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Guest favourite
Apartment in Wintergreen Resort
Happy hour on the 18th Hole
2 bedrooms, 2 beds, 2 bathrooms
19–24 Sept
,
4.85 out of 5 average rating, 67 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
Breathing Room
5 bedrooms, 6 beds, 3.5 bathrooms
18–23 Sept
New place to stay
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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
Photo 1 of 29
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
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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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
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
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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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
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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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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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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Townhouse in Wintergreen Resort
Wintergreen home, ideal location, dogs welcome!
2 bedrooms, 5 beds, 2 bathrooms
4–9 Oct
4.91 out of 5 average rating, 214 reviews
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Top guest favourite
Apartment in Wintergreen Resort
Where the Trail Ends
1 bedroom, 2 beds, 1 bathroom
21–26 Sept
4.93 out of 5 average rating, 257 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
Apartment in Wintergreen Resort
Panoramic Sunsets Mountain Views Pool $99 Midweek
2 bedrooms, 2 king beds, 2 bathrooms
1–6 Nov
4.99 out of 5 average rating, 276 reviews
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Home in Nellysford
Spacious, Modern! Wintergreen Resort Ski Retreat
4 bedrooms, 4 queen beds, 3.5 bathrooms
19–24 Sept
New place to stay
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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
20–25 Sept
5.0 out of 5 average rating, 58 reviews