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Top guest favourite
Apartment in Wintergreen Resort
Extremely private, 2-min drive to skiing/hiking
2 bedrooms, 4 beds, 2 private bathrooms
12–17 Oct
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4.97 out of 5 average rating, 182 reviews
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Top guest favourite
Home in Wintergreen Resort
Luxury home Game room Sauna, Hot Tub, Pets Welcome
4 bedrooms, 12 beds, 3.5 bathrooms
15–20 Sept
4.97 out of 5 average rating, 36 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
20–25 Sept
4.96 out of 5 average rating, 52 reviews
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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
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Home in Wintergreen Resort
Sunset Views, Hot Tub, and Firepit in Wintergreen!
5 bedrooms, 6 beds, 3.5 bathrooms
27 Sept – 2 Oct
5.0 out of 5 average rating, 4 reviews
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Guest favourite
Home in Wintergreen Resort
Designer Home w/ Incredible Views, Sleeps 16
6 bedrooms, 9 beds, 3.5 bathrooms
11–16 Oct
4.94 out of 5 average rating, 108 reviews
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Guest favourite
Home in Wintergreen Resort
Luxury|Hot Tub|Sauna|Cold Plunge|Game Room|Views
6 bedrooms, 12 beds, 4.5 bathrooms
21–26 Sept
4.97 out of 5 average rating, 63 reviews
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Guest favourite
Cabin in Wintergreen Resort
Hot Tub & Views | Mid Century Modern Wonder
5 bedrooms, 10 beds, 4.5 bathrooms
4–9 Oct
4.9 out of 5 average rating, 120 reviews
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Top guest favourite
Chalet in Wintergreen Resort
Cozy Cabin+Walk to Ski *Hot Tub* Mtn Vibe
3 bedrooms, 6 beds, 2.5 bathrooms
15–20 Sept
4.92 out of 5 average rating, 130 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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Guest favourite
Home in Wintergreen Resort
Family Chalet · 3 Levels · Hot Tub, Sauna, Game Rm
6 bedrooms, 10 beds, 4 bathrooms
21–26 Sept
4.96 out of 5 average rating, 51 reviews
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Top guest favourite
Home in Wintergreen Resort
Wintergreen 5BR | Hot Tub | Sauna | Firepit
5 bedrooms, 7 beds, 3.5 bathrooms
15–20 Sept
4.98 out of 5 average rating, 47 reviews
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Top guest favourite
Home in Wintergreen Resort
Cliffs Edge - It’s Pumpkin Spice Time!
3 bedrooms, 4 beds, 3 bathrooms
20–25 Sept
4.97 out of 5 average rating, 130 reviews
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Guest favourite
Home in Wintergreen Resort
Mountain Views in Wintergreen
5 bedrooms, 10 beds, 3.5 bathrooms
15–20 Sept
4.91 out of 5 average rating, 11 reviews
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Guest favourite
Townhouse in Wintergreen Resort
4BR (3 KING)+ Shuffleboard + Hot Tub + EV Outlet
4 bedrooms, 7 beds, 3.5 bathrooms
15–20 Sept
4.92 out of 5 average rating, 102 reviews
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Top guest favourite
Apartment in Wintergreen Resort
Condo with Valley Views!
2 bedrooms, 2 beds, 2 bathrooms
21–26 Sept
4.93 out of 5 average rating, 40 reviews
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Guest favourite
Home in Wintergreen Resort
Ski-In & Ski Out at Wintergreen Resort
4 bedrooms, 8 beds, 4.5 bathrooms
15–20 Sept
5.0 out of 5 average rating, 13 reviews
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Top guest favourite
Home in Wintergreen Resort
Wintergreen Luxury, Breathtaking Views
6 bedrooms, 7 beds, 4.5 bathrooms
4–9 Oct
5.0 out of 5 average rating, 49 reviews
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Guest favourite
Home in Wintergreen Resort
Amazing Views | Hot Tub | 15 mins to Wineries
4 bedrooms, 9 beds, 3 bathrooms
27 Sept – 2 Oct
4.96 out of 5 average rating, 51 reviews