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Search results; Over 1,000 homes

Top guest favourite
Cottage in Wintergreen Resort
Cozy 3BR/2BR+Fire table+Foosball
3 bedrooms, 5 beds, 2 private bathrooms
4–9 Oct
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5.0 out of 5 average rating, 82 reviews
Top guest favourite
Apartment in Wintergreen Resort
Spacious Ski In Ski Out Condo with Mountain View
2 bedrooms, 5 beds, 2 bathrooms
15–20 Sept
5.0 out of 5 average rating, 43 reviews
Top guest favourite
Home in Wintergreen Resort
Bear's Mountain Escape
3 bedrooms, 5 beds, 2 bathrooms
15–20 Sept
4.95 out of 5 average rating, 170 reviews
Top guest favourite
Chalet in Wintergreen Resort
Mountain Views, Hiking, Ski-Out @ Tyro
4 bedrooms, 9 beds, 3.5 bathrooms
16–21 Sept
5.0 out of 5 average rating, 91 reviews
Top guest favourite
Apartment in Wintergreen Resort
WonderfulViews/FallFoliage/Hiking/SpaciousCondo
3 bedrooms, 4 beds, 2 bathrooms
15–20 Sept
4.98 out of 5 average rating, 54 reviews
Top guest favourite
Townhouse in Wintergreen Resort
Hike*Spacious MtnTop Escape *4 EnSuites* Dogs OK
4 bedrooms, 6 beds, 4.5 bathrooms
15–20 Sept
4.97 out of 5 average rating, 113 reviews
Guest favourite
Townhouse in Wintergreen Resort
Cozy condo with loft. Walk to Wintergreen resort!
3 bedrooms, 6 beds, 2 bathrooms
15–20 Sept
4.91 out of 5 average rating, 85 reviews
Guest favourite
Apartment in Wintergreen Resort
Ski-In Ski-Out ~ Mtn Views ~ King Suite
2 bedrooms, 2 beds, 2 bathrooms
20–25 Sept
4.95 out of 5 average rating, 180 reviews
Top guest favourite
Apartment in Wintergreen Resort
3 BR 3 BA, 2 story condo in Highlands
3 bedrooms, 5 beds, 3 bathrooms
15–20 Sept
4.99 out of 5 average rating, 185 reviews
Top guest favourite
Home in Wintergreen Resort
Blue Bear
3 bedrooms, 4 beds, 2 bathrooms
15–20 Sept
5.0 out of 5 average rating, 13 reviews
Guest favourite
Apartment in Wintergreen Resort
BlueRidge Getaway- Dog Friendly
3 bedrooms, 6 beds, 3 bathrooms
20–25 Sept
4.93 out of 5 average rating, 199 reviews
Guest favourite
Flat in Wintergreen Resort
Wintergreen Getaway II
1 bedroom, 1 sofa bed, 2 bathrooms
20–25 Sept
4.95 out of 5 average rating, 20 reviews
Top guest favourite
Apartment in Wintergreen Resort
Beautiful Mountain Getaway - Walk to Everything!
3 bedrooms, 5 beds, 2 bathrooms
23–28 Sept
4.97 out of 5 average rating, 100 reviews
Guest favourite
Townhouse in Wintergreen Resort
King Bed Pool Tennis Golf Hiking DogOK Pack n Play
3 bedrooms, 4 beds, 2 bathrooms
4–9 Oct
4.92 out of 5 average rating, 83 reviews
Top guest favourite
Chalet in Wintergreen Resort
5 beds/3 BR/2 BA, Chipmunk Chase at Wintergreen
3 bedrooms, 5 beds, 2 bathrooms
15–20 Sept
4.94 out of 5 average rating, 69 reviews
Top guest favourite
Apartment in Wintergreen Resort
Extremely private, 2-min drive to skiing/hiking
2 bedrooms, 4 beds, 2 bathrooms
12–17 Oct
4.97 out of 5 average rating, 182 reviews
Top guest favourite
Apartment in Wintergreen Resort
Condo with Valley Views!
2 bedrooms, 2 beds, 2 bathrooms
21–26 Sept
4.93 out of 5 average rating, 40 reviews
Apartment in Wintergreen Resort
2BR/2BA + Bonus Kids Rm. Walk to Slopes + Village
2 bedrooms, 6 beds, 2 bathrooms
15–20 Sept
5.0 out of 5 average rating, 3 reviews
Top guest favourite
Townhouse in Wintergreen Resort
Stylish Retreat Near Trails & Tastings/ ski
3 bedrooms, 6 beds, 2 bathrooms
22–27 Sept
5.0 out of 5 average rating, 15 reviews