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Search results; 988 homes in Wintergreen Resort

Top guest favourite
Apartment in Wintergreen Resort
Ski- In/Ski-Out Comfy Condo
1 bedroom, 2 beds, 1 shared bathroom
7–12 Sept
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5.0 out of 5 average rating, 21 reviews
Guest favourite
Flat in Wintergreen Resort
Wintergreen Getaway
2 bedrooms, 3 beds, 2 bathrooms
12–17 Sept
4.85 out of 5 average rating, 110 reviews
Guest favourite
Home in Wintergreen Resort
Wintergreen Ridgeline Retreat
2 bedrooms, 4 beds, 2 bathrooms
8–13 Sept
5.0 out of 5 average rating, 5 reviews
Guest favourite
Home in Wintergreen Resort
Mountain View | Hot tub | Sleeps 14
5 bedrooms, 11 beds, 4.5 bathrooms
20–25 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
7–12 Sept
4.92 out of 5 average rating, 216 reviews
Guest favourite
Apartment in Wintergreen Resort
What-a-Mountain View Pool Tennis Hike Golf KingBed
3 bedrooms, 6 beds, 3 bathrooms
19–24 Sept
4.94 out of 5 average rating, 52 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
Bear's Mountain Escape
3 bedrooms, 5 beds, 2 bathrooms
7–12 Sept
4.95 out of 5 average rating, 168 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
Guest favourite
Apartment in Wintergreen Resort
Cozy Condo on the mountain at Wintergreen!
2 bedrooms, 3 beds, 2 bathrooms
7–12 Sept
4.88 out of 5 average rating, 137 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, 195 reviews
Top guest favourite
Apartment in Wintergreen Resort
Panoramic Sunsets Mountain Views Pool $99 Midweek
2 bedrooms, 2 king beds, 2 bathrooms
1–6 Nov
4.99 out of 5 average rating, 276 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
Chalet in Wintergreen Resort
5 beds/3 BR/2 BA, Chipmunk Chase at Wintergreen
3 bedrooms, 5 beds, 2 bathrooms
9–14 Sept
4.94 out of 5 average rating, 68 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
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, 255 reviews
Guest favourite
Apartment in Wintergreen Resort
Ski-in/Ski-out Wintergreen Highlands Condo -Views!
2 bedrooms, 4 beds, 2 bathrooms
13–18 Sept
4.95 out of 5 average rating, 200 reviews
Guest favourite
Flat in Wintergreen Resort
Wintergreen Getaway II
1 bedroom, 1 sofa bed, 2 bathrooms
7–12 Sept
4.95 out of 5 average rating, 19 reviews
Top guest favourite
Flat in Wintergreen Resort
*NEW* Fully Renovated Slopeside Condo
2 bedrooms, 4 beds, 2 bathrooms
7–12 Sept
5.0 out of 5 average rating, 14 reviews