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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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Top guest favourite
Chalet in Wintergreen Resort
Cozy Cabin+Walk to Ski *Hot Tub* Mtn Vibe
3 bedrooms, 6 beds, 2.5 bathrooms
1–6 Sept
4.92 out of 5 average rating, 130 reviews
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Top guest favourite
Chalet in Wintergreen Resort
Mountain Views, Hiking, Ski-Out @ Tyro
4 bedrooms, 9 beds, 3.5 bathrooms
1–6 Sept
5.0 out of 5 average rating, 91 reviews
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Guest favourite
Cabin in Wintergreen Resort
Hot Tub & Views | Mid Century Modern Wonder
5 bedrooms, 10 beds, 4.5 bathrooms
1–6 Sept
4.91 out of 5 average rating, 117 reviews
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Home in Wintergreen Resort
Mid-Century Escape • Sleeps 12 • Breweries
4 bedrooms, 7 beds, 2 bathrooms
7–12 Sept
4.91 out of 5 average rating, 47 reviews
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Top guest favourite
Apartment in Wintergreen Resort
Beautiful Mountain Getaway - Walk to Everything!
3 bedrooms, 5 beds, 2 bathrooms
1–6 Sept
4.97 out of 5 average rating, 100 reviews
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Guest favourite
Home in Wintergreen Resort
Ski-In & Ski Out at Wintergreen Resort
4 bedrooms, 8 beds, 4.5 bathrooms
1–6 Sept
5.0 out of 5 average rating, 12 reviews
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Guest favourite
Home in Wintergreen Resort
Designer Home w/ Incredible Views, Sleeps 16
6 bedrooms, 9 beds, 3.5 bathrooms
5–10 Oct
4.94 out of 5 average rating, 104 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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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
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Home in Wintergreen Resort
Sunset Views, Hot Tub, and Firepit in Wintergreen!
5 bedrooms, 6 beds, 3.5 bathrooms
7–12 Sept
5.0 out of 5 average rating, 3 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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Guest favourite
Home in Wintergreen Resort
Luxury|Hot Tub|Sauna|Cold Plunge|Game Room|Views
6 bedrooms, 12 beds, 4.5 bathrooms
21–26 Sept
4.97 out of 5 average rating, 62 reviews
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Top guest favourite
Apartment in Wintergreen Resort
Panoramic Sunsets Mountain Views Pool $99 Midweek
2 bedrooms, 2 king beds, 2 bathrooms
19–24 Sept
4.99 out of 5 average rating, 274 reviews
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Top guest favourite
Flat in Wintergreen Resort
*NEW* Fully Renovated Slopeside Condo
2 bedrooms, 4 beds, 2 bathrooms
1–6 Sept
5.0 out of 5 average rating, 14 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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Top guest favourite
Home in Roseland
Wintergreen Mountain Retreat
4 bedrooms, 4 beds, 3 bathrooms
1–6 Sept
5.0 out of 5 average rating, 52 reviews
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Top 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, 20 reviews
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Top guest favourite
Cabin in Wintergreen Resort
Blackwood Chalet: Hot Tub + 0.3 mile from Slopes
3 bedrooms, 4 beds, 2 bathrooms
8–13 Sept
4.98 out of 5 average rating, 66 reviews