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Top guest favourite
Apartment in Wintergreen Resort
Five Minute Walk to Everything!
2 bedrooms, 5 beds, 2 private bathrooms
20–25 Sept
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4.96 out of 5 average rating, 365 reviews
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Superhost
Apartment in Wintergreen Resort
1 bedroom condo, close to hikes & breweries & pool
1 bedroom, 2 beds
20–25 Sept
4.92 out of 5 average rating, 216 reviews
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Guest favourite
Apartment in Wintergreen Resort
Ski-In Ski-Out ~ Mtn Views ~ King Suite
2 bedrooms, 2 beds
20–25 Sept
4.95 out of 5 average rating, 180 reviews
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Guest favourite
Flat in Wintergreen Resort
Wintergreen Getaway
2 bedrooms, 3 beds
22–27 Sept
4.86 out of 5 average rating, 112 reviews
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Top guest favourite
Home in Wintergreen Resort
Mountaintop Home, Walk to Lifts
3 bedrooms, 2 bunk beds
20–25 Sept
4.84 out of 5 average rating, 67 reviews
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Apartment in Wintergreen Resort
Ski-in/out Birds Eye View Fireplace DogOK King Bed
3 bedrooms, 4 beds
26 Sept – 1 Oct
4.84 out of 5 average rating, 177 reviews
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Guest favourite
Apartment in Wintergreen Resort
Wintergreen Condo: Walk to Slopes,Trails & Market!
2 bedrooms, 3 beds
31 Oct – 5 Nov
4.87 out of 5 average rating, 30 reviews
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Guest favourite
Chalet in Wintergreen Resort
Owl Bnb | Walkable to Slopes | Speakeasy Room
2 bedrooms, 3 beds
27 Sept – 2 Oct
4.94 out of 5 average rating, 196 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
20–25 Sept
4.99 out of 5 average rating, 67 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
20–25 Sept
4.99 out of 5 average rating, 185 reviews
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Guest favourite
Apartment in Wintergreen Resort
BlueRidge Getaway- Dog Friendly
3 bedrooms, 6 beds
20–25 Sept
4.93 out of 5 average rating, 199 reviews
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Top guest favourite
Townhouse in Wintergreen Resort
Beary Lazy - 4 beds and 2 sleeping sofas!
2 bedrooms, 4 beds
20–25 Sept
5.0 out of 5 average rating, 66 reviews
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Guest favourite
Apartment in Wintergreen Resort
Ski-in/Ski-out Wintergreen Highlands Condo -Views!
2 bedrooms, 4 beds
15–20 Nov
4.95 out of 5 average rating, 200 reviews
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Top guest favourite
Apartment in Wintergreen Resort
Where the Trail Ends
1 bedroom, 2 beds
20–25 Sept
4.93 out of 5 average rating, 257 reviews
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Top guest favourite
Apartment in Wintergreen Resort
Panoramic Sunsets Mountain Views Pool $99 Midweek
2 bedrooms, 2 king beds
1–6 Nov
4.99 out of 5 average rating, 276 reviews
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Top guest favourite
Home in Wintergreen Resort
Bear's Mountain Escape
3 bedrooms, 5 beds
27 Sept – 2 Oct
4.95 out of 5 average rating, 170 reviews
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Top guest favourite
Apartment in Wintergreen Resort
Wintergreen Mountain Views - Diamond in the Slopes
2 bedrooms, 4 beds
20–25 Sept
4.96 out of 5 average rating, 52 reviews
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Superhost
Apartment in Wintergreen Resort
Tips Up: Cozy Slopeside Retreat w/ Fireplace
1 bedroom, 2 beds
20–25 Sept
4.88 out of 5 average rating, 225 reviews
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Guest favourite
Flat in Wintergreen Resort
Wintergreen Escape | King Bed + Porch Views
1 bedroom, 2 beds
20–25 Sept
4.92 out of 5 average rating, 132 reviews