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Apartment in Wintergreen Resort
Cozy 1-bedroom Condo with Fireplace Near Ski Slope
1 bedroom, 1 bed, 1 private bathroom
4–9 Oct
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4.75 out of 5 average rating, 102 reviews
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Superhost
Cabin in Wintergreen Resort
Tales from a Treehouse: Relax, Gather, Explore
4 bedrooms, 5 beds, 3 bathrooms
2–7 Oct
New place to stay
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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
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
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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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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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
Bear's Mountain Escape
3 bedrooms, 5 beds, 2 bathrooms
27 Sept – 2 Oct
4.95 out of 5 average rating, 170 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
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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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
20–25 Sept
4.99 out of 5 average rating, 185 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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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
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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Guest favourite
Home in Roseland
Large Mountain Villa in the Center of Wintergreen
4 bedrooms, 7 beds, 5.5 bathrooms
20–25 Sept
5.0 out of 5 average rating, 42 reviews
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Top guest favourite
Apartment in Wintergreen Resort
WonderfulViews/FallFoliage/Hiking/SpaciousCondo
3 bedrooms, 4 beds, 2 bathrooms
20–25 Sept
4.98 out of 5 average rating, 55 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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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