Default HTG hotel image

Windermere Vacation Rentals

  • Bundle & Save

    Get more, spend less whenever you see Bundle & Save deals

  • OneKeyCash

    Earn OneKeyCash on all your eligible bookings

  • Upfront pricing

    We are not like the others - we include taxes and fees

Check prices for these dates

In two weeks
Oct 9 - Oct 11
In two months
Nov 20 - Nov 22
In three months
Dec 18 - Dec 20
In four months
Jan 15 - Jan 17

Our top choices for Windermere vacation rentals

A pool area with lounge chairs, a staircase to a balcony, and a view of trees.

1. Touchstone Resort

Touchstone Resort
4.0 star property
Muskoka Lakes
8.6 out of 10, Excellent, (454 reviews)
"Great get away, beautiful lake, with the beach and boats and swimming docks, Comfortable and very clean accommodations, friendly stuff, and great restaurant"
Canada
Jules
$218 nightly
The price is $246
Sep 29 - Sep 30
Total with taxes and fees
Touchstone Resort
A beach with a wooden deck, lounge chairs, and a house in the background.

2. Sunny Point Resort Cottages and Inn

Sunny Point Resort Cottages and Inn
3.0 star property
Seguin
7.6 out of 10, Good, (12 reviews)
"Really nice and clean resort. Accommodation is good. A lot of amenities for people to have fun and nice time "
Canada
Natasa
$111 nightly
The price is $125
Sep 29 - Sep 30
Total with taxes and fees
Sunny Point Resort Cottages and Inn
A wooden cabin with a large sliding door, a small window, and a view of a deck and trees.

3. Muskoka Lake Cottages

Muskoka Lake Cottages
3.0 star property
Muskoka Lakes
7.6 out of 10, Good, (133 reviews)
"The place is beautiful, and the owners are very accommodating. They even let us stay in a bigger room, which we really appreciated. Everything was clean, and the lakefront was really nice. The rooms and washrooms were also very clean. It’s an excellent place to stay, especially for first-time visitors. They also have a fire pit (i think u can bring wood or just buy it there), BBQ tools (you just have to pay for the gas), and equipment you can use at the lake. Overall, we had a great stay!"
Canada
Trisha
$170 nightly
The price is $192
Sep 28 - Sep 29
Total with taxes and fees
Muskoka Lake Cottages
A log cabin interior with a loft bed, a fireplace, a sofa, and a dining table.

4. Terrawoods Resort Muskoka

Terrawoods Resort Muskoka
2.0 star property
Seguin
7.6 out of 10, Good, (12 reviews)
"Rhody was very helpful."
Canada
Abigail
$285 nightly
The price is $322
Oct 14 - Oct 15
Total with taxes and fees
Terrawoods Resort Muskoka
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Windermere Hotel Reviews

Last Two Weeks of Summer Available- Large Dock, Hot Tub, Beach w Water Toys

Last Two Weeks of Summer Available- Large Dock, Hot Tub, Beach w Water Toys

8/10 Good
"."
Rachel 2-night trip
Posted 9 hours ago
Last Two Weeks of Summer Available- Large Dock, Hot Tub, Beach w Water Toys

Find out more about Windermere

Everything you need to know about Windermere vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Windermere vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Windermere vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Windermere vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Windermere. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Windermere in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $125 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Windermere rentals

At Expedia, we put the best Windermere vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Windermere rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Windermere vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Windermere. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Explore a world of travel with Expedia

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?

Lux Muskoka Waterfront 5 BR Luxury: You might want to consider this vacation home rental near Windermere, which offers a fireplace, a hot tub, and a barbecue grill to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a dishwasher, a stovetop, and a microwave.

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?

Lake Rosseau and Three Mile Lake are a couple of lovely local spots to get outside and enjoy nature. 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.