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Search results; Over 1,000 homes

Guest favourite
Apartment in Wintergreen Resort
All-Season 2bd/2ba next to Spa view of Golf Course
2 bedrooms, 5 beds, 2 private bathrooms
7–12 Jul
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4.95 out of 5 average rating, 152 reviews
Guest favourite
Townhouse in Wintergreen Resort
King Bed Pool Tennis Golf Hiking DogOK Pack n Play
4.91 out of 5 average rating, 76 reviews, 3 bedrooms, 4 beds, 2 bathrooms
13–18 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
Townhouse in Wintergreen Resort
Hike*Spacious MtnTop Escape *4 EnSuites* Dogs OK
4.98 out of 5 average rating, 106 reviews, 4 bedrooms, 6 beds, 4.5 bathrooms
5–10 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
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
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
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
Top guest favourite
Apartment in Wintergreen Resort
Wintergreen Mountain Views - Diamond in the Slopes
4.96 out of 5 average rating, 50 reviews, 2 bedrooms, 4 beds, 2 bathrooms
30 Jul – 4 Aug
Guest favourite
Flat in Wintergreen Resort
Cozy Wintergreen Retreat | Fireplace + Pool
4.96 out of 5 average rating, 24 reviews, 2 bedrooms, 4 beds, 2 bathrooms
12–17 Jul
Top guest favourite
Apartment in Wintergreen Resort
Panoramic Sunsets Mountain Views Pool $99 Midweek
4.99 out of 5 average rating, 272 reviews, 2 bedrooms, 2 beds, 2 bathrooms
5–10 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
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
Guest favourite
Townhouse in Wintergreen Resort
Cozy condo with loft. Walk to Wintergreen resort!
4.9 out of 5 average rating, 83 reviews, 3 bedrooms, 6 beds, 2 bathrooms
5–10 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
Guest favourite
Apartment in Wintergreen Resort
Condo with Valley Views!
4.93 out of 5 average rating, 28 reviews, 2 bedrooms, 2 beds, 2 bathrooms
27 Sept – 2 Oct
Top guest favourite
Apartment in Wintergreen Resort
Mountain Views
4.77 out of 5 average rating, 173 reviews, 2 bedrooms, 3 beds, 2 bathrooms
5–10 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
13–18 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