Book the Best Hotels with POOL in Windermere 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. Muskoka Tiny Home : Hotel, 14-minute walk from Lake Muskoka. Features a children's pool, a seasonal outdoor pool, and 2 pool bars. Charming Muskoka Wilderness Cottage : Resort, 6-minute walk from Lake Rosseau. Offers 2 outdoor pools, a children's pool, and a private beach. 3 Mile Lakehouse : Hotel, 1-minute walk from Lake Muskoka. Provides daily, an indoor pool, and free self parking. Muskoka Bay Resort : Offers 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)

1. Windermere House

Muskoka Lakes

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

CA $493 total

includes taxes & fees

Aug 10 - Aug 11

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.

CA $805 total

includes taxes & fees

Aug 30 - Aug 31

3. Tru By Hilton Bracebridge, On

Bracebridge

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

CA $186 total

includes taxes & fees

Aug 30 - Aug 31

4. 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.

CA $378 total

includes taxes & fees

Aug 18 - Aug 19

5. Fairfield Inn & Suites Gravenhurst Muskoka

Gravenhurst

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

CA $247 total

includes taxes & fees

Aug 30 - Aug 31

6. Motel 6 Huntsville, ON

Huntsville

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

CA $165 total

includes taxes & fees

Aug 16 - Aug 17

7. Home2 Suites by Hilton Huntsville

Huntsville

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

CA $269 total

includes taxes & fees

Aug 20 - Aug 21

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

8. Quality Inn

Bracebridge

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

CA $185 total

includes taxes & fees

Aug 30 - Aug 31

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Choose what matters most at hotels with a pool in Windermere

Breakfast included

4 stars

Top Windermere Hotel Reviews

Windermere House

10/10 Excellent

"Always a beautiful stay at windemere!"

JW Marriott The Rosseau Muskoka Resort & Spa

8/10 Good

"The room was nice. The view was nice - lakeside balcony. It was for 4 of us. The room had 1 King & sofabed. We needed to request the bedding for the sofabed - not in room. We also had to request an extra set of towels. Half way through the stay we needed to ask for a 4th set of towels…they must reset with only 3. The Chophouse was ok - the selection was limited and over priced for the steaks. Teca (Italian) restaurant was reasonably priced, nice atmosphere- family enjoyed the food. The Deck pool closes at 6 pm should stay open longer….people are on vacation. Family thought it was ok, not worth the hype… Drinks were very expensive $20++ for vodka soda…specialty drinks. Enjoyed the access to free coffee in the ‘Cottages’ restaurant (buffet) area. It too was pricey for the selection. Nice experience for us but may be a place for those not minding a $500 dinner that was meh. Nice property - very clean, very well maintained. WiFi was good no issues with it. Room was clean. The bathroom had a tub, separate shower and toilet room…enjoyed it. Small kitchenette with toaster, flat burners, nice size bar fridge, utensils, cookware, coffee maker. Enjoyed the option - only made bagels one morning. It was nice."

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. Muskoka Tiny Home: Hotel, 14-minute walk from Lake Muskoka. Features a children's pool, a seasonal outdoor pool, and 2 pool bars. Charming Muskoka Wilderness Cottage: Resort, 6-minute walk from Lake Rosseau. Offers 2 outdoor pools, a children's pool, and a private beach. 3 Mile Lakehouse: Hotel, 1-minute walk from Lake Muskoka. Provides daily, an indoor pool, and free self parking. Muskoka Bay Resort: Offers 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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