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Search results; Over 1,000 homes

Guest favourite
Home in Wintergreen Resort
Spacious Mountain Escape | 5 Beds, Hot Tub & Grill
4 bedrooms, 5 beds, 3.5 private bathrooms
3–8 Sept
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4.92 out of 5 average rating, 25 reviews
Top guest favourite
Apartment in Wintergreen Resort
Wintergreen Mountain Views - Diamond in the Slopes
2 bedrooms, 4 beds
6–11 Sept
4.96 out of 5 average rating, 52 reviews
Guest favourite
Townhouse in Wintergreen Resort
Cozy condo with loft. Walk to Wintergreen resort!
3 bedrooms, 6 beds
7–12 Sept
4.91 out of 5 average rating, 85 reviews
Top guest favourite
Apartment in Wintergreen Resort
Spacious Ski In Ski Out Condo with Mountain View
2 bedrooms, 5 beds
7–12 Sept
5.0 out of 5 average rating, 43 reviews
Top guest favourite
Chalet in Wintergreen Resort
Cozy Cabin+Walk to Ski *Hot Tub* Mtn Vibe
3 bedrooms, 6 beds
8–13 Sept
4.92 out of 5 average rating, 130 reviews
Top guest favourite
Apartment in Wintergreen Resort
3 BR 3 BA, 2 story condo in Highlands
3 bedrooms, 5 beds
7–12 Sept
4.99 out of 5 average rating, 185 reviews
Guest favourite
Home in Wintergreen Resort
Designer Home w/ Incredible Views, Sleeps 16
6 bedrooms, 9 beds
5–10 Oct
4.94 out of 5 average rating, 105 reviews
Guest favourite
Apartment in Wintergreen Resort
Dobie Views in the Mountains
2 bedrooms, 3 beds
3–8 Sept
4.89 out of 5 average rating, 81 reviews
Superhost
Apartment in Wintergreen Resort
1 bedroom condo, close to hikes & breweries & pool
1 bedroom, 2 beds
7–12 Sept
4.92 out of 5 average rating, 216 reviews
Top guest favourite
Home in Roseland
Wintergreen Mountain Retreat
4 bedrooms, 4 beds
4–9 Sept
5.0 out of 5 average rating, 52 reviews
Guest favourite
Flat in Wintergreen Resort
Wintergreen Escape | King Bed + Porch Views
1 bedroom, 2 beds
7–12 Sept
4.92 out of 5 average rating, 132 reviews
Top guest favourite
Home in Wintergreen Resort
Top of the Mountain Hideaway with Hot Tub!
3 bedrooms, 6 beds
7–12 Sept
5.0 out of 5 average rating, 58 reviews
Guest favourite
Home in Wintergreen Resort
Ski-In & Ski Out at Wintergreen Resort
4 bedrooms, 8 beds
13–18 Sept
5.0 out of 5 average rating, 12 reviews
Top guest favourite
Chalet in Wintergreen Resort
Mountain Views, Hiking, Ski-Out @ Tyro
4 bedrooms, 9 beds
13–18 Sept
5.0 out of 5 average rating, 91 reviews
Guest favourite
Flat in Roseland
Close to Activities/Shops/slopeside
2 bedrooms, 5 beds
5–10 Sept
4.88 out of 5 average rating, 77 reviews
Apartment in Wintergreen Resort
2BR/2BA + Bonus Kids Rm. Walk to Slopes + Village
2 bedrooms, 6 beds
7–12 Sept
Top guest favourite
Townhouse in Wintergreen Resort
Stylish Retreat Near Trails & Tastings/ ski
3 bedrooms, 6 beds
7–12 Sept
5.0 out of 5 average rating, 15 reviews
Top guest favourite
Cabin in Wintergreen Resort
Blackwood Chalet: Hot Tub + 0.3 mile from Slopes
3 bedrooms, 4 beds
8–13 Sept
4.98 out of 5 average rating, 66 reviews
Top guest favourite
Home in Wintergreen Resort
Treeloft 17: Ski in/ski out – EV charger – 3BR/3BA
3 bedrooms, 6 beds
4–9 Sept
4.95 out of 5 average rating, 65 reviews