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Top guest favourite
Apartment in Wintergreen Resort
Where the Trail Ends
1 bedroom, 2 beds, 1 shared bathroom
8–13 Sept
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4.93 out of 5 average rating, 254 reviews
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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, 215 reviews
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Guest favourite
Townhouse in Wintergreen Resort
King Bed Pool Tennis Golf Hiking DogOK Pack n Play
3 bedrooms, 4 beds, 2 bathrooms
1–6 Sept
4.92 out of 5 average rating, 83 reviews
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Top guest favourite
Home in Wintergreen Resort
Mountaintop Home, Walk to Lifts
3 bedrooms, 2 bunk beds, 2 bathrooms
1–6 Sept
4.84 out of 5 average rating, 67 reviews
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Superhost
Townhouse in Wintergreen Resort
Stylish Retreat Near Trails & Tastings
3 bedrooms, 6 beds, 2 bathrooms
7–12 Sept
5.0 out of 5 average rating, 15 reviews
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Top guest favourite
Apartment in Wintergreen Resort
Extremely private, HOA pool/stair-free entry
2 bedrooms, 4 beds, 2 bathrooms
14–19 Sept
4.97 out of 5 average rating, 180 reviews
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Top guest favourite
Apartment in Wintergreen Resort
Eight Minute Walk to Everything
1 bedroom, 1 queen bed, 1 bathroom
1–6 Sept
4.94 out of 5 average rating, 253 reviews
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Top guest favourite
Townhouse in Wintergreen Resort
Beary Lazy - 4 beds and 2 sleeping sofas!
2 bedrooms, 4 beds, 2.5 bathrooms
1–6 Sept
5.0 out of 5 average rating, 66 reviews
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Guest favourite
Apartment in Roseland
Great location! Steps from dining/ event spaces!
1 bedroom, 2 double beds, 1 bathroom
1–6 Sept
4.91 out of 5 average rating, 34 reviews
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Guest favourite
Flat in Wintergreen Resort
Fantastic views/FallFoliage/PupFriendly!
2 bedrooms, 3 beds, 1 bathroom
4–9 Sept
4.92 out of 5 average rating, 13 reviews
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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
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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
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Guest favourite
Home in Wintergreen Resort
Cozy Wintergreen Chalet | 3BR, 4 Beds & Fireplace
3 bedrooms, 4 beds, 2 bathrooms
12–17 Sept
4.97 out of 5 average rating, 38 reviews
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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
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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
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Guest favourite
Townhouse in Wintergreen Resort
Cozy condo with loft. Walk to Wintergreen resort!
3 bedrooms, 6 beds, 2 bathrooms
1–6 Sept
4.91 out of 5 average rating, 85 reviews
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Superhost
Townhouse in Wintergreen Resort
Altitude Adjustment
2 bedrooms, 3 beds, 2 bathrooms
8–13 Sept
5.0 out of 5 average rating, 78 reviews
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Guest favourite
Flat in Wintergreen Resort
Wintergreen Escape | King Bed + Porch Views
1 bedroom, 2 beds, 1 bathroom
7–12 Sept
4.92 out of 5 average rating, 131 reviews
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Top guest favourite
Chalet in Wintergreen Resort
5 beds/3 BR/2 BA, Chipmunk Chase at Wintergreen
3 bedrooms, 5 beds, 2 bathrooms
8–13 Sept
4.94 out of 5 average rating, 68 reviews