Search Resort Hotels in Windermere from CA $299

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Aug 8 - Aug 10
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Browse Select Windermere Resorts

JW Marriott The Rosseau Muskoka Resort & Spa
Experience the grandeur of this hotel's central building, featuring a symmetrical facade with multiple windows and balconies.

JW Marriott The Rosseau Muskoka Resort & Spa

4.5 star property
8.8 out of 10, Excellent, (1005)
"Fantastic first stay at the JW Marriott Lake Rosseau."
The price is CA $467
CA $670 total
includes taxes & fees
Sep 2 - Sep 3
JW Marriott The Rosseau Muskoka Resort & Spa
Windermere House
Established in 1870, Windermere Pub offers a traditional exterior with a black and white striped awning and outdoor seating areas.

Windermere House

3.5 star property
9.0 out of 10, Wonderful, (773)
"The food and staff were top notch!!"
The price is CA $299
CA $393 total
includes taxes & fees
Sep 3 - Sep 4
Windermere House
Rocky Crest Golf Resort
Stunning log cabin with a central chimney and gabled roofs, set amidst a beautifully maintained garden.

Rocky Crest Golf Resort

4.0 star property
8.2 out of 10, Very good, (342)
"nice, good view and fantastic staff"
The price is CA $299
CA $389 total
includes taxes & fees
Sep 1 - Sep 2
Rocky Crest Golf Resort
Luxury Cottage Living on the Lake in Muskoka
Enjoy cooking in this well-lit kitchen with a large island, oven, and ample cabinetry.

Luxury Cottage Living on the Lake in Muskoka

10.0 out of 10, Exceptional, (1)
"An absolutely stunning property! The house itself is well appointed with fun games and great amenities. The lakefront is spectacular. Really loved our stay here!"
Luxury Cottage Living on the Lake in Muskoka
Stunning 3 bedroom cottage on Lake Joseph. Web site is: muskokanonlakejoseph.com
Relax in a serene lakeside setting surrounded by vibrant autumn foliage and picturesque views.

Stunning 3 bedroom cottage on Lake Joseph. Web site is: muskokanonlakejoseph.com

Stunning 3 bedroom cottage on Lake Joseph. Web site is: muskokanonlakejoseph.com
Clevelands House Resort Muskoka
View from property

Clevelands House Resort Muskoka

3.5 star property
6.4 out of 10, (30)
"Cleveland House has a beautiful property with an incredible location on Lake Rosseau. Mature trees, and many buildings with character. That being said, I’d never stay here again. Regardless of some minimal upgrades, the place looks as though it hasn’t changed since the 60s. Happy upon arrival, things quickly changed when we arrived at our building to locate our room. We were greeted by loud shouting and kids running up and down the halls. Apparently a junior hockey team was staying here, and the...
Clevelands House Resort Muskoka
Prime Muskoka Resort ~ Beach ~ Pool ~ Watercraft ~ Lake of Bays
Waterfront cabin with a covered deck and seating area, situated on a dock overlooking a serene lake surrounded by lush greenery.

Prime Muskoka Resort ~ Beach ~ Pool ~ Watercraft ~ Lake of Bays

Prime Muskoka Resort ~ Beach ~ Pool ~ Watercraft ~ Lake of Bays
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Windermere Hotel Reviews

Holiday Inn Express & Suites Huntsville by IHG

Holiday Inn Express & Suites Huntsville by IHG

10/10 Excellent
"The young lady at the check in was lovely today August 1st 2025 @ around noon . I left something behind and she checked housekeeping and they had found it. She called me right back. Excellent customer service skills. Their rooms were also spacious and clean. Thank you for the lovely stay. Sarah M."
Sarah 1-night trip
Posted 2 days ago
Holiday Inn Express & Suites Huntsville by IHG