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The top chalet and cabin stays in Canada for your snowy domestic getaway this fall & winter

As many Canadian cities begin to reopen after months of lockdown, travelers are taking advantage of unused vacation days and the work-from-home setup to have a much-needed extended getaway. 

With the cooler seasons upon us, there is no better time to dabble in domestic travel. And though many might have planned to travel internationally, new experiences can still be had nearby. For anyone looking for a unique stay this fall and winter, we’ve put together a list of the top chalet and cabin properties across Canada, managed by property management companies using Guesty to power their businesses.

Luxury & Isolated Work-From-Home Experiences 

With offices around the world closed and major tech companies declaring that they won’t open their doors until at least 2021, most office employees have begun working from home more than one day a week.

Many of these work-from-homers are looking to trade in apartments in metropolitan areas for spacious rentals in rural areas, as long as they provide the necessary amenities to work productively and comfortably. The result – for many the work-from-home trend is transforming into “work-from-any-home.” 


Reserver, a property management company with listings across Quebec, Canada provides luxury chalet and cottage accommodations coupled with outstanding work-from-home amenities. Just a quick drive from Montreal, all of Reserver’s properties are equipped with high-speed wireless internet, laptop-friendly workplaces, including personal desks with comfortable chairs, and unbeatable mountain views of Mont Tremblant National Park.

During off-hours, corporate travelers and digital nomads can relax and enjoy the various amenities that Reserver offers, from direct access to ski slopes, outdoor patios, barbeques and private jacuzzis. 


Understanding heightened guest sensitivity towards health and safety amid COVID-19, Reserver guarantees that high-touch objects such as doorknobs, light switches, TV remotes and more are highly sanitized between stays. 

Contact-Free & Flexible Ski Chalets In The Mountains 

In addition to a functional work-from-home environment and stricter cleaning protocols, travelers today are looking for rentals that can provide contact-free stays to limit human interaction as much as possible. Those looking for a chalet stay in the mountains this fall and winter will expect keyless entry solutions and contactless self-check-in technology so they can come and go as they please without having to meet their host face-to-face. 

ChaletsConfort is another Quebec based short-term rental property management company, offering contact-free stays in resort-style homes just a few hours drive away from major cities in Canada. Whether guests choose to fish by the lake or go for hikes in the mountains, these chalet stays have something to offer anyone looking for a socially-conscious outdoor adventure. 


All of the properties inherently limit human interaction. All are private homes with a full-serviced kitchen, washer & dryer and private outdoor space, greatly reducing the risk of exposure. And, every home is equipped with digital keyless entry systems that generate an access code prior to check-in that is unique for each reservation. 

With fluctuating restrictions causing many last-minute travel changes, ChaletsConfort has begun offering more flexible cancellation policies, refunds and credits for future stays. They also ramped up communications services with guests to keep them informed of the situation, including the most up-to-date rules and regulations on social gatherings, as most of their properties can accommodate more than 10 people.


Remote Homes & Coastal Chateaus 

With more space and close proximity to nature, short-term rentals in “drive-to” destinations that are 1-4 hours away from major metropolitan cities are highly sought after right now. 

Over Sea

For anyone in Canada’s Atlantic Region looking for a remote domestic staycation, whether for relaxation or for isolation, Over Sea is a property management company with a variety of different private homes, chateau and chalet stays available along Canada’s Atlantic coast, from Prince Edward to Nova Scotia. These picturesque homes are perfect for anyone looking for a rural retreat, offering rustic yet modern vacation rentals with a small-town feel coupled with adventurous outdoor activities. 

Over Sea had always relied on technology to manage their listings from a distance, however they are putting more of an emphasis on these practices amid COVID-19. The company has also revamped almost all of their internal processes from human resources to marketing in order to meet new guest expectations, traveler demands and travel patterns.

Over Sea

Adapting To The New Normal 

As travelers venture to the great outdoors to escape bustling cities, we’ll see chalet and cabin rentals like the aforementioned become increasingly popular, especially this fall and winter. Property management companies must make the necessary changes to ensure that guests are safe, comfortable and occupied. 

For more information on the state of the short-term rental industry amid COVID-19, including our predictions for the future of domestic travel, take a look at our Coronavirus Infocenter.

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