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Search results; Over 1,000 homes

Top guest favourite
Home in Wintergreen Resort
Bear's Mountain Escape
3 bedrooms, 5 beds, 2 private bathrooms
13–18 Sept
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4.95 out of 5 average rating, 168 reviews
Top guest favourite
Apartment in Wintergreen Resort
Beautiful Mountain Getaway - Walk to Everything!
3 bedrooms, 5 beds, 2 bathrooms
2–7 Sept
4.97 out of 5 average rating, 100 reviews
Guest favourite
Apartment in Wintergreen Resort
Your Cozy Mountain Getaway Awaits
2 bedrooms, 4 beds, 2 bathrooms
7–12 Sept
4.8 out of 5 average rating, 109 reviews
Top guest favourite
Apartment in Wintergreen Resort
WonderfulViews/FallFoliage/Hiking/SpaciousCondo
3 bedrooms, 4 beds, 2 bathrooms
7–12 Sept
4.98 out of 5 average rating, 54 reviews
Apartment in Wintergreen Resort
Wintergreen Condo w/ Pool: Near Hike & Market!
2 bedrooms, 3 beds, 2 bathrooms
6–11 Sept
4.86 out of 5 average rating, 29 reviews
Top guest favourite
Apartment in Wintergreen Resort
Spacious Ski In Ski Out Condo with Mountain View
2 bedrooms, 5 beds, 2 bathrooms
7–12 Sept
5.0 out of 5 average rating, 43 reviews
Superhost
Apartment in Wintergreen Resort
1 bedroom condo, close to hikes & breweries & pool
1 bedroom, 2 beds, 1 bathroom
7–12 Sept
4.92 out of 5 average rating, 216 reviews
Guest favourite
Apartment in Roseland
Great location! Steps from dining/ event spaces!
1 bedroom, 2 double beds, 1 bathroom
8–13 Sept
4.91 out of 5 average rating, 34 reviews
Top guest favourite
Townhouse in Wintergreen Resort
Altitude Adjustment
2 bedrooms, 3 beds, 2 bathrooms
10–15 Sept
5.0 out of 5 average rating, 78 reviews
Guest favourite
Chalet in Wintergreen Resort
Owl Bnb | Walkable to Slopes | Speakeasy Room
2 bedrooms, 3 beds, 2 bathrooms
7–12 Sept
4.94 out of 5 average rating, 194 reviews
Guest favourite
Apartment in Wintergreen Resort
Beautiful Views/FallFoliage/Hiking/PupsOK
2 bedrooms, 3 beds, 1 bathroom
6–11 Sept
4.97 out of 5 average rating, 89 reviews
Guest favourite
Flat in Wintergreen Resort
Fantasticviews/FallFoliage/PupFriendly!
2 bedrooms, 3 beds, 1 bathroom
13–18 Sept
4.92 out of 5 average rating, 13 reviews
Top guest favourite
Apartment in Wintergreen Resort
3 BR 3 BA, 2 story condo in Highlands
3 bedrooms, 5 beds, 3 bathrooms
7–12 Sept
4.99 out of 5 average rating, 185 reviews
Guest favourite
Flat in Wintergreen Resort
Wintergreen Getaway II
1 bedroom, 1 sofa bed, 2 bathrooms
2–7 Sept
4.95 out of 5 average rating, 19 reviews
Apartment in Wintergreen Resort
2BR/2BA + Bonus Kids Rm. Walk to Slopes + Village
2 bedrooms, 6 beds, 2 bathrooms
7–12 Sept
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
Loft in Wintergreen Resort
Snug Wintergreen Resort Studio: Ski In & Out!
3 beds, 1 bathroom
8–13 Sept
4.61 out of 5 average rating, 31 reviews
Top guest favourite
Home in Wintergreen Resort
Premiere 2 BR Getaway Ski In/Out Wintergreen Condo
2 bedrooms, 5 beds, 2 bathrooms
6–11 Sept
4.98 out of 5 average rating, 45 reviews
Guest favourite
Apartment in Wintergreen Resort
BlueRidge Getaway- Dog Friendly
3 bedrooms, 6 beds, 3 bathrooms
7–12 Sept
4.93 out of 5 average rating, 196 reviews