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Search results; Over 1,000 homes in Wintergreen Resort

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Top guest favourite
Flat in Wintergreen Resort
Endless Mountain Top Views from All The Way Up!
2 bedrooms, 3 beds, 2 private bathrooms
25–30 Oct
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4.99 out of 5 average rating, 126 reviews
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Guest favourite
Flat in Wintergreen Resort
Wintergreen Getaway
2 bedrooms, 3 beds, 2 bathrooms
1–6 Oct
4.86 out of 5 average rating, 112 reviews
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Superhost
Apartment in Wintergreen Resort
1 bedroom condo, close to hikes & breweries & pool
1 bedroom, 2 beds, 1 bathroom
25–30 Oct
4.92 out of 5 average rating, 216 reviews
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Top guest favourite
Apartment in Wintergreen Resort
Spacious Ski In Ski Out Condo with Mountain View
2 bedrooms, 5 beds, 2 bathrooms
1–6 Oct
5.0 out of 5 average rating, 43 reviews
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Top guest favourite
Home in Wintergreen Resort
Bear's Mountain Escape
3 bedrooms, 5 beds, 2 bathrooms
1–6 Oct
4.95 out of 5 average rating, 170 reviews
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Guest favourite
Home in Wintergreen Resort
Renovated 4+BR luxury townhome @ the Mountain Top!
4 bedrooms, 7 beds, 3.5 bathrooms
1–6 Oct
4.89 out of 5 average rating, 64 reviews
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Guest favourite
Home in Wintergreen Resort
5 min to Ski! MntnView Hot Tub PoolTable MovieRoom
6 bedrooms, 11 beds, 4 bathrooms
1–6 Oct
4.83 out of 5 average rating, 143 reviews
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Guest favourite
Home in Wintergreen Resort
HGTV Chalet: Walk to Ski Hot Tub EV Charger Grill
5 bedrooms, 8 beds, 4.5 bathrooms
4–9 Oct
4.89 out of 5 average rating, 87 reviews
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Top guest favourite
Home in Wintergreen Resort
Mountain love
3 bedrooms, 6 beds, 3 bathrooms
26–31 Oct
5.0 out of 5 average rating, 22 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
1–6 Oct
4.99 out of 5 average rating, 185 reviews
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Top guest favourite
Home in Wintergreen Resort
Saltbox at Wintergreen, a Modern Mountain Escape
4 bedrooms, 6 beds, 3 bathrooms
26–31 Oct
4.95 out of 5 average rating, 239 reviews
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Guest favourite
Apartment in Wintergreen Resort
Wintergreen! Dog friendly, cozy and comfortable
2 bedrooms, 3 beds, 2 bathrooms
1–6 Oct
4.9 out of 5 average rating, 73 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, 2 bathrooms
1–6 Oct
4.94 out of 5 average rating, 69 reviews
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Apartment in Wintergreen Resort
All-Season Fun! Wintergreen Resort Condo w/ Views
4 bedrooms, 9 beds, 2.5 bathrooms
1–6 Oct
4.81 out of 5 average rating, 16 reviews
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Guest favourite
Apartment in Wintergreen Resort
Cozy Condo on the mountain at Wintergreen!
2 bedrooms, 3 beds, 2 bathrooms
4–9 Oct
4.88 out of 5 average rating, 138 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
1–6 Oct
5.0 out of 5 average rating, 66 reviews
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Guest favourite
Home in Wintergreen Resort
Wintergreen Condo Ski In Ski Out
3 bedrooms, 4 beds, 2 bathrooms
1–6 Oct
4.93 out of 5 average rating, 46 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
12–17 Oct
4.96 out of 5 average rating, 52 reviews
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Guest favourite
Apartment in Wintergreen Resort
Ski-in/out What-a-Mountain View Fireplace King Bed
3 bedrooms, 6 beds, 3 bathrooms
17–22 Oct
4.94 out of 5 average rating, 54 reviews