310+ Vacation Rentals in Windermere |
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Windermere Vacation Rentals, Hotels, & Places to Stay

About Windermere Vacation Rentals

There are more than 310 places to stay that are available in Windermere. These choices include hotels as well as other short-term private accommodations (including vacation rentals, cabins, condos, RVs, and more), have a wide selection of amenities at great prices, providing you with all the comforts of home or a touch of luxury. We like to help you find more room with Varoom when booking your property in Windermere.

Varoom features many last-minute deals on hotels, resorts and places to stay including many that are nearby. 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 Varoom's places in Windermere, you have the flexibility of comparing different options from multiple suppliers with a single click. Group deals, private pools, hot tubs, allows pets, or even those with huge master suite bedrooms with open-air showers? You can find vacation rentals and resorts as well as Airbnb-style properties in Windermere. Places to stay near Windermere are 1162.17 ft² on average, with prices averaging $1,271 a night.

Varoom helps you discover places to stay and suggests things to do to create great travel memories in Windermere. Prices listed are often found to be at a 30-40% discount versus the rack rates. Just search for your destination and secure your perfect place to stay today.

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Top Rental Accommodation Types in Windermere

Type Count
Cottages 207
Vacation Homes 58
Villas 11
Holiday Apartments 3

Use these Quick Filters to Find a Vacation Rental in Windermere

★ Pro Tip: Varoom is a meta travel and activities site, and as such we combine results from many of the leading travel websites, helping you compare the best places to stay and things to do in each market. Use the filter option to narrow down your selection and let us help you find more room to stay, play, and discover. Create new memories in Windermere today.

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 23°F       Low 2°F
March - May
High 65°F       Low 12°F
June - August
High 76°F       Low 49°F
September - November
High 65°F       Low 8°F

Top Attractions Around Windermere, ON

Varoom offers a large selection of top attractions around Windermere . Research things to do on your vacation before you visit Windermere.


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

Other Places to Stay in Windermere, ON


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 vacation rentals in Windermere?

We have scoured the web to find you options in Windermere. If you plan on staying near or in the Windermere area, consider one of the following places to stay for a week or more. Weekly stays are a great way to unwind and unplug. These places to stay have all been rated as one of the the Top Places to Stay in Windermere:

How many vacation rentals have private pools in Windermere?

We have found 1 places to stay that feature a private swimming pool in or near Windermere. Some of the best places to stay that feature or have access to a swimming pool are:

Which vacation homes in Windermere are best for families?

If you are looking for a place to stay that is family-friendly in Windermere, check out one of the following places as all are highly-rated options and have received excellent reviews for families or groups staying in Windermere:

How many Varoom vacation rentals are available in Windermere?

Varoom updates its properties nightly to bring you a great selection of places to stay. Currently, the total number of properties listed by Varoom in 2025 is over 310 in the Windermere area, and still growing every day. When we combine listings from multiple websites and travel providers, Varoom can provide you with a diverse amount of choice of the best places to stay in Windermere. 


People Also Ask

There are 310 Windermere, ON Vacation Rentals

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