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Search results; Over 1,000 homes in Wintergreen Resort

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Top guest favourite
Apartment in Wintergreen Resort
3 Ridges 3 min walk to slopes,besides inn,King bed
1 bedroom, 2 beds, 1 private bathroom
1–6 Oct
,
5.0 out of 5 average rating, 29 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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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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Guest favourite
Home in Wintergreen Resort
5 min to Ski! MntnView Hot Tub PoolTable MovieRoom
6 bedrooms, 11 beds, 4 bathrooms
3–8 Oct
4.83 out of 5 average rating, 143 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
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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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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Flat in Nellysford
Luna azul
2 bedrooms, 2 beds, 1 bathroom
4–9 Oct
New place to stay
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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 Oct
4.91 out of 5 average rating, 85 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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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
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
Photo 1 of 29
Top guest favourite
Home in Wintergreen Resort
Ridge Retreat @ Wintergreen!
5 bedrooms, 6 beds, 4 bathrooms
1–6 Oct
5.0 out of 5 average rating, 43 reviews
Photo 1 of 29
Top guest favourite
Home in Wintergreen Resort
Mid-Century Modern • Game Room • Hot Tub
4 bedrooms, 6 beds, 2 bathrooms
4–9 Oct
4.92 out of 5 average rating, 49 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
Chalet in Wintergreen Resort
Mountain Views, Hiking, Ski-Out @ Tyro
4 bedrooms, 9 beds, 3.5 bathrooms
19–24 Oct
5.0 out of 5 average rating, 92 reviews
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Guest favourite
Apartment in Wintergreen Resort
Dobie Views in the Mountains
2 bedrooms, 3 beds, 2 bathrooms
2–7 Oct
4.89 out of 5 average rating, 82 reviews
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Guest favourite
Flat in Wintergreen Resort
Eagles Court Ski In/Out Condo
2 bedrooms, 3 beds, 1.5 bathrooms
1–6 Oct
4.92 out of 5 average rating, 13 reviews