309+ Rental Villas and Private Getaways in Windermere |
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Windermere Villa Rentals

About Windermere Vacation Rentals

There are more than 309 incredible getaway rentals that are available in Windermere. These choices include villas, 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. Relax with BedroomVillas and uncover great stays in Windermere.

BedroomVillas features numerous last-minute deals on villas, hotels, and 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 BedroomVillas 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 BedroomVillas vacation rentals, resorts, and Airbnb-style properties in Windermere. Places to stay near Windermere are 1169.8 ftยฒ on average, with prices averaging ยฃ932 a night.

BedroomVillas helps you find the ideal holiday rental to create lifetime 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 place to stay today.

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Top Private Villas, Resorts, and Rentals in Windermere

Type Count
Cottages 205
Vacation Homes 59
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: BedroomVillas is a luxury vacation rental website, pulling some of the top private villas and exclusive holiday stays from sources across the web. We supply you with a huge list of incredible beach houses 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 BedroomVillas.

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

Stay Near Windermere's Top Attractions

A Large Selection of Villas and Vacation Rentals from Around the World Windermere's Research Top Attractions For Your Vacation


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 Hotels, Resorts, and Rentals Nearby 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 hotels or resorts 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 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:

Which hotel or resort in Windermere is best for families?

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

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

BedroomVillas offers a consistent supply of new options, combined with established great stays in top areas. Currently, the number of properties listed by BedroomVillas in 2025 is over 309 in the Windermere area, and that number rises every day. By combining listings from multiple websites and travel providers, BedroomVillas can provide you with a diverse amount of choices of the best luxury stays in Windermere.โ€ฏ


People Also Ask

There are 4 hotels in Windermere 4 resorts, and 92 rentals

Recently Booked Hotels, Resorts, or Rentals in Windermere