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Guest favourite
Apartment in Wintergreen Resort
Ski-In Ski-Out ~ Mtn Views ~ King Suite
2 bedrooms, 2 beds, 2 private bathrooms
4–9 Oct
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4.95 out of 5 average rating, 180 reviews
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Top guest favourite
Chalet in Wintergreen Resort
Mountain Views, Hiking, Ski-Out @ Tyro
4 bedrooms, 9 beds
25–30 Oct
5.0 out of 5 average rating, 92 reviews
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Top guest favourite
Home in Wintergreen Resort
Bear's Mountain Escape
3 bedrooms, 5 beds
1–6 Oct
4.95 out of 5 average rating, 170 reviews
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Top guest favourite
Home in Wintergreen Resort
Heaven On Earth
6 bedrooms, 13 beds
11–16 Oct
4.96 out of 5 average rating, 56 reviews
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Home in Wintergreen Resort
Breathing Room
5 bedrooms, 6 beds
1–6 Oct
New place to stay
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Guest favourite
Home in Wintergreen Resort
Beautiful Wintergreen! Over 3800 sf.
4 bedrooms, 6 beds
1–6 Oct
4.95 out of 5 average rating, 62 reviews
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Home in Wintergreen Resort
Diamond Hill ski in/out condo @ Wintergreen Resort
2 bedrooms, 4 beds
1–6 Oct
New place to stay
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Top guest favourite
Apartment in Wintergreen Resort
3 BR 3 BA, 2 story condo in Highlands
3 bedrooms, 5 beds
1–6 Oct
4.99 out of 5 average rating, 185 reviews
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Superhost
Flat in Wintergreen Resort
Eagle’s Nest @ Wintergreen
2 bedrooms, 2 queen beds
1–6 Oct
New place to stay
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Superhost
Apartment in Wintergreen Resort
1 bedroom condo, close to hikes & breweries & pool
1 bedroom, 2 beds
25–30 Oct
4.92 out of 5 average rating, 216 reviews
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Guest favourite
Home in Wintergreen Resort
Saltbox at Wintergreen, a Modern Mountain Escape
4 bedrooms, 6 beds
26–31 Oct
4.95 out of 5 average rating, 239 reviews
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Guest favourite
Chalet in Wintergreen Resort
Owl Bnb | Walkable to Slopes | Speakeasy Room
2 bedrooms, 3 beds
1–6 Oct
4.94 out of 5 average rating, 196 reviews
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Guest favourite
Home in Wintergreen Resort
5 min to Ski! MntnView Hot Tub PoolTable MovieRoom
6 bedrooms, 11 beds
1–6 Oct
4.83 out of 5 average rating, 142 reviews
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Superhost
Cabin in Wintergreen Resort
Tales from a Treehouse: Relax, Gather, Explore
4 bedrooms, 5 beds
2–7 Oct
New place to stay
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Top guest favourite
Home in Wintergreen Resort
Summit Serenity - Walk To Slopes and Restaurants
4 bedrooms, 9 beds
24–29 Oct
4.93 out of 5 average rating, 30 reviews
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Top guest favourite
Chalet in Wintergreen Resort
Lux Wellness|Family Fun|Hot Tub Sauna Massage
6 bedrooms, 11 beds
4–9 Oct
5.0 out of 5 average rating, 49 reviews
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Guest favourite
Townhouse in Wintergreen Resort
Wild Ridges - Newly Renovated!
4 bedrooms, 4 beds
1–6 Mar
4.95 out of 5 average rating, 39 reviews
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Guest favourite
Cabin in Wintergreen Resort
Hot Tub & Views | Mid Century Modern Wonder
5 bedrooms, 10 beds
4–9 Oct
4.9 out of 5 average rating, 121 reviews
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Guest favourite
Home in Roseland
Large Mountain Villa in the Center of Wintergreen
4 bedrooms, 7 beds
1–6 Oct
5.0 out of 5 average rating, 42 reviews