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Guest favourite
Apartment in Wintergreen Resort
Cozy Comfort with a View - Wintergreen Resort
2 bedrooms, 2 beds, 2 private bathrooms
21–26 Sept
,
4.91 out of 5 average rating, 167 reviews
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Guest favourite
Chalet in Wintergreen Resort
Owl Bnb | Walkable to Slopes | Speakeasy Room
2 bedrooms, 3 beds, 2 bathrooms
27 Sept – 2 Oct
4.94 out of 5 average rating, 196 reviews
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Superhost
Cabin in Wintergreen Resort
Tales from a Treehouse: Relax, Gather, Explore
4 bedrooms, 5 beds, 3 bathrooms
1–6 Oct
New place to stay
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Superhost
Apartment in Wintergreen Resort
1 bedroom condo, close to hikes & breweries & pool
1 bedroom, 2 beds, 1 bathroom
20–25 Sept
4.92 out of 5 average rating, 216 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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Guest favourite
Apartment in Wintergreen Resort
Your Cozy Mountain Getaway Awaits
2 bedrooms, 4 beds, 2 bathrooms
22–27 Sept
4.8 out of 5 average rating, 109 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
20–25 Sept
4.99 out of 5 average rating, 185 reviews
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Home in Wintergreen Resort
Breathing Room
5 bedrooms, 6 beds, 3.5 bathrooms
20–25 Sept
New place to stay
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Top guest favourite
Home in Wintergreen Resort
Close to hiking! | King Beds | Fireplace | Hot Tub
2 bedrooms, 2 king beds, 2.5 bathrooms
29 Oct – 3 Nov
4.99 out of 5 average rating, 181 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
Home in Wintergreen Resort
Wintergreen Condo Ski In Ski Out
3 bedrooms, 4 beds, 2 bathrooms
20–25 Sept
4.93 out of 5 average rating, 46 reviews
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Guest favourite
Home in Nellysford
Charming Wintergreen resort home
4 bedrooms, 4 beds, 3 bathrooms
25–30 Sept
4.88 out of 5 average rating, 33 reviews
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Home in Wintergreen Resort
Creature Comforts
2 bedrooms, 2 beds, 2.5 bathrooms
20–25 Sept
New place to stay
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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, 112 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
Mountaintop Home, Walk to Lifts
3 bedrooms, 2 bunk beds, 2 bathrooms
20–25 Sept
4.84 out of 5 average rating, 67 reviews
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Superhost
Flat in Wintergreen Resort
Eagle’s Nest @ Wintergreen
2 bedrooms, 2 queen beds, 2 bathrooms
20–25 Sept
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
27 Sept – 2 Oct
5.0 out of 5 average rating, 92 reviews
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Guest favourite
Apartment in Wintergreen Resort
Ski-in/Ski-out Wintergreen Highlands Condo -Views!
2 bedrooms, 4 beds, 2 bathrooms
15–20 Nov
4.95 out of 5 average rating, 200 reviews