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Windermere Vacation Rentals

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Check prices for these dates

In two weeks
3 Jul - 5 Jul
In two months
14 Aug - 16 Aug
In three months
11 Sep - 13 Sep
In four months
9 Oct - 11 Oct

Our top choices for Windermere vacation rentals

Muskoka Premium Waterfront Cottage | Living area | 42-inch Smart TV with digital channels

Muskoka Lake Cottages

Muskoka Lake Cottages
3.0 star property
Muskoka Lakes
7.6 out of 10, Good, (114 reviews)
"Nice location, clean room, friendly environment good management."
Canada
Md abedin
The price is AED 301
AED 590 total
includes taxes & fees
25 Jun - 26 Jun
Muskoka Lake Cottages
Fireplace

Terrawoods Resort Muskoka

Terrawoods Resort Muskoka
2.0 star property
Seguin
7.6 out of 10, Good, (10 reviews)
"The office manager was great"
Canada
Amanda
The price is AED 1,074
AED 1,214 total
includes taxes & fees
22 Jun - 23 Jun
Terrawoods Resort Muskoka
On the beach, sun loungers, kayaking, rowing

Sunny Point Resort Cottages and Inn

Sunny Point Resort Cottages and Inn
3.0 star property
Seguin
8.0 out of 10, Very Good, (3 reviews)
"Really nice and clean resort. Accommodation is good. A lot of amenities for people to have fun and nice time "
Canada
Natasa
The price is AED 641
AED 724 total
includes taxes & fees
22 Jun - 23 Jun
Sunny Point Resort Cottages and Inn
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.
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Top Windermere Hotel Reviews

Muskoka Bay Resort

Muskoka Bay Resort

10/10 Excellent
"The room was impeccably clean. The kitchen has everything you need, and the bed is so comfortable. The staff was warm and friendly. One minor issue is that their visa/debit isn't working for security deposit which needs to be fixed as all hotels have this as an option in 2026. But the staff waved the security deposit to fix the issue which was perfect. I love that they have rides to and from the hotel and amenities (clubhouse -restaurant and pool). I would definitely stay here again! Journey was our server at the clubhouse and she was superb. We never waited for service, she kept a close eye on us but never hovered. The food was to die for!"
Samantha 1-night trip
Posted 5 hours ago
Muskoka Bay Resort

Frequently asked questions

Are there vacation rentals in Windermere?

Yes, we have vacation rentals close to well known attractions in Windermere, or you can select a more remote option if you'd like a relaxing place to stay. Windermere is known for its lake views and golf courses. Make sure you have time to check out the bars and spas during your trip.

What are some of the best vacation home rentals in Windermere?

Ultimate Family Retreat | Acreage, Private Lake, Pool, Sauna & Hot Tub: You might want to consider this vacation home rental near Windermere, which is located on a lake and has an outdoor pool, a fireplace, and a barbecue grill to put you at ease in your new surroundings. It has 4 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. It offers a patio, a garden, and a selection of games so you can immerse yourself in your vacation.

How many vacation rentals will I find in Windermere?

Expedia has 4 vacation rentals for your stay in Windermere.

What can I see and do in Windermere?

Explore the area and family-friendly sights such as High Falls Water Park, or get out into nature at a spot like Lake Rosseau. Other places in town to visit include Windermere Golf & Country Club and Windermere Marina.

What are vacation rentals like in Windermere?

Vacation rentals are privately owned properties you can stay in for a couple days or more in Windermere. Vacation rentals offer amenities such as patios, hot tubs, and fire pits so you'll have all the comforts of home. If you're concerned about a sanitized environment, vacation rentals can offer a sense of privacy away from public hotel elevators and bustling concierge desks while still allowing you the excitement and enjoyment of travel. You'll also find more space in a vacation rental than in a hotel, which is another reason why a vacation rental is a great option for small groups.