The Best Hotels with a Pool in Windermere from ￥13,212 in 2026

Q: What are some hotels with pools in Windermere?

Windermere House : Features 2 restaurants, an outdoor pool, and a full-service spa. Muskoka Tiny Home : Hotel, 14-minute walk from Lake Muskoka. Offers a children's pool, a seasonal outdoor pool, and 2 pool bars. 3 Mile Lakehouse : Provides 2 outdoor pools, a children's pool, and a private beach. Last Two Weeks of Summer Available- Large Dock, Hot Tub, Beach w Water Toys : Hotel, 1-minute walk from Lake Muskoka. Features daily, an indoor pool, and free self parking. Charming Muskoka Wilderness Cottage : Features a snack bar/deli, an indoor pool, and buffet.

A lake with boats, a grassy area with people, and mountains in the background.

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Our top choices for Windermere hotels with a pool

A pool area with lounge chairs and a building with a red roof and flags.

1. Windermere House

Muskoka Lakes

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

￥26,123 total

includes taxes & fees

Oct 30 - Oct 31

A large, multi-story hotel with a pool, landscaped gardens, and a scenic sunset view.

2. 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.

￥51,866 total

includes taxes & fees

Nov 5 - Nov 6

An indoor swimming pool with clear glass walls, a tiled floor, and a shallow area marked.

3. Home2 Suites by Hilton Huntsville

Huntsville

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

￥20,892 total

includes taxes & fees

Nov 5 - Nov 6

A modern indoor pool area with a clear pool, seating by the pool, and a wall with circular logos.

4. Tru By Hilton Bracebridge, On

Bracebridge

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

￥15,170 total

includes taxes & fees

Nov 8 - Nov 9

An indoor swimming pool with clear blue water, a tiled floor, and a metal ladder.

5. 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.

￥19,479 total

includes taxes & fees

Nov 29 - Nov 30

An indoor swimming pool with clear blue water, surrounded by lounge chairs and a poolside table.

6. 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.

￥23,521 total

includes taxes & fees

Nov 8 - Nov 9

A riverside walkway with a metal railing, a lamp post, and a grassy area.

7. Quality Inn

Bracebridge

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

￥14,311 total

includes taxes & fees

Nov 15 - Nov 16

An indoor swimming pool with a view of a snowy landscape through large windows.

8. Fairfield Inn & Suites Gravenhurst Muskoka

Gravenhurst

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

￥20,873 total

includes taxes & fees

Nov 4 - Nov 5

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Choose what matters most at hotels with a pool in Windermere

Breakfast included

4 stars

Top Windermere Hotel Reviews

Residence Inn by Marriott Gravenhurst Muskoka Wharf

10/10 Excellent

"Great balcony view"

Motel 6 Huntsville, ON

10/10 Excellent

"I stayed 1 night here and it was perfectly fine. Room and washroom was very clean, staff was very helpful. Pool was clean and warm. There are other 'hotels / resorts' charging an arm and a leg for a night's stay while this place beats them. Id definitely recommend staying here and not having to incur high costs for a night's stay."

Frequently asked questions

What are some hotels with pools in Windermere?

Windermere House: Features 2 restaurants, an outdoor pool, and a full-service spa. Muskoka Tiny Home: Hotel, 14-minute walk from Lake Muskoka. Offers a children's pool, a seasonal outdoor pool, and 2 pool bars. 3 Mile Lakehouse: Provides 2 outdoor pools, a children's pool, and a private beach. Last Two Weeks of Summer Available- Large Dock, Hot Tub, Beach w Water Toys: Hotel, 1-minute walk from Lake Muskoka. Features daily, an indoor pool, and free self parking. Charming Muskoka Wilderness Cottage: 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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