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Guest favourite
Chalet in Wintergreen Resort
Mountain Family Lodge • Hot Tub • Sleeps 16+
5 bedrooms, 10 beds, 4.5 private bathrooms
20–25 Sept
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4.98 out of 5 average rating, 47 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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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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Guest favourite
Townhouse in Wintergreen Resort
King Bed Pool Tennis Golf Hiking DogOK Pack n Play
3 bedrooms, 4 beds, 2 bathrooms
4–9 Oct
4.92 out of 5 average rating, 84 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
16–21 Sept
4.99 out of 5 average rating, 185 reviews
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Top guest favourite
Home in Wintergreen Resort
Bear's Mountain Escape
3 bedrooms, 5 beds, 2 bathrooms
16–21 Sept
4.95 out of 5 average rating, 170 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
WonderfulViews/FallFoliage/Hiking/SpaciousCondo
3 bedrooms, 4 beds, 2 bathrooms
16–21 Sept
4.98 out of 5 average rating, 54 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
16–21 Sept
5.0 out of 5 average rating, 43 reviews
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Top guest favourite
Flat in Wintergreen Resort
Cozy Wintergreen Retreat | Fireplace + Pool
2 bedrooms, 4 beds, 2 bathrooms
20–25 Sept
4.97 out of 5 average rating, 35 reviews
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Top guest favourite
Apartment in Wintergreen Resort
Eight Minute Walk to Everything
1 bedroom, 1 queen bed, 1 bathroom
18–23 Sept
4.95 out of 5 average rating, 255 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
4.87 out of 5 average rating, 30 reviews
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Top guest favourite
Apartment in Wintergreen Resort
Ski- In/Ski-Out Comfy Condo
1 bedroom, 2 beds, 1 bathroom
17–22 Sept
5.0 out of 5 average rating, 21 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
16–21 Sept
4.94 out of 5 average rating, 69 reviews
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Guest favourite
Home in Wintergreen Resort
Hot Tub Valley View Pool Tennis Dogs OK EV Charger
3 bedrooms, 7 beds, 3 bathrooms
16–21 Sept
4.98 out of 5 average rating, 88 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
12–17 Oct
4.97 out of 5 average rating, 182 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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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
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