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Search results; Over 1,000 homes

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
Top guest favourite
Home in Wintergreen Resort
Close to hiking! | King Beds | Fireplace | Hot Tub
2 bedrooms, 2 king beds
20–25 Sept
4.99 out of 5 average rating, 181 reviews
Top guest favourite
Apartment in Wintergreen Resort
3 BR 3 BA, 2 story condo in Highlands
3 bedrooms, 5 beds
9–14 Sept
4.99 out of 5 average rating, 185 reviews
Top guest favourite
Home in Wintergreen Resort
Bear's Mountain Escape
3 bedrooms, 5 beds
9–14 Sept
4.95 out of 5 average rating, 168 reviews
Top guest favourite
Home in Wintergreen Resort
Hottub Ski InOut Renovated Chalet Lower Tyro Slope
3 bedrooms, 7 beds
9–14 Sept
4.97 out of 5 average rating, 238 reviews
Top guest favourite
Home in Wintergreen Resort
Top of the Mountain Hideaway with Hot Tub!
3 bedrooms, 6 beds
9–14 Sept
5.0 out of 5 average rating, 58 reviews
Top guest favourite
Cabin in Wintergreen Resort
Blackwood Chalet: Hot Tub + 0.3 mile from Slopes
3 bedrooms, 4 beds
9–14 Sept
4.98 out of 5 average rating, 66 reviews
Guest favourite
Townhouse in Wintergreen Resort
Cozy condo with loft. Walk to Wintergreen resort!
3 bedrooms, 6 beds
9–14 Sept
4.91 out of 5 average rating, 85 reviews
Top guest favourite
Chalet in Wintergreen Resort
Cozy Cabin+Walk to Ski *Hot Tub* Mtn Vibe
3 bedrooms, 6 beds
9–14 Sept
4.92 out of 5 average rating, 130 reviews
Top guest favourite
Home in Wintergreen Resort
Wintergreen 5BR | Hot Tub | Sauna | Firepit
5 bedrooms, 7 beds
9–14 Sept
4.98 out of 5 average rating, 46 reviews
Top guest favourite
Apartment in Wintergreen Resort
Beautiful Mountain Getaway - Walk to Everything!
3 bedrooms, 5 beds
13–18 Sept
4.97 out of 5 average rating, 100 reviews
Top guest favourite
Home in Wintergreen Resort
Amazing Views | Hot Tub | 15 mins to Wineries
4 bedrooms, 9 beds
10–15 Sept
4.96 out of 5 average rating, 50 reviews
Guest favourite
Home in Wintergreen Resort
Mountain Views in Wintergreen
5 bedrooms, 10 beds
9–14 Sept
4.91 out of 5 average rating, 11 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, 13 reviews
Guest favourite
Apartment in Wintergreen Resort
BlueRidge Getaway- Dog Friendly
3 bedrooms, 6 beds
9–14 Sept
4.93 out of 5 average rating, 197 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, 22 reviews
Guest favourite
Home in Wintergreen Resort
Mountain Home: Hot Tub, Game Room, Pets, King Beds
5 bedrooms, 9 beds
10–15 Sept
4.89 out of 5 average rating, 35 reviews
Guest favourite
Apartment in Wintergreen Resort
Walk to Ski Slopes and Hiking Trails | Wintergreen
2 bedrooms, 2 queen beds
9–14 Sept
4.9 out of 5 average rating, 10 reviews
Guest favourite
Apartment in Wintergreen Resort
Wintergreen Condo w/ Pool: Near Hike & Market!
2 bedrooms, 3 beds
13–18 Sept
4.87 out of 5 average rating, 30 reviews