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Top guest favourite
Apartment in Wintergreen Resort
Where the Trail Ends
1 bedroom, 2 beds, 1 shared bathroom
14–19 Sept
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4.93 out of 5 average rating, 255 reviews
Top guest favourite
Home in Wintergreen Resort
Mid-Century Escape • Sleeps 12 • Breweries
4 bedrooms, 7 beds, 2 bathrooms
7–12 Sept
4.92 out of 5 average rating, 48 reviews
Top guest favourite
Apartment in Wintergreen Resort
3 BR 3 BA, 2 story condo in Highlands
3 bedrooms, 5 beds, 3 bathrooms
7–12 Sept
4.99 out of 5 average rating, 185 reviews
Top guest favourite
Apartment in Wintergreen Resort
Beautiful Mountain Getaway - Walk to Everything!
3 bedrooms, 5 beds, 2 bathrooms
2–7 Sept
4.97 out of 5 average rating, 100 reviews
Top guest favourite
Chalet in Wintergreen Resort
Mountain Views, Hiking, Ski-Out @ Tyro
4 bedrooms, 9 beds, 3.5 bathrooms
13–18 Sept
5.0 out of 5 average rating, 91 reviews
Top guest favourite
Home in Wintergreen Resort
Top of the Mountain Hideaway with Hot Tub!
3 bedrooms, 6 beds, 3 bathrooms
7–12 Sept
5.0 out of 5 average rating, 58 reviews
Guest favourite
Cabin in Wintergreen Resort
Hot Tub & Views | Mid Century Modern Wonder
5 bedrooms, 10 beds, 4.5 bathrooms
27 Sept – 2 Oct
4.91 out of 5 average rating, 119 reviews
Top guest favourite
Home in Roseland
Wintergreen Mountain Retreat
4 bedrooms, 4 beds, 3 bathrooms
2–7 Sept
5.0 out of 5 average rating, 52 reviews
Guest favourite
Townhouse in Wintergreen Resort
Cozy condo with loft. Walk to Wintergreen resort!
3 bedrooms, 6 beds, 2 bathrooms
7–12 Sept
4.91 out of 5 average rating, 85 reviews
Guest favourite
Home in Wintergreen Resort
Panorama Peak Lodge-4 bedroom with sweeping views
4 bedrooms, 7 beds, 3 bathrooms
7–12 Sept
4.94 out of 5 average rating, 72 reviews
Top guest favourite
Townhouse in Wintergreen Resort
Stylish Retreat Near Trails & Tastings/ ski
3 bedrooms, 6 beds, 2 bathrooms
7–12 Sept
5.0 out of 5 average rating, 15 reviews
Superhost
Apartment in Wintergreen Resort
1 bedroom condo, close to hikes & breweries & pool
1 bedroom, 2 beds, 1 bathroom
7–12 Sept
4.92 out of 5 average rating, 216 reviews
Guest favourite
Home in Wintergreen Resort
Ski-In & Ski Out at Wintergreen Resort
4 bedrooms, 8 beds, 4.5 bathrooms
2–7 Sept
5.0 out of 5 average rating, 12 reviews
Townhouse in Wintergreen Resort
Wintergreen home, ideal location, dogs welcome!
2 bedrooms, 5 beds, 2 bathrooms
13–18 Sept
4.91 out of 5 average rating, 214 reviews
Top guest favourite
Home in Wintergreen Resort
Ridge Retreat @ Wintergreen!
5 bedrooms, 6 beds, 4 bathrooms
7–12 Sept
5.0 out of 5 average rating, 42 reviews
Guest favourite
Home in Wintergreen Resort
Wintergreen 5BR w/ Hot Tub, Sauna. Walk to slopes!
5 bedrooms, 8 beds, 4 bathrooms
8–13 Sept
5.0 out of 5 average rating, 8 reviews
Guest favourite
Home in Wintergreen Resort
Designer Home w/ Incredible Views, Sleeps 16
6 bedrooms, 9 beds, 3.5 bathrooms
5–10 Oct
4.94 out of 5 average rating, 105 reviews
Top guest favourite
Flat in Rockfish
Blue Ridge Bliss - For family & friends to enjoy!
2 bedrooms, 3 beds, 2 bathrooms
24–29 Sept
4.98 out of 5 average rating, 230 reviews
Top guest favourite
Apartment in Wintergreen Resort
Wintergreen Mountain Views - Diamond in the Slopes
2 bedrooms, 4 beds, 2 bathrooms
6–11 Sept
4.96 out of 5 average rating, 52 reviews