5 Stunning Ontario Ski Chalets

You’ll want to hibernate in the following five winterized cottages, from a million dollar bungalow to a five-acre mountainside estate. 

By Josh Sherman | 2 minute read

Dec 21

This A-frame cottage at 44 Trails End in Collingwood, Ont., gets an A in architecture.


The Canadian winter is upon us, and the Old Farmer’s Almanac is calling for a frigid one in Ontario.

To get into the spirit of the season, Wahi has scanned the listings for some of the most stunning Ontario ski chalets on the market. These homes show that with enough money, it’s possible to hunker down for the frigid months ahead in style. Keep scrolling to check out the wintery properties. 

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living room
Price: $1,099,000

Beds: 2+2

Baths: 2


A stone’s throw from Sir Sam’s Ski Hill as well as a beach and boat launch on Eagle Lake, this revitalized chalet-style raised bungalow is a true year-round vacation property. In addition to approximately 1,613 square feet of living space, the property boasts a secondary building that could serve as guest accommodations or a short-term rental potential to help with mortgage payments.

living room

Price: $2,199,000
Beds: 3+2

Baths: 4+1


With full southern exposure, heated garage and floors, and a grand stone fireplace, the Scandinavian-inspired 4,216-square-foot home at 44 Trails End is the perfect place to cozy up for the long winter ahead. The interior is a mix of modern and rustic, with lots of character without sacrificing comfort.

living room

Price: $1,500,000

Beds: 5
Baths: 2


Here’s a newly renovated cottage at Blue Mountain. The interior has been gutted and rebuilt — and it shows. It’s bright and sleek but still maintains warmth with wooden vaulted ceilings and a massive stone fireplace. 

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living room

Price: $1,950,000

Beds: 8

Baths: 4


Another Blue Mountain abode, this chalet is divided into two huge living areas, providing some unique opportunities for buyers. According to the listing, the property’s already zoned municipally as a short-term accommodation, so the owners can rent out portions of it for periods of less than 30 days if they want to generate some extra cash, or treat it exclusively as an investment property.

living room

Price: $3,375,000
Beds: 3

Baths: 5


A true century home dating back to the 1800s, 1273 Nottawasaga Conc. 6 has been totally brought up to date without losing any of its original charm, right down to preserving the original solid-wood doors. Each bedroom has a balcony view of the Blue Mountains. The home’s also a veritable estate set on five acres of land.

Josh Sherman

Wahi Writer


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