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Guest favourite
Apartment in Wintergreen Resort
Overlook 180 degree views w/Peloton!
2 bedrooms, 2 beds, 2 private bathrooms
15–20 Sept
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4.88 out of 5 average rating, 57 reviews
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Top guest favourite
Chalet in Wintergreen Resort
Cozy Cabin+Walk to Ski *Hot Tub* Mtn Vibe
3 bedrooms, 6 beds, 2.5 bathrooms
1–6 Sept
4.92 out of 5 average rating, 130 reviews
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Top guest favourite
Apartment in Wintergreen Resort
Wintergreen Mountain Views - Diamond in the Slopes
2 bedrooms, 4 beds, 2 bathrooms
6–11 Sept
4.96 out of 5 average rating, 52 reviews
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Guest favourite
Cabin in Wintergreen Resort
Hot Tub & Views | Mid Century Modern Wonder
5 bedrooms, 10 beds, 4.5 bathrooms
1–6 Sept
4.91 out of 5 average rating, 118 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
1–6 Sept
5.0 out of 5 average rating, 91 reviews
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Superhost
Apartment in Wintergreen Resort
1 bedroom condo, close to hikes & breweries & pool
1 bedroom, 2 beds, 1 bathroom
7–12 Sept
4.92 out of 5 average rating, 216 reviews
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Top guest favourite
Home in Wintergreen Resort
Top of the Mountain Hideaway with Hot Tub!
3 bedrooms, 6 beds, 3 bathrooms
1–6 Sept
5.0 out of 5 average rating, 58 reviews
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Guest favourite
Townhouse in Wintergreen Resort
Cozy condo with loft. Walk to Wintergreen resort!
3 bedrooms, 6 beds, 2 bathrooms
1–6 Sept
4.91 out of 5 average rating, 85 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
21–26 Sept
4.98 out of 5 average rating, 229 reviews
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Guest favourite
Home in Wintergreen Resort
Ski-In & Ski Out at Wintergreen Resort
4 bedrooms, 8 beds, 4.5 bathrooms
1–6 Sept
5.0 out of 5 average rating, 12 reviews
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Top guest favourite
Apartment in Wintergreen Resort
Where the Trail Ends
1 bedroom, 2 beds, 1 bathroom
8–13 Sept
4.93 out of 5 average rating, 255 reviews
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Guest favourite
Flat in Wintergreen Resort
Wintergreen Escape | King Bed + Porch Views
1 bedroom, 2 beds, 1 bathroom
7–12 Sept
4.92 out of 5 average rating, 132 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
6–11 Sept
4.98 out of 5 average rating, 45 reviews
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Top guest favourite
Townhouse in Wintergreen Resort
Beary Lazy - 4 beds and 2 sleeping sofas!
2 bedrooms, 4 beds, 2.5 bathrooms
7–12 Sept
5.0 out of 5 average rating, 66 reviews
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Superhost
Townhouse in Wintergreen Resort
Stylish Retreat Near Trails & Tastings
3 bedrooms, 6 beds, 2 bathrooms
7–12 Sept
5.0 out of 5 average rating, 15 reviews
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Guest favourite
Apartment in Wintergreen Resort
Fox Paw | Walk to Slopes & Village at Wintergreen
2 bedrooms, 2 queen beds, 2 bathrooms
7–12 Sept
5.0 out of 5 average rating, 6 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
7–12 Sept
4.99 out of 5 average rating, 185 reviews
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Guest favourite
Home in Wintergreen Resort
Luxury|Hot Tub|Sauna|Cold Plunge|Game Room|Views
6 bedrooms, 12 beds, 4.5 bathrooms
21–26 Sept
4.97 out of 5 average rating, 62 reviews
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Guest favourite
Flat in Wintergreen Resort
Fantastic views/FallFoliage/PupFriendly!
2 bedrooms, 3 beds, 1 bathroom
4–9 Sept
4.92 out of 5 average rating, 13 reviews