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Top guest favourite
Home in Wintergreen Resort
Cliffs Edge - It’s Pumpkin Spice Time!
3 bedrooms, 4 beds, 3 shared bathrooms
26–31 Oct
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4.97 out of 5 average rating, 130 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
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
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
Top guest favourite
Chalet in Wintergreen Resort
Mountain Views, Hiking, Ski-Out @ Tyro
4 bedrooms, 9 beds
15–20 Sept
5.0 out of 5 average rating, 91 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
Top guest favourite
Apartment in Wintergreen Resort
WonderfulViews/FallFoliage/Hiking/SpaciousCondo
3 bedrooms, 4 beds
14–19 Sept
4.98 out of 5 average rating, 54 reviews
Guest favourite
Townhouse in Wintergreen Resort
King Bed Pool Tennis Golf Hiking DogOK Pack n Play
3 bedrooms, 4 beds
25–30 Sept
4.92 out of 5 average rating, 83 reviews
Guest favourite
Chalet in Wintergreen Resort
Owl Bnb | Walkable to Slopes | Speakeasy Room
2 bedrooms, 3 beds
14–19 Sept
4.94 out of 5 average rating, 195 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
Spacious Ski In Ski Out Condo with Mountain View
2 bedrooms, 5 beds
14–19 Sept
5.0 out of 5 average rating, 43 reviews
Top guest favourite
Townhouse in Wintergreen Resort
Beary Lazy - 4 beds and 2 sleeping sofas!
2 bedrooms, 4 beds
14–19 Sept
5.0 out of 5 average rating, 66 reviews
Home in Wintergreen Resort
Creature Comforts
2 bedrooms, 2 beds
14–19 Sept
New place to stay
Guest favourite
Home in Wintergreen Resort
Mountain View | Hot tub | Sleeps 14
5 bedrooms, 11 beds
20–25 Sept
5.0 out of 5 average rating, 22 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
Top guest favourite
Townhouse in Wintergreen Resort
Hike*Spacious MtnTop Escape *4 EnSuites* Dogs OK
4 bedrooms, 6 beds
14–19 Sept
4.97 out of 5 average rating, 113 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
Chalet in Wintergreen Resort
5 beds/3 BR/2 BA, Chipmunk Chase at Wintergreen
3 bedrooms, 5 beds
14–19 Sept
4.94 out of 5 average rating, 68 reviews
Top guest favourite
Apartment in Wintergreen Resort
Extremely private, 2-min drive to skiing/hiking
2 bedrooms, 4 beds
12–17 Oct
4.97 out of 5 average rating, 182 reviews