The Best Hotels with a Pool in Windermere from ￥18,713 in 2026

Q: What are some hotels with pools in Windermere?

Windermere House : Features 2 restaurants, a seasonal outdoor pool, and a full-service spa. Charming Muskoka Wilderness Cottage : Offers 2 outdoor pools, a children's pool, and a private beach. Muskoka Tiny Home : Hotel, 1-minute walk from Lake Muskoka. Provides daily, an indoor pool, and free self parking. Cozy Getaway on Three Mile Lake : Features a snack bar/deli, an indoor pool, and buffet. Large Dock, Hot Tub, Private Beach w Water Toys : Hotel located near Lake Muskoka. Provides buffet, an indoor pool, and free self parking.

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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.

￥28,484 total

includes taxes & fees

Jun 18 - Jun 19

Fairfield Inn & Suites Gravenhurst Muskoka

Gravenhurst

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

￥24,770 total

includes taxes & fees

Jun 21 - Jun 22

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.

￥33,119 total

includes taxes & fees

Jun 23 - Jun 24

Home2 Suites by Hilton Huntsville

Huntsville

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

￥28,591 total

includes taxes & fees

Jun 30 - Jul 1

Motel 6 Huntsville, ON

Huntsville

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

￥18,713 total

includes taxes & fees

Jun 30 - Jul 1

Holiday Inn Express & Suites Huntsville by IHG

Huntsville

Dive into aquatic bliss at this sleek indoor pool, where refreshing laps await travelers year-round during extended hours.

￥27,330 total

includes taxes & fees

Jun 25 - Jun 26

Tru By Hilton Bracebridge, On

Bracebridge

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

￥20,188 total

includes taxes & fees

Jun 21 - Jun 22

Indoor pool, open 7:00 AM to 10:00 PM, sun loungers

Quality Inn

Bracebridge

Riverside hotel's indoor pool oasis offers total relaxation with hot tub and sauna retreats.

￥19,822 total

includes taxes & fees

Jun 21 - Jun 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

"Views were amazing. Lots to do for kids on the resort itself. Nice spa services. Restaurants were a highlight."

Residence Inn by Marriott Gravenhurst Muskoka Wharf

10/10 Excellent

"I recently stayed at a Residence Inn and had an excellent experience. The property was very clean and well maintained throughout my stay. The staff were courteous, friendly, and always willing to help. The complimentary breakfast was good with a nice selection of options each morning. The location was great and convenient for getting around the area. Housekeeping did a wonderful job keeping the room clean and comfortable. Overall, I had a very pleasant stay and would gladly recommend this hotel to others."

Quality Inn

6/10 Okay

"Ceiling showed previous water damage. There is no elevator and my spouse had difficulty climbing two flights to our room. The tickets for opening the door did not work so the receptionist reprogrammed them and came upstairs to verify that the tickets now worked. The staff was polite and helpful. However I would likely choose different accommodation next time in town."