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Search results; Over 1,000 homes

Top guest favourite
Apartment in Wintergreen Resort
2 bdrm/2 full bath Best Views of Blue Ridge Mtns.
2 bedrooms, 2 beds, 2 private bathrooms
26 Sept – 1 Oct
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4.98 out of 5 average rating, 125 reviews
Top guest favourite
Apartment in Wintergreen Resort
WonderfulViews/FallFoliage/Hiking/SpaciousCondo
3 bedrooms, 4 beds, 2 bathrooms
12–17 Sept
4.98 out of 5 average rating, 54 reviews
Guest favourite
Chalet in Wintergreen Resort
Owl Bnb | Walkable to Slopes | Speakeasy Room
2 bedrooms, 3 beds, 2 bathrooms
12–17 Sept
4.94 out of 5 average rating, 195 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
Home in Wintergreen Resort
Creature Comforts
2 bedrooms, 2 beds, 2.5 bathrooms
12–17 Sept
New place to stay
Guest favourite
Apartment in Roseland
Great location! Steps from dining/ event spaces!
1 bedroom, 2 double beds, 1 bathroom
12–17 Sept
4.91 out of 5 average rating, 34 reviews
Top guest favourite
Apartment in Wintergreen Resort
Ski- In/Ski-Out Comfy Condo
1 bedroom, 2 beds, 1 bathroom
13–18 Sept
5.0 out of 5 average rating, 21 reviews
Superhost
Apartment in Wintergreen Resort
1 bedroom condo, close to hikes & breweries & pool
1 bedroom, 2 beds, 1 bathroom
25–30 Oct
4.92 out of 5 average rating, 216 reviews
Top guest favourite
Apartment in Wintergreen Resort
3 BR 3 BA, 2 story condo in Highlands
3 bedrooms, 5 beds, 3 bathrooms
12–17 Sept
4.99 out of 5 average rating, 185 reviews
Apartment in Wintergreen Resort
Birds Eye: Mntn Views K-Bed DogOK Pool Tennis Golf
3 bedrooms, 4 beds, 3 bathrooms
13–18 Sept
4.84 out of 5 average rating, 175 reviews
Top guest favourite
Apartment in Wintergreen Resort
Spacious Ski In Ski Out Condo with Mountain View
2 bedrooms, 5 beds, 2 bathrooms
12–17 Sept
5.0 out of 5 average rating, 43 reviews
Guest favourite
Home in Wintergreen Resort
Wintergreen Ridgeline Retreat
2 bedrooms, 4 beds, 2 bathrooms
13–18 Sept
5.0 out of 5 average rating, 6 reviews
Top guest favourite
Chalet in Wintergreen Resort
5 beds/3 BR/2 BA, Chipmunk Chase at Wintergreen
3 bedrooms, 5 beds, 2 bathrooms
12–17 Sept
4.94 out of 5 average rating, 68 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
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
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, 181 reviews
Top guest favourite
Townhouse in Wintergreen Resort
Beary Lazy - 4 beds and 2 sleeping sofas!
2 bedrooms, 4 beds, 2.5 bathrooms
14–19 Sept
5.0 out of 5 average rating, 66 reviews
Top guest favourite
Apartment in Wintergreen Resort
Where the Trail Ends
1 bedroom, 2 beds, 1 bathroom
14–19 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, 4.5 bathrooms
13–18 Sept
4.97 out of 5 average rating, 113 reviews