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Search results; Over 1,000 homes in Wintergreen Resort

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Top guest favourite
Apartment in Wintergreen Resort
Five Minute Walk to Everything!
2 bedrooms, 5 beds, 2 private bathrooms
31 Oct – 5 Nov
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4.96 out of 5 average rating, 365 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
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
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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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
Cabin in Wintergreen Resort
Blackwood Chalet: Hot Tub + 0.3 mile from Slopes
3 bedrooms, 4 beds, 2 bathrooms
1–6 Oct
4.99 out of 5 average rating, 67 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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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
Apartment in Wintergreen Resort
Ski-In Ski-Out ~ Mtn Views ~ King Suite
2 bedrooms, 2 beds, 2 bathrooms
4–9 Oct
4.95 out of 5 average rating, 180 reviews
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Guest favourite
Apartment in Wintergreen Resort
2 min Walk to Ski: Dogs OK Fireplace Pack n' Play
1 bedroom, 3 beds, 1 bathroom
3–8 Oct
4.97 out of 5 average rating, 29 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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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
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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Chalet in Roseland
Sleepy Bear Chalet
3 bedrooms, 5 beds, 2 bathrooms
25–30 Oct
4.62 out of 5 average rating, 142 reviews
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Guest favourite
Apartment in Roseland
Great location! Steps from dining/ event spaces!
1 bedroom, 2 double beds, 1 bathroom
13–18 Oct
4.91 out of 5 average rating, 34 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, 201 reviews
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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 Wintergreen Resort
Ridge View Retreat
2 bedrooms, 3 beds, 2 bathrooms
1–6 Oct
5.0 out of 5 average rating, 3 reviews
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Guest favourite
Apartment in Wintergreen Resort
Your Cozy Mountain Getaway Awaits
2 bedrooms, 4 beds, 2 bathrooms
1–6 Oct
4.8 out of 5 average rating, 110 reviews