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Top guest favourite
Apartment in Wintergreen Resort
Wintergreen Mountain Views - Diamond in the Slopes
2 bedrooms, 4 beds, 2 private bathrooms
20–25 Sept
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4.96 out of 5 average rating, 52 reviews
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Superhost
Flat in Wintergreen Resort
Swoopside Perch: Gather+Relax+Explore w/ Mtn Views
3 bedrooms, 4 beds, 2 bathrooms
2–7 Oct
New place to stay
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Top guest favourite
Chalet in Wintergreen Resort
Mountain Views, Hiking, Ski-Out @ Tyro
4 bedrooms, 9 beds, 3.5 bathrooms
19–24 Sept
5.0 out of 5 average rating, 92 reviews
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Guest favourite
Townhouse in Wintergreen Resort
Wild Ridges - Newly Renovated!
4 bedrooms, 4 beds, 3.5 bathrooms
1–6 Mar
4.95 out of 5 average rating, 39 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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Guest favourite
Home in Wintergreen Resort
Wintergreen Ridgeline Retreat
2 bedrooms, 4 beds, 2 bathrooms
2–7 Nov
5.0 out of 5 average rating, 6 reviews
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Home in Wintergreen Resort
Diamond Hill ski in/out condo @ Wintergreen Resort
2 bedrooms, 4 beds, 2 bathrooms
22–27 Sept
New place to stay
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Guest favourite
Home in Wintergreen Resort
Wintergreen Condo Ski In Ski Out
3 bedrooms, 4 beds, 2 bathrooms
18–23 Sept
4.93 out of 5 average rating, 46 reviews
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Guest favourite
Apartment in Wintergreen Resort
Your Cozy Mountain Getaway Awaits
2 bedrooms, 4 beds, 2 bathrooms
20–25 Sept
4.8 out of 5 average rating, 109 reviews
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Guest favourite
Home in Wintergreen Resort
Mountain View | Hot tub | Sleeps 14
5 bedrooms, 11 beds, 4.5 bathrooms
20–25 Sept
5.0 out of 5 average rating, 22 reviews
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Guest favourite
Home in Wintergreen Resort
Luxe 6BR • Theater, 2xGameRoom, Karaoke, Sleeps 22
6 bedrooms, 13 beds, 5.5 bathrooms
20–25 Sept
4.96 out of 5 average rating, 23 reviews
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Top guest favourite
Home in Wintergreen Resort
Premiere 2 BR Getaway Ski In/Out Wintergreen Condo
2 bedrooms, 5 beds, 2 bathrooms
20–25 Sept
4.98 out of 5 average rating, 45 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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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
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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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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Top guest favourite
Apartment in Wintergreen Resort
Recently updated - views of the Blue Ridge Mtns
2 bedrooms, 4 beds, 2 bathrooms
27 Sept – 2 Oct
4.97 out of 5 average rating, 37 reviews
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Guest favourite
Home in Wintergreen Resort
Beautiful Wintergreen! Over 3800 sf.
4 bedrooms, 6 beds, 5.5 bathrooms
20–25 Sept
4.95 out of 5 average rating, 62 reviews
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Top guest favourite
Chalet in Wintergreen Resort
Lux Wellness|Family Fun|Hot Tub Sauna Massage
6 bedrooms, 11 beds, 4 bathrooms
4–9 Oct
5.0 out of 5 average rating, 49 reviews