Windermere Holiday Packages

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Book your Windermere holiday

Wotif can help you save some cash!

It simply doesn't get easier than one of our accommodation and flight packages.

Windermere here we come!

If you book now, you could save up to . And consider all the choices you have with more than 550 airlines and 665,000 worldwide properties, it's a breeze to craft your dream holiday.

Everyone loves a bargain, and Wotif's affordable prices will no doubt satisfy. You'll be zipping up your suitcase and hitting the skies in no time.

Windermere Accommodation

There's no time to hesitate when it comes to securing your accommodation. With only 2 accommodations in Windermere, you'd best snap up one of Wotif's superb deals before they're all gone.

Finding a great place to stay doesn't have to be tricky. Our top picks are the Windermere House and Muskoka Shores Cottages.

Holidays to Windermere

Isn't it time you put an end to daydreaming about Windermere and got on that plane already? We reckon it is. But before you start battling with your neighbour for more elbow room, why don't we tell you a bit about the area?

Windermere has a few prominent cities on its doorstep. From the centre, Bracebridge is 20 kilometres away to the southeast. You can also easily find your way to Huntsville, which is 30 kilometres to the northeast.

Top Windermere hotels

Windermere House

Windermere House

3.5 out of 5
2508 Windermere Road, Muskoka Lakes, ON
Windermere House: Golf resort with free breakfast and free WiFi. Located on a lake.
"Booked last minute and we will be back. Everything was perfect from the customer service to the location to the amenities as well as the 2 restaurants, both delicious."

Reviewed on 11 Jun. 2025

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Windermere House
JW Marriott The Rosseau Muskoka Resort & Spa

JW Marriott The Rosseau Muskoka Resort & Spa

4.5 out of 5
1050 Paignton House Road, Muskoka Lakes, ON
JW Marriott The Rosseau Muskoka Resort & Spa: Luxury resort with free WiFi and 2 outdoor pools. Located on a lake.
"Very wonderful service and amenities."

Reviewed on 13 Jun. 2025

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JW Marriott The Rosseau Muskoka Resort & Spa
Lake Rosseau Muskoka Cottage Rental 5 min from Windermere w boat/trailer parking

Lake Rosseau Muskoka Cottage Rental 5 min from Windermere w boat/trailer parking

utterson windermere muskoka
Lake Rosseau Muskoka Cottage Rental 5 min from Windermere w boat/trailer parking: Pet-friendly cottage with WiFi and parking. Located on the waterfront.
Muskoka Lake Stay
"Great lake! The boat house was clean and cozy, well equipped. The only thing is that it needs more lighting. The drive way slopes so stay on the gravel part as the car can get stuck if parked on the steep non gravel part especially if the ground is wet it can be muddy. The driveway that leads to ..."

Reviewed on 3 Jul. 2024

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Lake Rosseau Muskoka Cottage Rental 5 min from Windermere w boat/trailer parking
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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.