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Search results; Over 1,000 homes

Top guest favourite
Home in Wintergreen Resort
Cliffs Edge -A Contemporary Mountain Home
3 bedrooms, 4 beds, 3 shared bathrooms
28 Sept – 3 Oct
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4.97 out of 5 average rating, 129 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
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
Top guest favourite
Flat in Wintergreen Resort
*NEW* Fully Renovated Slopeside Condo
2 bedrooms, 4 beds, 2 bathrooms
3–8 Sept
5.0 out of 5 average rating, 14 reviews
Guest favourite
Flat in Wintergreen Resort
Wintergreen Getaway II
1 bedroom, 1 sofa bed, 2 bathrooms
2–7 Sept
4.95 out of 5 average rating, 19 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
Apartment in Wintergreen Resort
Wintergreen Condo w/ Pool: Near Hike & Market!
2 bedrooms, 3 beds, 2 bathrooms
6–11 Sept
4.86 out of 5 average rating, 29 reviews
Top guest favourite
Apartment in Wintergreen Resort
WonderfulViews/FallFoliage/Hiking/SpaciousCondo
3 bedrooms, 4 beds, 2 bathrooms
7–12 Sept
4.98 out of 5 average rating, 54 reviews
Top guest favourite
Apartment in Wintergreen Resort
Eight Minute Walk to Everything
1 bedroom, 1 queen bed, 1 bathroom
14–19 Sept
4.94 out of 5 average rating, 254 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
Top guest favourite
Apartment in Wintergreen Resort
Condo with Valley Views!
2 bedrooms, 2 beds, 2 bathrooms
27 Sept – 2 Oct
4.92 out of 5 average rating, 38 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
Loft in Wintergreen Resort
Snug Wintergreen Resort Studio: Ski In & Out!
3 beds, 1 bathroom
8–13 Sept
4.61 out of 5 average rating, 31 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
Guest favourite
Chalet in Wintergreen Resort
Owl Bnb | Walkable to Slopes | Speakeasy Room
2 bedrooms, 3 beds, 2 bathrooms
7–12 Sept
4.94 out of 5 average rating, 194 reviews
Top guest favourite
Apartment in Wintergreen Resort
Wintergreen Resort King bed, Fire place, 2 Bd/2 Br
2 bedrooms, 2 beds, 2 bathrooms
6–11 Sept
4.96 out of 5 average rating, 127 reviews
Top guest favourite
Apartment in Wintergreen Resort
Beautiful Mountain Getaway - Walk to Everything!
3 bedrooms, 5 beds, 2 bathrooms
8–13 Sept
4.97 out of 5 average rating, 100 reviews
Superhost
Apartment in Wintergreen Resort
Tips Up: Cozy Slopeside Retreat w/ Fireplace
1 bedroom, 2 beds, 1 bathroom
13–18 Sept
4.88 out of 5 average rating, 223 reviews
Guest favourite
Apartment in Wintergreen Resort
BlueRidge Getaway- Dog Friendly
3 bedrooms, 6 beds, 3 bathrooms
7–12 Sept
4.93 out of 5 average rating, 197 reviews