The Best Hotels with a Pool in Windermere from NT$3,766 in 2026

Q: What are some hotels with pools in Windermere?

Windermere House : Resort, 1-minute walk from Lake Rosseau. Features 2 restaurants, a seasonal outdoor pool, and a full-service spa. JW Marriott The Rosseau Muskoka Resort & Spa : Resort, 6-minute walk from Lake Rosseau. Features 2 outdoor pools, a children's pool, and a private beach. Residence Inn by Marriott Gravenhurst Muskoka Wharf : Hotel, 1-minute walk from Lake Muskoka. Offers daily, an indoor pool, and free self parking. Muskoka Bay Resort : Hotel, 14-minute walk from Lake Muskoka. Provides a children's pool, a seasonal outdoor pool, and 2 pool bars. Tru By Hilton Bracebridge, On : Features a snack bar/deli, an indoor pool, and buffet.

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Our top choices for Windermere hotels with a pool

Outdoor pool, open 9:00 AM to 10:00 PM, cabanas (surcharge)

Windermere House

Muskoka Lakes

Swim into pure bliss at this Victorian resort's seasonal pool sanctuary with cabanas and hot tub retreat.

NT$10,557 total

includes taxes & fees

Jul 26 - Jul 27

Motel 6 Huntsville, ON

Huntsville

Relaxing poolside escape awaits at this family-friendly motel with clean rooms and convenient access to local dining options.

NT$3,766 total

includes taxes & fees

Jul 19 - Jul 20

Fairfield Inn & Suites Gravenhurst Muskoka

Gravenhurst

Lakeside retreat with refreshing indoor pool offers year-round swimming in Muskoka.

NT$7,153 total

includes taxes & fees

Jul 26 - Jul 27

Residence Inn by Marriott Gravenhurst Muskoka Wharf

Gravenhurst

Dive into lakeside bliss with this Muskoka hotel's indoor pool sanctuary, surrounded by scenic hiking trails and water activities.

NT$9,064 total

includes taxes & fees

Jul 27 - Jul 28

JW Marriott The Rosseau Muskoka Resort & Spa

Muskoka Lakes

Lakeside luxury reimagined with 2 outdoor pools, private beach access, and panoramic nature views perfect for every season.

NT$20,857 total

includes taxes & fees

Aug 9 - Aug 10

Home2 Suites by Hilton Huntsville

Huntsville

Dive into this sparkling indoor pool sanctuary with 24-hour fitness center, just steps from your suite.

NT$7,057 total

includes taxes & fees

Jul 28 - Jul 29

Rocky Crest Golf Resort

Seguin

Splash into an aquatic paradise with 2 outdoor pools and a free water park at this lakeside resort.

NT$12,240 total

includes taxes & fees

Jul 21 - Jul 22

Tru By Hilton Bracebridge, On

Bracebridge

Indoor pool offers year-round swimming laps in a refreshing bay hotel atmosphere.

NT$4,942 total

includes taxes & fees

Jul 21 - Jul 22

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Choose what matters most at hotels with a pool in Windermere

Breakfast included

4 stars

Top Windermere Hotel Reviews

JW Marriott The Rosseau Muskoka Resort & Spa

10/10 Excellent

"The service at this resort is amazing. I had an amazing time. We will definitely be back. I highly recommend this resort to anyone planning a trip to muskoka."

Residence Inn by Marriott Gravenhurst Muskoka Wharf

10/10 Excellent

"Good accommodation in great location. Room with lake veiw balcony was great. Some parts of room and hotel looking a bit dated. Had to ask for sofa bed to be made up, even though we had booked for 3 adults. Breakfast area very busy at weekend. Overall we had a good stay and would recommend."

Frequently asked questions

What are some hotels with pools in Windermere?

Windermere House: Resort, 1-minute walk from Lake Rosseau. Features 2 restaurants, a seasonal outdoor pool, and a full-service spa. JW Marriott The Rosseau Muskoka Resort & Spa: Resort, 6-minute walk from Lake Rosseau. Features 2 outdoor pools, a children's pool, and a private beach. Residence Inn by Marriott Gravenhurst Muskoka Wharf: Hotel, 1-minute walk from Lake Muskoka. Offers daily, an indoor pool, and free self parking. Muskoka Bay Resort: Hotel, 14-minute walk from Lake Muskoka. Provides a children's pool, a seasonal outdoor pool, and 2 pool bars. Tru By Hilton Bracebridge, On: Features a snack bar/deli, an indoor pool, and buffet.

What is there to see and do in Windermere?

The picturesque setting of Lake Rosseau and Three Mile Lake showcase the area's natural beauty. Discover sights such as Windermere Golf & Country Club and Windermere Marina during your stay.

When is the best time to book a hotel with a pool in Windermere?

Taking into account the local weather in Windermere can help you maximize your time at the pool during your trip. The hottest months are usually July and August with an average temp of 64°F, while the coldest months are January and February with an average of 22°F. Average annual precipitation for Windermere is 48 inches.

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