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Search results; Over 1,000 homes

Guest favourite
Apartment in Wintergreen Resort
Ski-In Ski-Out ~ Mtn Views ~ King Suite
2 bedrooms, 2 beds, 2 private bathrooms
20–25 Sept
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4.95 out of 5 average rating, 180 reviews
Top guest favourite
Home in Wintergreen Resort
Mid-Century Escape • Sleeps 10 • Breweries
4 bedrooms, 6 beds, 2 bathrooms
10–15 Sept
4.92 out of 5 average rating, 48 reviews
Top guest favourite
Apartment in Wintergreen Resort
3 BR 3 BA, 2 story condo in Highlands
3 bedrooms, 5 beds, 3 bathrooms
10–15 Sept
4.99 out of 5 average rating, 185 reviews
Top guest favourite
Apartment in Wintergreen Resort
WonderfulViews/FallFoliage/Hiking/SpaciousCondo
3 bedrooms, 4 beds, 2 bathrooms
10–15 Sept
4.98 out of 5 average rating, 54 reviews
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
Guest favourite
Townhouse in Wintergreen Resort
Cozy condo with loft. Walk to Wintergreen resort!
3 bedrooms, 6 beds, 2 bathrooms
10–15 Sept
4.91 out of 5 average rating, 85 reviews
Guest favourite
Home in Wintergreen Resort
Wintergreen 5BR w/ Hot Tub, Sauna. Walk to slopes!
5 bedrooms, 8 beds, 4 bathrooms
20–25 Sept
5.0 out of 5 average rating, 8 reviews
Top guest favourite
Townhouse in Wintergreen Resort
Hike*Spacious MtnTop Escape *4 EnSuites* Dogs OK
4 bedrooms, 6 beds, 4.5 bathrooms
13–18 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
10–15 Sept
4.97 out of 5 average rating, 238 reviews
Top guest favourite
Apartment in Wintergreen Resort
Beautiful Mountain Getaway - Walk to Everything!
3 bedrooms, 5 beds, 2 bathrooms
13–18 Sept
4.97 out of 5 average rating, 100 reviews
Top guest favourite
Chalet in Wintergreen Resort
Cozy Cabin+Walk to Ski *Hot Tub* Mtn Vibe
3 bedrooms, 6 beds, 2.5 bathrooms
10–15 Sept
4.92 out of 5 average rating, 130 reviews
Top guest favourite
Townhouse in Wintergreen Resort
King Bed Pool Tennis Golf Hiking DogOK Pack n Play
3 bedrooms, 4 beds, 2 bathrooms
15–20 Sept
4.92 out of 5 average rating, 83 reviews
Top guest favourite
Home in Wintergreen Resort
Premiere 2 BR Getaway Ski In/Out Wintergreen Condo
2 bedrooms, 5 beds, 2 bathrooms
10–15 Sept
4.98 out of 5 average rating, 45 reviews
Top guest favourite
Home in Wintergreen Resort
Top of the Mountain Hideaway with Hot Tub!
3 bedrooms, 6 beds, 3 bathrooms
10–15 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
10–15 Sept
4.93 out of 5 average rating, 197 reviews
Top guest favourite
Home in Wintergreen Resort
Wintergreen 5BR | Hot Tub | Sauna | Firepit
5 bedrooms, 7 beds, 3.5 bathrooms
10–15 Sept
4.98 out of 5 average rating, 46 reviews
Superhost
Apartment in Wintergreen Resort
1 bedroom condo, close to hikes & breweries & pool
1 bedroom, 2 beds, 1 bathroom
10–15 Sept
4.92 out of 5 average rating, 216 reviews
Top guest favourite
Home in Wintergreen Resort
Mountaintop Home, Walk to Lifts
3 bedrooms, 2 bunk beds, 2 bathrooms
10–15 Sept
4.84 out of 5 average rating, 67 reviews
Top guest favourite
Cabin in Wintergreen Resort
Blackwood Chalet: Hot Tub + 0.3 mile from Slopes
3 bedrooms, 4 beds, 2 bathrooms
10–15 Sept
4.98 out of 5 average rating, 66 reviews