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Top guest favourite
Home in Wintergreen Resort
Hottub Ski InOut Renovated Chalet Lower Tyro Slope
3 bedrooms, 7 beds, 2 private bathrooms
20–25 Sept
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4.97 out of 5 average rating, 238 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
20–25 Sept
4.95 out of 5 average rating, 180 reviews
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Top guest favourite
Home in Wintergreen Resort
Bear's Mountain Escape
3 bedrooms, 5 beds, 2 bathrooms
18–23 Sept
4.95 out of 5 average rating, 170 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
18–23 Sept
4.99 out of 5 average rating, 185 reviews
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Top guest favourite
Home in Wintergreen Resort
Mountaintop Home, Walk to Lifts
3 bedrooms, 2 bunk beds, 2 bathrooms
18–23 Sept
4.84 out of 5 average rating, 67 reviews
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Top guest favourite
Apartment in Wintergreen Resort
WonderfulViews/FallFoliage/Hiking/SpaciousCondo
3 bedrooms, 4 beds, 2 bathrooms
18–23 Sept
4.98 out of 5 average rating, 54 reviews
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Townhouse in Wintergreen Resort
Wintergreen home, ideal location, dogs welcome!
2 bedrooms, 5 beds, 2 bathrooms
4–9 Oct
4.91 out of 5 average rating, 214 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
18–23 Sept
4.94 out of 5 average rating, 69 reviews
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Guest favourite
Flat in Wintergreen Resort
Wintergreen Getaway
2 bedrooms, 3 beds, 2 bathrooms
22–27 Sept
4.86 out of 5 average rating, 111 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
18–23 Sept
5.0 out of 5 average rating, 43 reviews
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Guest favourite
Apartment in Roseland
Great location! Steps from dining/ event spaces!
1 bedroom, 2 double beds, 1 bathroom
21–26 Sept
4.91 out of 5 average rating, 34 reviews
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Superhost
Apartment in Wintergreen Resort
Tips Up: Cozy Slopeside Retreat w/ Fireplace
1 bedroom, 2 beds, 1 bathroom
18–23 Sept
4.88 out of 5 average rating, 225 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
18–23 Sept
4.91 out of 5 average rating, 85 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
26 Sept – 1 Oct
4.84 out of 5 average rating, 176 reviews
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Guest favourite
Apartment in Wintergreen Resort
BlueRidge Getaway- Dog Friendly
3 bedrooms, 6 beds, 3 bathrooms
20–25 Sept
4.93 out of 5 average rating, 199 reviews
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Top guest favourite
Apartment in Wintergreen Resort
Extremely private, 2-min drive to skiing/hiking
2 bedrooms, 4 beds, 2 bathrooms
26–31 Oct
4.97 out of 5 average rating, 182 reviews
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Top guest favourite
Flat in Rockfish
Blue Ridge Bliss - For family & friends to enjoy!
2 bedrooms, 3 beds, 2 bathrooms
24–29 Sept
4.98 out of 5 average rating, 232 reviews
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Top guest favourite
Apartment in Wintergreen Resort
Eight Minute Walk to Everything
1 bedroom, 1 queen bed, 1 bathroom
25–30 Oct
4.95 out of 5 average rating, 255 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