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Top guest favourite
Apartment in Wintergreen Resort
Eight Minute Walk to Everything
1 bedroom, 1 bed, 1 private bathroom
16–21 Sept
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4.94 out of 5 average rating, 254 reviews
Top guest favourite
Apartment in Wintergreen Resort
3 BR 3 BA, 2 story condo in Highlands
3 bedrooms, 5 beds
14–19 Sept
4.99 out of 5 average rating, 185 reviews
Top guest favourite
Apartment in Wintergreen Resort
Wintergreen Mountain Views - Diamond in the Slopes
2 bedrooms, 4 beds
20–25 Sept
4.96 out of 5 average rating, 52 reviews
Top guest favourite
Chalet in Wintergreen Resort
Cozy Cabin+Walk to Ski *Hot Tub* Mtn Vibe
3 bedrooms, 6 beds
14–19 Sept
4.92 out of 5 average rating, 130 reviews
Top guest favourite
Home in Wintergreen Resort
Hottub Ski InOut Renovated Chalet Lower Tyro Slope
3 bedrooms, 7 beds
20–25 Sept
4.97 out of 5 average rating, 238 reviews
Top guest favourite
Home in Wintergreen Resort
Top of the Mountain Hideaway with Hot Tub!
3 bedrooms, 6 beds
20–25 Sept
5.0 out of 5 average rating, 58 reviews
Top guest favourite
Home in Wintergreen Resort
Mid-Century Escape • Sleeps 10 • Breweries
4 bedrooms, 6 beds
21–26 Sept
4.92 out of 5 average rating, 49 reviews
Guest favourite
Home in Wintergreen Resort
Ski-In & Ski Out at Wintergreen Resort
4 bedrooms, 8 beds
14–19 Sept
5.0 out of 5 average rating, 13 reviews
Superhost
Apartment in Wintergreen Resort
1 bedroom condo, close to hikes & breweries & pool
1 bedroom, 2 beds
24–29 Sept
4.92 out of 5 average rating, 216 reviews
Guest favourite
Apartment in Wintergreen Resort
Ski-In Ski-Out ~ Mtn Views ~ King Suite
2 bedrooms, 2 beds
20–25 Sept
4.95 out of 5 average rating, 180 reviews
Townhouse in Wintergreen Resort
Wintergreen home, ideal location, dogs welcome!
2 bedrooms, 5 beds
27 Sept – 2 Oct
4.91 out of 5 average rating, 214 reviews
Guest favourite
Flat in Wintergreen Resort
Fantasticviews/FallFoliage/PupFriendly!
2 bedrooms, 3 beds
14–19 Sept
4.92 out of 5 average rating, 13 reviews
Top guest favourite
Apartment in Wintergreen Resort
Where the Trail Ends
1 bedroom, 2 beds
21–26 Sept
4.93 out of 5 average rating, 256 reviews
Guest favourite
Home in Wintergreen Resort
Designer Home w/ Incredible Views, Sleeps 16
6 bedrooms, 9 beds
11–16 Oct
4.94 out of 5 average rating, 108 reviews
Top guest favourite
Apartment in Wintergreen Resort
Luxury Condo in the Sky! Finest in Wintergreen!
2 bedrooms, 4 beds
21–26 Sept
4.98 out of 5 average rating, 133 reviews
Top guest favourite
Flat in Rockfish
Blue Ridge Bliss - For family & friends to enjoy!
2 bedrooms, 3 beds
24–29 Sept
4.98 out of 5 average rating, 232 reviews
Top guest favourite
Home in Wintergreen Resort
Bear's Mountain Escape
3 bedrooms, 5 beds
14–19 Sept
4.95 out of 5 average rating, 170 reviews
Home in Wintergreen Resort
Sunset Views, Hot Tub, and Firepit in Wintergreen!
5 bedrooms, 6 beds
27 Sept – 2 Oct
5.0 out of 5 average rating, 4 reviews
Top guest favourite
Home in Wintergreen Resort
Wintergreen 5BR | Hot Tub | Sauna | Firepit
5 bedrooms, 7 beds
14–19 Sept
4.98 out of 5 average rating, 47 reviews