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Top guest favourite
Cottage in Wintergreen Resort
Cozy 3BR/2BR+Fire table+Foosball
3 bedrooms, 5 beds, 2 private bathrooms
4–9 Oct
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5.0 out of 5 average rating, 82 reviews
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Superhost
Apartment in Wintergreen Resort
1 bedroom condo, close to hikes & breweries & pool
1 bedroom, 2 beds, 1 bathroom
7–12 Sept
4.92 out of 5 average rating, 216 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
6–11 Sept
4.96 out of 5 average rating, 52 reviews
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Top guest favourite
Apartment in Wintergreen Resort
Beautiful Mountain Getaway - Walk to Everything!
3 bedrooms, 5 beds, 2 bathrooms
1–6 Sept
4.97 out of 5 average rating, 100 reviews
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Guest favourite
Flat in Wintergreen Resort
Wintergreen Escape | King Bed + Porch Views
1 bedroom, 2 beds, 1 bathroom
7–12 Sept
4.92 out of 5 average rating, 132 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
8–13 Sept
4.92 out of 5 average rating, 130 reviews
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Top guest favourite
Home in Wintergreen Resort
Close to hiking! | King Beds | Fireplace | Hot Tub
2 bedrooms, 2 king beds, 2.5 bathrooms
20–25 Sept
4.99 out of 5 average rating, 181 reviews
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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 Sept
4.91 out of 5 average rating, 85 reviews
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Guest favourite
Apartment in Wintergreen Resort
Fox Paw | Walk to Slopes & Village at Wintergreen
2 bedrooms, 2 queen beds, 2 bathrooms
7–12 Sept
5.0 out of 5 average rating, 6 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
13–18 Sept
5.0 out of 5 average rating, 91 reviews
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Top guest favourite
Townhouse in Wintergreen Resort
Stylish Retreat Near Trails & Tastings
3 bedrooms, 6 beds, 2 bathrooms
7–12 Sept
5.0 out of 5 average rating, 15 reviews
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Top guest favourite
Apartment in Wintergreen Resort
Where the Trail Ends
1 bedroom, 2 beds, 1 bathroom
14–19 Sept
4.93 out of 5 average rating, 255 reviews
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Guest favourite
Apartment in Roseland
Great location! Steps from dining/ event spaces!
1 bedroom, 2 double beds, 1 bathroom
8–13 Sept
4.91 out of 5 average rating, 34 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
1–6 Sept
4.91 out of 5 average rating, 119 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
7–12 Sept
5.0 out of 5 average rating, 58 reviews
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Top guest favourite
Home in Wintergreen Resort
Mid-Century Escape • Sleeps 12 • Breweries
4 bedrooms, 7 beds, 2 bathrooms
7–12 Sept
4.92 out of 5 average rating, 48 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
1–6 Sept
5.0 out of 5 average rating, 12 reviews
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Top guest favourite
Home in Wintergreen Resort
Premiere 2 BR Getaway Ski In/Out Wintergreen Condo
2 bedrooms, 5 beds, 2 bathrooms
6–11 Sept
4.98 out of 5 average rating, 45 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
7–12 Sept
4.97 out of 5 average rating, 238 reviews