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Photo 1 of 29
Top guest favourite
Apartment in Wintergreen Resort
Panoramic Sunsets Mountain Views Pool $99 Midweek
2 bedrooms, 2 beds, 2 private bathrooms
1–6 Nov
,
4.99 out of 5 average rating, 276 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
16–21 Sept
4.99 out of 5 average rating, 185 reviews
Photo 1 of 29
Top guest favourite
Home in Wintergreen Resort
Mid-Century Escape • Sleeps 10 • Breweries
4 bedrooms, 6 beds, 2 bathrooms
21–26 Sept
4.92 out of 5 average rating, 49 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
16–21 Sept
4.97 out of 5 average rating, 36 reviews
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Top guest favourite
Home in Wintergreen Resort
Hottub Ski InOut Renovated Chalet Lower Tyro Slope
3 bedrooms, 7 beds, 2 bathrooms
20–25 Sept
4.97 out of 5 average rating, 238 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
Photo 1 of 29
Top guest favourite
Chalet in Wintergreen Resort
Cozy Cabin+Walk to Ski *Hot Tub* Mtn Vibe
3 bedrooms, 6 beds, 2.5 bathrooms
16–21 Sept
4.92 out of 5 average rating, 130 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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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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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
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
Photo 1 of 29
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
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
Flat in Wintergreen Resort
Fantasticviews/FallFoliage/PupFriendly!
2 bedrooms, 3 beds, 1 bathroom
16–21 Sept
4.92 out of 5 average rating, 13 reviews
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Top guest favourite
Home in Wintergreen Resort
Bear's Mountain Escape
3 bedrooms, 5 beds, 2 bathrooms
16–21 Sept
4.95 out of 5 average rating, 170 reviews
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Guest favourite
Home in Wintergreen Resort
Mountain Views in Wintergreen
5 bedrooms, 10 beds, 3.5 bathrooms
16–21 Sept
4.91 out of 5 average rating, 11 reviews
Photo 1 of 29
Top guest favourite
Home in Wintergreen Resort
Wintergreen 5BR | Hot Tub | Sauna | Firepit
5 bedrooms, 7 beds, 3.5 bathrooms
16–21 Sept
4.98 out of 5 average rating, 47 reviews