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Guest favourite
Apartment in Wintergreen Resort
Cozy Condo on the mountain at Wintergreen!
2 bedrooms, 3 beds, 2 private bathrooms
27 Sept – 2 Oct
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4.88 out of 5 average rating, 138 reviews
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Superhost
Flat in Wintergreen Resort
Swoopside Perch: Gather+Relax+Explore w/ Mtn Views
3 bedrooms, 4 beds
2–7 Oct
New place to stay
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Home in Nellysford
Spacious, Modern! Wintergreen Resort Ski Retreat
4 bedrooms, 4 queen beds
18–23 Sept
New place to stay
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Top guest favourite
Home in Wintergreen Resort
Summit Serenity - Walk To Slopes and Restaurants
4 bedrooms, 9 beds
24–29 Oct
4.93 out of 5 average rating, 30 reviews
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Top guest favourite
Chalet in Wintergreen Resort
Mountain Views, Hiking, Ski-Out @ Tyro
4 bedrooms, 9 beds
18–23 Sept
5.0 out of 5 average rating, 92 reviews
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Top guest favourite
Apartment in Wintergreen Resort
3BR condo steps from the slopes and Inn! King Bed!
3 bedrooms, 4 beds
13–18 Oct
5.0 out of 5 average rating, 46 reviews
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Top guest favourite
Home in Wintergreen Resort
Bear's Mountain Escape
3 bedrooms, 5 beds
17–22 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
1–6 Mar
4.95 out of 5 average rating, 39 reviews
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Top guest favourite
Apartment in Wintergreen Resort
Condo with Valley Views!
2 bedrooms, 2 beds
21–26 Sept
4.93 out of 5 average rating, 40 reviews
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Guest favourite
Home in Wintergreen Resort
Saltbox at Wintergreen, a Modern Mountain Escape
4 bedrooms, 6 beds
21–26 Sept
4.95 out of 5 average rating, 239 reviews
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Guest favourite
Home in Wintergreen Resort
Wintergreen Ridgeline Retreat
2 bedrooms, 4 beds
2–7 Nov
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
17–22 Sept
4.99 out of 5 average rating, 185 reviews
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Top guest favourite
Apartment in Wintergreen Resort
Recently updated - views of the Blue Ridge Mtns
2 bedrooms, 4 beds
27 Sept – 2 Oct
4.97 out of 5 average rating, 37 reviews
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Top guest favourite
Chalet in Wintergreen Resort
Lux Wellness|FamilyFun|HotTub Sauna Massge
6 bedrooms, 11 beds
4–9 Oct
5.0 out of 5 average rating, 49 reviews
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Guest favourite
Apartment in Wintergreen Resort
Your Cozy Mountain Getaway Awaits
2 bedrooms, 4 beds
20–25 Sept
4.8 out of 5 average rating, 109 reviews
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Top guest favourite
Chalet in Wintergreen Resort
5 beds/3 BR/2 BA, Chipmunk Chase at Wintergreen
3 bedrooms, 5 beds
17–22 Sept
4.94 out of 5 average rating, 69 reviews
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Guest favourite
Home in Wintergreen Resort
Ski-In & Ski Out at Wintergreen Resort
4 bedrooms, 8 beds
17–22 Sept
5.0 out of 5 average rating, 13 reviews
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Guest favourite
Home in Roseland
Large Mountain Villa in the Center of Wintergreen
4 bedrooms, 7 beds
17–22 Sept
5.0 out of 5 average rating, 42 reviews
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Guest favourite
Chalet in Wintergreen Resort
Owl Bnb | Walkable to Slopes | Speakeasy Room
2 bedrooms, 3 beds
17–22 Sept
4.94 out of 5 average rating, 195 reviews