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Search results; Over 1,000 homes

Guest favourite
Apartment in Wintergreen Resort
Cozy Condo on the mountain at Wintergreen!
2 bedrooms, 3 beds, 2 private bathrooms
8–13 Sept
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4.88 out of 5 average rating, 138 reviews
Top guest favourite
Home in Wintergreen Resort
Bear's Mountain Escape
3 bedrooms, 5 beds, 2 bathrooms
8–13 Sept
4.95 out of 5 average rating, 168 reviews
Guest favourite
Flat in Wintergreen Resort
Fantasticviews/FallFoliage/PupFriendly!
2 bedrooms, 3 beds, 1 bathroom
10–15 Sept
4.92 out of 5 average rating, 13 reviews
Top guest favourite
Apartment in Wintergreen Resort
WonderfulViews/FallFoliage/Hiking/SpaciousCondo
3 bedrooms, 4 beds, 2 bathrooms
8–13 Sept
4.98 out of 5 average rating, 54 reviews
Guest favourite
Chalet in Wintergreen Resort
Owl Bnb | Walkable to Slopes | Speakeasy Room
2 bedrooms, 3 beds, 2 bathrooms
8–13 Sept
4.94 out of 5 average rating, 195 reviews
Superhost
Apartment in Wintergreen Resort
1 bedroom condo, close to hikes & breweries & pool
1 bedroom, 2 beds, 1 bathroom
8–13 Sept
4.92 out of 5 average rating, 216 reviews
Guest favourite
Home in Wintergreen Resort
Renovated 4+BR luxury townhome @ the Mountain Top!
4 bedrooms, 7 beds, 3.5 bathrooms
8–13 Sept
4.89 out of 5 average rating, 64 reviews
Guest favourite
Townhouse in Wintergreen Resort
Cozy condo with loft. Walk to Wintergreen resort!
3 bedrooms, 6 beds, 2 bathrooms
8–13 Sept
4.91 out of 5 average rating, 85 reviews
Top guest favourite
Home in Wintergreen Resort
Mountain love
3 bedrooms, 6 beds, 3 bathrooms
8–13 Sept
5.0 out of 5 average rating, 22 reviews
Top guest favourite
Apartment in Wintergreen Resort
3BR condo steps from the slopes and Inn! King Bed!
3 bedrooms, 4 beds, 2 bathrooms
13–18 Oct
5.0 out of 5 average rating, 46 reviews
Top guest favourite
Apartment in Wintergreen Resort
3 BR 3 BA, 2 story condo in Highlands
3 bedrooms, 5 beds, 3 bathrooms
8–13 Sept
4.99 out of 5 average rating, 185 reviews
Townhouse in Wintergreen Resort
Wintergreen home, ideal location, dogs welcome!
2 bedrooms, 5 beds, 2 bathrooms
13–18 Sept
4.91 out of 5 average rating, 214 reviews
Guest favourite
Apartment in Wintergreen Resort
BlueRidge Getaway- Dog Friendly
3 bedrooms, 6 beds, 3 bathrooms
8–13 Sept
4.93 out of 5 average rating, 197 reviews
Top guest favourite
Apartment in Wintergreen Resort
Spacious Ski In Ski Out Condo with Mountain View
2 bedrooms, 5 beds, 2 bathrooms
8–13 Sept
5.0 out of 5 average rating, 43 reviews
Top guest favourite
Apartment in Wintergreen Resort
Beautiful Mountain Getaway - Walk to Everything!
3 bedrooms, 5 beds, 2 bathrooms
8–13 Sept
4.97 out of 5 average rating, 100 reviews
Top guest favourite
Flat in Wintergreen Resort
Cozy Wintergreen Retreat | Fireplace + Pool
2 bedrooms, 4 beds, 2 bathrooms
13–18 Sept
4.97 out of 5 average rating, 33 reviews
Apartment in Wintergreen Resort
2BR/2BA + Bonus Kids Rm. Walk to Slopes + Village
2 bedrooms, 6 beds, 2 bathrooms
8–13 Sept
Guest favourite
Home in Wintergreen Resort
Wintergreen Condo Ski In Ski Out
3 bedrooms, 4 beds, 2 bathrooms
11–16 Sept
4.93 out of 5 average rating, 45 reviews
Guest favourite
Apartment in Wintergreen Resort
Your Cozy Mountain Getaway Awaits
2 bedrooms, 4 beds, 2 bathrooms
13–18 Sept
4.8 out of 5 average rating, 109 reviews