18 Jul
4.91 out of 5 average rating, 76 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
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
Wintergreen Condo Ski In Ski Out
3 bedrooms, 4 beds, 2 bathrooms
6–11 Jul
4.93 out of 5 average rating, 41 reviews
Guest favourite
Apartment in Wintergreen Resort
BlueRidge Getaway- Dog Friendly
3 bedrooms, 6 beds, 3 bathrooms
9–14 Jul
4.94 out of 5 average rating, 191 reviews
Guest favourite
Home in Wintergreen Resort
Mountain View | Hot tub | Sleeps 14
5 bedrooms, 11 beds, 4.5 bathrooms
6–11 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
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, 158 reviews
Guest favourite
Townhouse in Wintergreen Resort
Cozy condo with loft. Walk to Wintergreen resort!
3 bedrooms, 6 beds, 2 bathrooms
6–11 Jul
4.9 out of 5 average rating, 83 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
Flat in Wintergreen Resort
Cozy Wintergreen Retreat | Fireplace + Pool
2 bedrooms, 4 beds, 2 bathrooms
12–17 Jul
4.96 out of 5 average rating, 24 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
Apartment in Wintergreen Resort
Mountain Views
2 bedrooms, 3 beds, 2 bathrooms
6–11 Jul
4.77 out of 5 average rating, 173 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
Townhouse in Wintergreen Resort
Beary Lazy - 4 beds and 2 sleeping sofas!
2 bedrooms, 4 beds, 2.5 bathrooms
26–31 Jul
5.0 out of 5 average rating, 66 reviews
Guest favourite
Home in Wintergreen Resort
DogOK King Bed Grill 48"TV Pool Tennis Golf
4 bedrooms, 7 beds, 4 bathrooms
6–11 Jul
4.89 out of 5 average rating, 18 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