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Top guest favourite
Apartment in Wintergreen Resort
Luxury Condo in the Sky! Finest in Wintergreen!
2 bedrooms, 4 beds, 2 private bathrooms
28 Sept – 3 Oct
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4.98 out of 5 average rating, 133 reviews
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Home in Nellysford
Spacious, Modern! Wintergreen Resort Ski Retreat
4 bedrooms, 4 queen beds, 3.5 bathrooms
17–22 Sept
New place to stay
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Superhost
Flat in Wintergreen Resort
Swoopside Perch: Gather+Relax+Explore w/ Mtn Views
3 bedrooms, 4 beds, 2 bathrooms
2–7 Oct
New place to stay
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Home in Wintergreen Resort
Breathing Room
5 bedrooms, 6 beds, 3.5 bathrooms
17–22 Sept
New place to stay
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Top guest favourite
Chalet in Wintergreen Resort
Mountain Views, Hiking, Ski-Out @ Tyro
4 bedrooms, 9 beds, 3.5 bathrooms
17–22 Sept
5.0 out of 5 average rating, 91 reviews
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Top guest favourite
Home in Wintergreen Resort
Summit Serenity - Walk To Slopes and Restaurants
4 bedrooms, 9 beds, 3 bathrooms
24–29 Oct
4.93 out of 5 average rating, 30 reviews
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Guest favourite
Townhouse in Wintergreen Resort
Wild Ridges - Newly Renovated!
4 bedrooms, 4 beds, 3.5 bathrooms
1–6 Mar
4.95 out of 5 average rating, 39 reviews
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Top guest favourite
Home in Wintergreen Resort
Bear's Mountain Escape
3 bedrooms, 5 beds, 2 bathrooms
17–22 Sept
4.95 out of 5 average rating, 170 reviews
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Top guest favourite
Apartment in Wintergreen Resort
3BR condo steps from the slopes and Inn! King Bed!
3 bedrooms, 4 beds, 2 bathrooms
13–18 Oct
5.0 out of 5 average rating, 46 reviews
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Guest favourite
Home in Wintergreen Resort
Wintergreen Ridgeline Retreat
2 bedrooms, 4 beds, 2 bathrooms
2–7 Nov
5.0 out of 5 average rating, 6 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
17–22 Sept
4.99 out of 5 average rating, 185 reviews
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Top guest favourite
Apartment in Wintergreen Resort
Condo with Valley Views!
2 bedrooms, 2 beds, 2 bathrooms
21–26 Sept
4.93 out of 5 average rating, 40 reviews
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Guest favourite
Home in Wintergreen Resort
Saltbox at Wintergreen, a Modern Mountain Escape
4 bedrooms, 6 beds, 3 bathrooms
21–26 Sept
4.95 out of 5 average rating, 239 reviews
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Guest favourite
Apartment in Wintergreen Resort
Your Cozy Mountain Getaway Awaits
2 bedrooms, 4 beds, 2 bathrooms
20–25 Sept
4.8 out of 5 average rating, 109 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
17–22 Sept
4.94 out of 5 average rating, 69 reviews
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Top guest favourite
Chalet in Wintergreen Resort
Lux Wellness|FamilyFun|HotTub Sauna Massge
6 bedrooms, 11 beds, 4 bathrooms
4–9 Oct
5.0 out of 5 average rating, 49 reviews
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Guest favourite
Chalet in Wintergreen Resort
Owl Bnb | Walkable to Slopes | Speakeasy Room
2 bedrooms, 3 beds, 2 bathrooms
17–22 Sept
4.94 out of 5 average rating, 195 reviews
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Top guest favourite
Home in Wintergreen Resort
Perfect House
2 bedrooms, 4 beds, 2 bathrooms
26–31 Oct
4.98 out of 5 average rating, 48 reviews
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Home in Wintergreen Resort
Creature Comforts
2 bedrooms, 2 beds, 2.5 bathrooms
17–22 Sept
New place to stay