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Search results; 992 homes in Wintergreen

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Guest favourite
Apartment in Wintergreen Resort
Wintergreen Best location,Arcades,king bed,2 room
2 bedrooms, 5 beds, 2 private bathrooms
18–23 Oct
,
4.81 out of 5 average rating, 81 reviews
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Guest favourite
Apartment in Wintergreen Resort
Ski-In Ski-Out ~ Mtn Views ~ King Suite
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 II
1 sofa bed
20–25 Sept
4.95 out of 5 average rating, 20 reviews
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Top guest favourite
Home in Wintergreen Resort
Best Blue Ridge Views at Sunrise over Wintergreen
1 king bed
30 Nov – 5 Dec
5.0 out of 5 average rating, 38 reviews
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Guest favourite
Chalet in Wintergreen Resort
Owl Bnb | Walkable to Slopes | Speakeasy Room
3 beds
20–25 Sept
4.94 out of 5 average rating, 195 reviews
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Top guest favourite
Home in Wintergreen Resort
Wintergreen 5BR w/ Hot Tub, Sauna. Walk to slopes!
8 beds
20–25 Sept
5.0 out of 5 average rating, 9 reviews
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Top guest favourite
Home in Wintergreen Resort
Bear's Mountain Escape
5 beds
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
5 beds
18–23 Sept
4.99 out of 5 average rating, 185 reviews
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Superhost
Apartment in Wintergreen Resort
1 bedroom condo, close to hikes & breweries & pool
2 beds
25–30 Oct
4.92 out of 5 average rating, 216 reviews
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Guest favourite
Apartment in Wintergreen Resort
Ski-in/Ski-out Wintergreen Highlands Condo -Views!
4 beds
18–23 Sept
4.95 out of 5 average rating, 200 reviews
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Guest favourite
Apartment in Roseland
Great location! Steps from dining/ event spaces!
2 double beds
21–26 Sept
4.91 out of 5 average rating, 34 reviews
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Guest favourite
Home in Wintergreen Resort
Mountain View | Hot tub | Sleeps 14
11 beds
20–25 Sept
5.0 out of 5 average rating, 22 reviews
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Top guest favourite
Home in Wintergreen Resort
Close to hiking! | King Beds | Fireplace | Hot Tub
2 king beds
29 Oct – 3 Nov
4.99 out of 5 average rating, 181 reviews
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Top guest favourite
Flat in Wintergreen Resort
*NEW* Fully Renovated Slopeside Condo
4 beds
19–24 Sept
5.0 out of 5 average rating, 14 reviews
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Top guest favourite
Townhouse in Wintergreen Resort
Beary Lazy - 4 beds and 2 sleeping sofas!
4 beds
18–23 Sept
5.0 out of 5 average rating, 66 reviews
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Top guest favourite
Home in Wintergreen Resort
Mountaintop Home, Walk to Lifts
2 bunk beds
18–23 Sept
4.84 out of 5 average rating, 67 reviews
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Top guest favourite
Apartment in Wintergreen Resort
Five Minute Walk to Everything!
5 beds
20–25 Sept
4.96 out of 5 average rating, 365 reviews
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Guest favourite
Apartment in Wintergreen Resort
Firefly on The Ridge: Mountain + Ski Slope Views
2 king beds
20–25 Sept
5.0 out of 5 average rating, 19 reviews
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Top guest favourite
Home in Wintergreen Resort
Perfect House
4 beds
26–31 Oct
4.98 out of 5 average rating, 48 reviews