What are the top rated Winter Rentals in Canada?

There are a lot of options in Canada. If you plan on staying in the Canada area, consider making a reservation for a few nights at one of these properties as these have been rated the top Winter Rentals in Canada: <a href="/property/the-anchorage-the-perfect-waterfront-suite/HA-321419062" class="class="static-page-link"">The Anchorage- The Perfect Waterfront Suite !</a> <a href="/property/au-saut-du-lit/EP-8313244" class="class="static-page-link"">Au Saut du Lit</a> <a href="/property/large-apartment-with-roof-terrace-and-private-parking-at-low-cost/HA-321199482" class="class="static-page-link"">Large apartment with Roof terrace and Private parking at low cost</a> <a href="/property/private-log-cabin-rental/HA-3212043438" class="class="static-page-link"">Private Log Cabin Rental</a> <a href="/property/lee-farm-inn/EP-13254240" class="class="static-page-link"">Lee Farm Inn</a> <a href="/property/la-maison-de-ville-bed-bistro/EP-38905495" class="class="static-page-link"">La Maison de Ville - bed &amp; bistro</a> <a href="/property/deluxe-contemporary-garden-suite-with-9-foot-ceilings/HA-321633785" class="class="static-page-link"">Deluxe Contemporary Garden Suite with 9-foot Ceilings</a> <a href="/property/exquisite-log-cabin-retreat-perfect-couples-getaway-tranquility-at-its-best/HA-321655425" class="class="static-page-link"">Exquisite Log Cabin Retreat- Perfect Couple’s Getaway! Tranquility at its best❤️</a> <a href="/property/there-is-no-ocean-view-like-it-victoria-only-30-minutes-away/HA-321378926" class="class="static-page-link"">There is No Ocean View Like it. Victoria Only 30 Minutes Away.</a> <a href="/property/chalet-styled-townhome-very-clean-great-condition/HA-1213725824" class="class="static-page-link"">Chalet Styled Townhome, Very Clean, Great Condition.</a>

How much does it cost to rent a place to stay near Canada in the wintertime?

The average cost for winter rentals in Canada is $343 per night. Execstays has a wide list of great winter places to stay near Canada that would suit your preferences. There are single and multiple rooms for solo trips or family vacations.

Are there any winter cottages/chalets in Canada that allow pets?

Yes, here are the top cottage/chalet rentals in Canada that allow you to bring your pet or dog: Fabulous 2 Level, 2 Bedroom Condo on Blue Mountain! Over 250 5 Star Reviews! Oceanview Bed & Breakfast Altitude Ski-in/Out at Resort with Private Hottub Mökki Mountain Suite - corner unit with mountain views See all <a href="/all/canada/pet-friendly-rentals" class="class=&#34;static-page-link&#34;">pet-friendly vacation rentals in Canada</a> on Execstays

Do you have any winter rentals in Canada that are suitable for families?

Most of our rentals homes are suitable for families. Check out the complete list of places to stay in Canada to find what works for you.

Are there winter accommodations in Canada that have indoor swimming pools?

As of 2026, the data from Execstays shows that there are over 72460 private swimming pools or indoor pools accommodations near Canada along with other great amenities.