310+ Luxury Vacation Rentals & Cabins in Windermere |
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Windermere Cabin Rentals

About Windermere Vacation Rentals

There are more than 310 incredible getaway rentals that are available in Windermere. These choices include cabins, hotels, and other rental options. Browse from a massive selection of luxury amenities at great prices, providing you with the dream spot to base your next vacation. Stay Close to Nature with Cabinns.ca and uncover great stays in Windermere.

Cabinns.ca features numerous last-minute deals on private villas, hotels, and cabin rentals, in locations near you or across the globe. If you need a place for a group or event, be it a hotel or vacation rental (as well as cabins and private luxury villas), let us help. With Cabinns.ca in Windermere, you can compare options from multiple suppliers with a single click to find the price point, amenities, and style of stay that works for you. Group deals, private pools, hot tubs, allows pets, or even huge master suite bedrooms with open-air showers? You can find it all with the Cabinns.ca vacation rentals, resorts, and Airbnb-style properties in Windermere. Places to stay near Windermere are 1162.17 ftยฒ on average, with prices averaging $1,737 a night.

Cabinns.ca helps you find the ideal holiday rental to create a lifetime of travel memories in Windermere. Prices listed are often found to be discounted versus the rack rates. Just search for your destination and secure your perfect cabin retreat today.

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Top Cabin Rentals, Cottages, and Holiday Home Rentals in Windermere

Type Count
Cottages 207
Vacation Homes 58
Cabin Rentals 19
Villas 11
Holiday Apartments 3
Ski Chalet Rentals 2
Unique Vacation Rentals 1

Use these Quick Filters to Find a Vacation Rental in Windermere

โ˜… Pro Tip: Cabinns.ca is a cabin vacation rental website, pulling some of the top cabins, luxury resorts, and exclusive holiday stays from sources across the web. We supply you with a huge list of incredible cabin resorts and holiday rentals from trusted, reliable suppliers, helping you to compare prices and locations to find the best fit for your getaway. Create lifelong memories in Windermere with Cabinns.ca.

Weather in Windermere, ON

View the weather forecast for Windermere before booking your Windermere Vacation Rentals to confirm your best time to go.

December - February
High 23ยฐF       Low 2ยฐF
March - May
High 65ยฐF       Low 12ยฐF
June - August
High 76ยฐF       Low 49ยฐF
September - November
High 65ยฐF       Low 8ยฐF

Activities WindermereGuest Reviews Local Attractions

A Large Selection of Cabins and Vacation Rentals from Around the World WindermereGuest Reviews Discover Top Attractions For Your Next Outdoor Adventure


Windermere Golf & Country Club
Windermere Marina
Arrowhead Provincial Park
Lake Muskoka
Lake of Bays
Lake Rosseau
Torrance Barrens Dark-Sky Preserve
Santa's Village
Lake Joseph
Taboo Golf Course
Muskoka Lakes Winery
Lake Joseph Golf Club
Muskoka Wharf
Skeleton Lake
Rocky Crest Golf Club
Huntsville Civic Center Algonquin Theater
Gravenhurst Opera House
Muskoka Brewery
Diamond In The Ruff Golf Course
Lake of Bays Brewing Company

Find Nearby Cabin Rentals in these Cities & Neighborhoods


Windermere Marina 72 Properties
Windermere Golf & Country Club 71 Properties

Complexes around Windermere, ON


The Baldwins Resort Cottage 1 Properties

Frequently Asked Questions About Windermere?

What are the top cabins, lake houses & summer homes in Windermere?

We provide an array of great vacation destinations in Windermere. If you are looking to stay in or around the Windermere area, make sure to browse our options to find a premium cabin resort or rental location in a top vacation destination. Whether it is a few nights, a week, or more, we've got the luxury stays that rank among the Top Vacation Rentals in Windermere:

How many cabin rentals and resorts have private pools in Windermere?

We have 1 cabins, luxury resorts, and holiday home rentals featuring a private pool in and near Windermere. Some of the best destinations to stay that feature or have access to a swimming pool are:

Which cabin rental, resort, or holiday home in Windermere is best for families?

Searching for a family-friendly cabin in Windermere? We've got you covered. Check out one of these luxurious getaways that are highly-rated and perfectly fit families of all sizes.

How many hotels, resorts, or cabin rentals are available in Windermere?

Cabinns.ca offers a consistent supply of new options, combined with established great stays in top areas. Currently, the number of properties listed by Cabinns.ca in 2025 is over 310 in the Windermere area, and that number rises every day. By combining listings from multiple websites and travel providers, Cabinns.ca can provide you with a diverse amount of choices of the best luxury stays in Windermere.


People Also Ask

There are 4 hotels in Windermere 4 resorts, and 91 rentals

Recently Booked Private Villas, Cabin Resorts, and Rentals Windermere