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Top guest favourite
Apartment in Wintergreen Resort
Extremely private, 2-min drive to skiing/hiking
2 bedrooms, 4 beds, 2 private bathrooms
26–31 Oct
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4.97 out of 5 average rating, 182 reviews
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Guest favourite
Apartment in Wintergreen Resort
Your Cozy Mountain Getaway Awaits
2 bedrooms, 4 beds, 2 bathrooms
21–26 Sept
4.8 out of 5 average rating, 109 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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Top guest favourite
Apartment in Wintergreen Resort
3 BR 3 BA, 2 story condo in Highlands
3 bedrooms, 5 beds, 3 bathrooms
19–24 Sept
4.99 out of 5 average rating, 185 reviews
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Top guest favourite
Home in Wintergreen Resort
Best Blue Ridge Views at Sunrise over Wintergreen
1 bedroom, 1 king bed, 1 bathroom
30 Nov – 5 Dec
5.0 out of 5 average rating, 39 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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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
Apartment in Wintergreen Resort
Panoramic Sunsets Mountain Views Pool $99 Midweek
2 bedrooms, 2 king beds, 2 bathrooms
1–6 Nov
4.99 out of 5 average rating, 276 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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Apartment in Wintergreen Resort
2BR/2BA + Bonus Kids Rm. Walk to Slopes + Village
2 bedrooms, 6 beds, 2 bathrooms
21–26 Sept
5.0 out of 5 average rating, 3 reviews
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Top guest favourite
Flat in Wintergreen Resort
little mountain haven. True ski-in Ski out
1 bedroom, 1 king bed, 1 bathroom
20–25 Sept
4.95 out of 5 average rating, 22 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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Home in Wintergreen Resort
Breathing Room
5 bedrooms, 6 beds, 3.5 bathrooms
19–24 Sept
New place to stay
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Top guest favourite
Home in Wintergreen Resort
Cliffs Edge - It’s Pumpkin Spice Time!
3 bedrooms, 4 beds, 3 bathrooms
20–25 Sept
4.97 out of 5 average rating, 130 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
Holiday home in Lovingston
Ultimate cabin in the mountains
2 bedrooms, 3 beds, 1 bathroom
20–25 Sept
4.96 out of 5 average rating, 279 reviews
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Top guest favourite
Home in Wintergreen Resort
Bear's Mountain Escape
3 bedrooms, 5 beds, 2 bathrooms
19–24 Sept
4.95 out of 5 average rating, 170 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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Top guest favourite
Home in Wintergreen Resort
Top of the Mountain Hideaway with Hot Tub!
3 bedrooms, 6 beds, 3 bathrooms
20–25 Sept
5.0 out of 5 average rating, 58 reviews