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Top guest favourite
Home in Wintergreen Resort
Hottub Ski InOut Renovated Chalet Lower Tyro Slope
3 bedrooms, 7 beds, 2 private bathrooms
8–13 Sept
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4.97 out of 5 average rating, 238 reviews
Top guest favourite
Apartment in Wintergreen Resort
3 BR 3 BA, 2 story condo in Highlands
3 bedrooms, 5 beds
8–13 Sept
4.99 out of 5 average rating, 185 reviews
Top guest favourite
Home in Wintergreen Resort
Top of the Mountain Hideaway with Hot Tub!
3 bedrooms, 6 beds
8–13 Sept
5.0 out of 5 average rating, 58 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
Home in Wintergreen Resort
Amazing Views | Hot Tub | 15 mins to Wineries
4 bedrooms, 9 beds
8–13 Sept
4.96 out of 5 average rating, 50 reviews
Top guest favourite
Home in Wintergreen Resort
Bear's Mountain Escape
3 bedrooms, 5 beds
8–13 Sept
4.95 out of 5 average rating, 168 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
Townhouse in Wintergreen Resort
Hike*Spacious MtnTop Escape *4 EnSuites* Dogs OK
4 bedrooms, 6 beds
8–13 Sept
4.97 out of 5 average rating, 113 reviews
Top guest favourite
Apartment in Wintergreen Resort
Wintergreen Mountain Views - Diamond in the Slopes
2 bedrooms, 4 beds
8–13 Sept
4.96 out of 5 average rating, 52 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
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
Top guest favourite
Flat in Rockfish
Blue Ridge Bliss - For family & friends to enjoy!
2 bedrooms, 3 beds
24–29 Sept
4.98 out of 5 average rating, 230 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
Townhouse in Wintergreen Resort
Cozy condo with loft. Walk to Wintergreen resort!
3 bedrooms, 6 beds
8–13 Sept
4.91 out of 5 average rating, 85 reviews
Superhost
Apartment in Wintergreen Resort
1 bedroom condo, close to hikes & breweries & pool
1 bedroom, 2 beds
8–13 Sept
4.92 out of 5 average rating, 216 reviews
Top guest favourite
Apartment in Wintergreen Resort
Dobie Slopeside Condo! VIEWS! Mountain Sunrises!
2 bedrooms, 3 beds
8–13 Sept
4.96 out of 5 average rating, 24 reviews
Top guest favourite
Home in Wintergreen Resort
Perfect House
2 bedrooms, 4 beds
13–18 Oct
4.98 out of 5 average rating, 47 reviews
Guest favourite
Home in Wintergreen Resort
Mountain View | Hot tub | Sleeps 14
5 bedrooms, 11 beds
20–25 Sept
5.0 out of 5 average rating, 21 reviews
Top guest favourite
Apartment in Wintergreen Resort
Beautiful Mountain Getaway - Walk to Everything!
3 bedrooms, 5 beds
8–13 Sept
4.97 out of 5 average rating, 100 reviews