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Hotels with Swimming Pools in Windermere

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Check availability on Windermere Hotels with Swimming Pools

Tonight
26 Aug - 27 Aug
Tomorrow
27 Aug - 28 Aug
This weekend
28 Aug - 30 Aug
Next weekend
4 Sept - 6 Sept

Our top choices for Windermere hotels with a pool

A pool area with lounge chairs and a building with a red roof and flags.
A hotel with a distinctive architectural style, featuring large wooden barrel-shaped structures, a white exterior, and a red roof.
An aerial view of a large resort with a main building, multiple smaller structures, and a marina with boats.
A dining table set for six with a view of a lake through large windows.

1. Windermere House

Windermere House
Muskoka Lakes
  • Swim into pure bliss at this Victorian resort's seasonal pool sanctuary with cabanas and hot tub retreat.
S$387
includes taxes & fees
20 Sept - 21 Sept
Windermere House
A large, multi-story hotel with a pool, landscaped gardens, and a scenic sunset view.
A large resort with multiple buildings, a swimming pool, and snow-covered grounds.
A spacious dining area with multiple tables and benches, large windows offering a view of greenery, and a modern chandelier.
An outdoor patio area with seating and tables, surrounded by snow and trees, overlooking a body of water.

2. JW Marriott The Rosseau Muskoka Resort & Spa

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.
S$511
includes taxes & fees
13 Sept - 14 Sept
JW Marriott The Rosseau Muskoka Resort & Spa
A dining area with large windows, wooden tables, and chairs, overlooking a body of water.
A log cabin with a stone foundation, large windows, and a stone roof.
An outdoor deck with tables and chairs, umbrellas, and a view of the water.

3. Rocky Crest Golf Resort

Rocky Crest Golf Resort
Seguin
  • Splash into an aquatic paradise with 2 outdoor pools and a free water park at this lakeside resort.
S$326
includes taxes & fees
10 Sept - 11 Sept
Rocky Crest Golf Resort
A modern indoor pool area with a clear pool, seating by the pool, and a wall with circular logos.
A modern hotel reception area with a circular desk, comfortable seating, and a large window providing natural light.
A modern breakfast area with a coffee machine, yogurt and oatmeal dispenser, and a sign advertising pancakes.
A modern hotel building with a mix of brick and wood facade, multiple windows, and a prominent 'tru by Hilton' sign.

4. Tru By Hilton Bracebridge, On

Tru By Hilton Bracebridge, On
Bracebridge
  • Indoor pool offers year-round swimming laps in a refreshing bay hotel atmosphere.
S$149
includes taxes & fees
13 Sept - 14 Sept
Tru By Hilton Bracebridge, On
An indoor swimming pool with clear water, surrounded by white chairs and tables, large windows, and ceiling lights.
A modern building with a glass facade, outdoor seating area, and a well-maintained lawn.
A living room with a sofa, a coffee table, a fireplace, and a television.
A wall with a geometric pattern and pendant lights.

5. Quality Inn

Quality Inn
Bracebridge
  • Riverside hotel's indoor pool oasis offers total relaxation with hot tub and sauna retreats.
S$137
includes taxes & fees
23 Sept - 24 Sept
Quality Inn
A swimming pool with lounge chairs and umbrellas, surrounded by a well-maintained lawn and a building in the background.
A large, well-lit building with multiple windows and a prominent arched entrance.
A spacious dining area with multiple tables set for a meal, large windows, and wooden beams on the ceiling.
A cozy living room with a fireplace, leather furniture, and a rustic coffee table.

6. Trillium Resort & Spa

Trillium Resort & Spa
Huntsville
  • Seasonal outdoor pool sanctuary with private beach access and hot tub beckons at this lakeside spa retreat.
S$194
includes taxes & fees
8 Sept - 9 Sept
Trillium Resort & Spa
An indoor swimming pool with clear blue water, surrounded by lounge chairs and a poolside table.
A waterfront hotel with multiple balconies, a dock, and a boat.
A patio with a fire pit, outdoor seating, and a grill area.
A lakeside property with docked boats, a red-roofed building, and lush greenery.

7. Residence Inn by Marriott Gravenhurst Muskoka Wharf

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.
S$274
includes taxes & fees
8 Sept - 9 Sept
Residence Inn by Marriott Gravenhurst Muskoka Wharf
A swimming pool with a waterfall feature, surrounded by rocks and greenery.
A rustic lodge with a stone chimney, a large tree in the foreground, and a view of the mountains in the background.
A spacious living area with a high ceiling, large windows, a modern kitchen, and a cozy seating area with a sofa and a coffee table.
A large building with a stone roof, surrounded by autumn foliage and a winding road.

8. Muskoka Bay Resort

Muskoka Bay Resort
Gravenhurst
  • Float in seasonal poolside bliss at this resort with two stylish bars and sun loungers.
S$344
includes taxes & fees
1 Sept - 2 Sept
Muskoka Bay Resort
A swimming pool with a depth marker of 3 feet, lounge chairs, and a 'No Diving' sign.
A spacious room with a long table and chairs, large windows, and a ceiling with linear patterns.
A playground with a climbing structure, slides, and swings.
A hotel with a parking area, a red car, and a white car parked in front. There are trees and a flower bed with various plants.

9. Pinedale Inn

Pinedale Inn
Gravenhurst
  • Soak in the forest-framed pool and stunning lake views at this serene waterfront getaway.
S$171
includes taxes & fees
9 Sept - 10 Sept
Pinedale Inn
An indoor swimming pool with clear water, a lifeguard chair, and a sign indicating no diving.
A hotel lobby with a bakery display, a reception desk, and a view of the outside through glass doors.
A building with a modern entrance, large windows, and a covered area with a blue roof.
A hotel room with two beds, a desk, and a bathroom visible through an open door.

10. Motel 6 Huntsville, ON

Motel 6 Huntsville, ON
Huntsville
  • Relaxing poolside escape awaits at this family-friendly motel with clean rooms and convenient access to local dining options.
S$151
includes taxes & fees
30 Aug - 31 Aug
Motel 6 Huntsville, ON
View all properties

Choose what matters most at hotels with a pool in Windermere

Breakfast included
4 stars
5 stars
Hot tub
Spa

Top Windermere Hotel Reviews

Windermere House

Windermere House

10/10 Excellent
"We had a staff retreat at Windermere house and we were pleasantly surprised! The food at the restaurants was top notch! I would come back for the food alone. There is a small beach and you can access paddle boards and kayaks for free. The front desk staff wasn't overly helpful. I expected the room to be old and dated but it was great! Spacious, clean and quiet. The pool is a good size and there are a lot of activities to do at the resort. We will be back!"
Heather 1-night trip
Posted 20 hours ago
Windermere House
Residence Inn by Marriott Gravenhurst Muskoka Wharf

Residence Inn by Marriott Gravenhurst Muskoka Wharf

10/10 Excellent
"Thank you very much. Great staff, friendly and nice, we told them we are celebrating our anniversary and they surprised is with a treat delivered to our room. We enjoyed our stay and we will for sure repeat it again."
Waleed 2-night trip
Posted 3 days ago
Residence Inn by Marriott Gravenhurst Muskoka Wharf
JW Marriott The Rosseau Muskoka Resort & Spa

JW Marriott The Rosseau Muskoka Resort & Spa

10/10 Excellent
"We’ve stayed here many times. The property, rooms and staff are first class!"
Garth 2-night trip
Posted 6 days ago
JW Marriott The Rosseau Muskoka Resort & Spa

Frequently asked questions

What are some hotels with pools in Windermere?
Windermere House: Features 2 restaurants, a seasonal outdoor pool and a full-service spa. Muskoka Bay Resort: Hotel, 14-minute walk from Lake Muskoka. Offers a children's pool, a seasonal outdoor pool and 2 pool bars. JW Marriott The Rosseau Muskoka Resort & Spa: Provides 2 outdoor swimming pools, a children's pool and a private beach. Comfort Inn: Offers a snack bar/deli, an indoor pool and buffet. Tru By Hilton Bracebridge, On: Hotel, 1-minute walk from Lake Muskoka. Features daily, an indoor pool and free self parking.
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 the local weather in Windermere into account can help you maximise your time at the pool during your trip. The hottest months are usually July and August, with an average temperature of 18°C, while the coldest months are January and February, with an average of -6°C. Average annual precipitation for Windermere is 1209 mm.

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