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Search results; Over 1,000 homes

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
Guest favourite
Home in Roseland
Large Mountain Villa in the Center of Wintergreen
4 bedrooms, 7 beds, 5.5 bathrooms
15–20 Sept
5.0 out of 5 average rating, 42 reviews
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
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
Top guest favourite
Townhouse in Wintergreen Resort
Hike*Spacious MtnTop Escape *4 EnSuites* Dogs OK
4 bedrooms, 6 beds, 4.5 bathrooms
15–20 Sept
4.97 out of 5 average rating, 113 reviews
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
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
Top guest favourite
Home in Wintergreen Resort
Bear's Mountain Escape
3 bedrooms, 5 beds, 2 bathrooms
15–20 Sept
4.95 out of 5 average rating, 170 reviews
Guest favourite
Home in Wintergreen Resort
Hot Tub Valley View Pool Tennis Dogs OK EV Charger
3 bedrooms, 7 beds, 3 bathrooms
15–20 Sept
4.98 out of 5 average rating, 88 reviews
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
Guest favourite
Townhouse in Wintergreen Resort
Cozy condo with loft. Walk to Wintergreen resort!
3 bedrooms, 6 beds, 2 bathrooms
15–20 Sept
4.91 out of 5 average rating, 85 reviews
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
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
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
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
Guest favourite
Apartment in Wintergreen Resort
BlueRidge Getaway- Dog Friendly
3 bedrooms, 6 beds, 3 bathrooms
20–25 Sept
4.93 out of 5 average rating, 199 reviews
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
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