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Top guest favourite
Apartment in Wintergreen Resort
Panoramic Sunsets Mountain Views Pool $99 Midweek
2 bedrooms, 2 beds, 2 private bathrooms
1–6 Nov
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4.99 out of 5 average rating, 276 reviews
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Superhost
Apartment in Wintergreen Resort
1 bedroom condo, close to hikes & breweries & pool
1 bedroom, 2 beds, 1 bathroom
25–30 Oct
4.92 out of 5 average rating, 216 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 Oct
4.97 out of 5 average rating, 100 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
1–6 Oct
4.99 out of 5 average rating, 67 reviews
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Guest favourite
Apartment in Wintergreen Resort
Wintergreen Condo: Walk to Slopes,Trails & Market!
2 bedrooms, 3 beds, 2 bathrooms
31 Oct – 5 Nov
4.88 out of 5 average rating, 32 reviews
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Guest favourite
Flat in Wintergreen Resort
Wintergreen Getaway
2 bedrooms, 3 beds, 2 bathrooms
1–6 Oct
4.86 out of 5 average rating, 112 reviews
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Guest favourite
Chalet in Wintergreen Resort
2 min to Ski HotTub EV Charger Mountain View DogOK
4 bedrooms, 8 beds, 2.5 bathrooms
1–6 Oct
4.9 out of 5 average rating, 41 reviews
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Guest favourite
Home in Wintergreen Resort
HGTV Chalet: Hot Tub EV Charger Fire Pit Pool
5 bedrooms, 8 beds, 4.5 bathrooms
4–9 Oct
4.89 out of 5 average rating, 87 reviews
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Guest favourite
Apartment in Wintergreen Resort
Cozy Condo on the mountain at Wintergreen!
2 bedrooms, 3 beds, 2 bathrooms
4–9 Oct
4.88 out of 5 average rating, 138 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
1–6 Oct
4.99 out of 5 average rating, 185 reviews
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Apartment in Wintergreen Resort
Ski-in/out Birds Eye View Fireplace DogOK King Bed
3 bedrooms, 4 beds, 3 bathrooms
1–6 Oct
4.84 out of 5 average rating, 177 reviews
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Top guest favourite
Home in Wintergreen Resort
Bear's Mountain Escape
3 bedrooms, 5 beds, 2 bathrooms
1–6 Oct
4.95 out of 5 average rating, 170 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
4–9 Oct
4.95 out of 5 average rating, 180 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
1–6 Oct
4.94 out of 5 average rating, 69 reviews
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Guest favourite
Flat in Wintergreen Resort
Wintergreen Escape | King Bed + Porch Views
1 bedroom, 2 beds, 1 bathroom
5–10 Oct
4.92 out of 5 average rating, 132 reviews
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Guest favourite
Home in Wintergreen Resort
2 min to Ski! Mountain Views Single Level Dogs OK
4 bedrooms, 6 beds, 2 bathrooms
1–6 Oct
4.89 out of 5 average rating, 36 reviews
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Guest favourite
Chalet in Wintergreen Resort
Owl Bnb | Walkable to Slopes | Speakeasy Room
2 bedrooms, 3 beds, 2 bathrooms
1–6 Oct
4.94 out of 5 average rating, 196 reviews
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Top guest favourite
Apartment in Wintergreen Resort
Spacious Ski In Ski Out Condo with Mountain View
2 bedrooms, 5 beds, 2 bathrooms
1–6 Oct
5.0 out of 5 average rating, 43 reviews
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Guest favourite
Flat in Wintergreen Resort
Wintergreen Getaway II
1 bedroom, 1 sofa bed, 2 bathrooms
1–6 Oct
4.95 out of 5 average rating, 20 reviews