Windermere Vacation Rentals

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Vacation Rentals in Windermere

Property grounds
Welcome to Falcon’s Nest, your 6 bedroom luxury all-season cottage retreat nestled on Lake Muskoka
10.0 out of 10, Exceptional, (22)
"Our family had such a special time together at the Falcon's Nest. The house was immaculate, there were special touches across the home, lovely soaps, chocolates, and the most incredible charcuterie board we've ever seen! Preet was so attentive to all of our needs, and we couldn't have asked for a better visit. Thank you!"
Welcome to Falcon’s Nest, your 6 bedroom luxury all-season cottage retreat nestled on Lake Muskoka
Exterior
Log Cabin On the Lake B&B
10.0 out of 10, Exceptional, (7)
"Spent my girlfriend’s birthday weekend at the cabin and had the nicest time. Perfect for a quite relaxing weekend with a perfect fire pit area and cozy inside for movie nights"
The price is CA $200
CA $354 total
includes taxes & fees
Jun 2 - Jun 3
Log Cabin On the Lake B&B
Property grounds
Aux Box Muskoka**HOT TUB** Modern Bunkie
10.0 out of 10, Exceptional, (17)
"The perfect cabin for a couple to enjoy a few days away in nature."
The price is CA $301
CA $468 total
includes taxes & fees
Jun 16 - Jun 17
Aux Box Muskoka**HOT TUB** Modern Bunkie
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Property grounds
Muskoka Lakeshore Cottage Bliss, Sleeps 16 in spring, summer, fall, 10 in winter
10.0 out of 10, Exceptional, (4)
"The house on Muskoka Lake was beautiful, 10 min from town, and the rooms were well appointed. The outdoor covered (and screened if desired) deck was perfect for bug free evening hangouts and a place my grandmother could watch the daily shenanigans of her grandkids at the Lake especially when it was raining. We swam, used the 2 adult and 2 kids kayaks and SUP'd every day. The main floor was spacious and kitchen was well stocked with spices and cooking tools. Daphney and her team were very...
Muskoka Lakeshore Cottage Bliss, Sleeps 16 in spring, summer, fall, 10 in winter
Smart TV, fireplace, video games, stereo
Muskoka Modern Luxury Lake House Cottage
10.0 out of 10, Exceptional, (1)
"Unfortunately due to a last minute family funeral we were not able to spend the weekend at the cottage but Maryam was very understanding and accommodating. Her place looks amazing and we hope to book her place again this summer."
Muskoka Modern Luxury Lake House Cottage
Fridge, microwave, oven, stovetop
Inn The Moment: A Bright and Cozy Getaway in the Heart of Muskoka
10.0 out of 10, Exceptional, (13)
"The cottage was beautiful. It had everything we needed. We enjoyed our walks every morning."
Inn The Moment: A Bright and Cozy Getaway in the Heart of Muskoka
Property grounds
Brand new cottage on 3-Mile Lake in the heart of Muskoka
9.8 out of 10, Exceptional, (78)
"What a fantastic cottage. Everything thought of by the owners and it felt like an 5* hotel. We all had an amazing relaxing stay. Great location. If I could give 10 stars I would!"
Brand new cottage on 3-Mile Lake in the heart of Muskoka
Interior
Cozy Cabin Overlooking Arrowhead Provincial Park and the Big East River
9.8 out of 10, Exceptional, (19)
"We loved the peacefulness of the river being right there. I loved that downtown was so close. But it felt like being faraway. Only problem with our age was all the stairs. Our one pet had to be carried up. Which was hard to do. Other then that awesome stay. Loved it"
Cozy Cabin Overlooking Arrowhead Provincial Park and the Big East River
Fridge, microwave, oven, stovetop
Lakefront 4-bdrm house for rent in the heart of Muskoka
9.8 out of 10, Exceptional, (7)
"Everything is good except no washroom in the basement,more kitchen towel."
The price is CA $399
CA $677 total
includes taxes & fees
May 20 - May 21
Lakefront 4-bdrm house for rent in the heart of Muskoka
Smart TV, fireplace, DVD player, foosball
Gorgeous waterfront cottage on beautiful Bear Lake
9.8 out of 10, Exceptional, (55)
"The cottage is bright, fairly clean, and the kitchen has a good amount of dishes, pots and pans. The beds are comfortable as well. It would have been nice to have a working dryer for our mitts and hats. We noticed it had been down since October. Also, an area to hang winter clothes and matts to put winter boots on. We didn't want to put our wet gear directly on the floor. Knowing we were coming and we paid a lot of money to stay plus an additional charge for our fur baby which was more than...
Gorgeous waterfront cottage on beautiful Bear Lake
Property grounds
Modern Muskoka Retreat
9.8 out of 10, Exceptional, (18)
"This place has EVERYTHING you need in a home away from home, including the best coffee machine I've ever seen. We were only here 2 nights but wish it could have been longer...we had such a great time. You can swim and fish right off the dock and the water was beautiful! Michael was an awesome host and incredibly responsive to any questions we had. And the town is only 7 minutes away, where you can basically get anything you need. I would definitely recommend this place and definitely stay...
Modern Muskoka Retreat
Lake
Great Location and Fun For Everyone!
9.6 out of 10, Exceptional, (31)
"Great location and super quiet. Even on a Labour Day weekend. Loved our stay. And our dogs loved the stay too. Would recommend"
Great Location and Fun For Everyone!
Property grounds
Cozy Lakefront Cottage
9.6 out of 10, Exceptional, (9)
"Fell in love with this cottage from the moment we arrived. The setting is beautiful. The cottage itself is lovely and well maintained. It was comfortable and welcoming. Bianca was a wonderful host. Throughout the entire process she was available and helpful. Bianca was a pleasure to work with. We hated to leave. We look forward to returning again soon."
Cozy Lakefront Cottage
Fridge, microwave, oven, stovetop
The Serene Acres Cottage Getaway Muskoka
9.6 out of 10, Exceptional, (4)
"My sister and I stayed here for 4 nights while visiting family on Lake Joe. We were pleasantly surprised by the place. We thoroughly enjoyed our stay. The place was exceptionally clean, light-filled with comfortable beds and seating. The kitchen was very well appointed and even had sharp knives. The bathroom had a large tub and shower as well as a stackable w/d in its closet, very useful. The host was pleasant, accommodating and responsive and lives nearby. It was great to rent where the owner...
The Serene Acres Cottage Getaway Muskoka
Living area
Lake Front cottage @ Muskoka
9.6 out of 10, Exceptional, (4)
"We had an amazing time at the cottage. We were able to swim and kayak in the clear lake. The cottage had all the amenities as described in the listing. The hosts were responsive to our questions. Can't wait to visit again to creat more wonderful memories."
Lake Front cottage @ Muskoka
Exterior
Waterfront on Lake Muskoka!
9.6 out of 10, Exceptional, (25)
"Owners were excellent to communicate with promptly. Would be better if linens were included in the rental. Not enough indoor dining chairs to accommodate the number of people advertised for. Great outdoor dining space if the weather allows. We had a cozy quiet little getaway which was great!"
Waterfront on Lake Muskoka!
Outdoor dining
Cute four-season cottage with sandy beach on Lake Muskoka
9.6 out of 10, Exceptional, (40)
"From the beginning the host Stephen was completely amazing. We have such a nice comfortable stay and this cottage!!!"
Cute four-season cottage with sandy beach on Lake Muskoka
Lake
Renovated Waterfront Cottage on Three Mile Lake in the heart of Muskoka.
9.4 out of 10, Exceptional, (13)
"Wonderful vac..beautiful view and the cottage was perfect for us!"
Renovated Waterfront Cottage on Three Mile Lake in the heart of Muskoka.
Exterior
Lakefront Muskoka Beautiful Cottage
9.0 out of 10, Wonderful, (9)
"We had a great experience. The host was very nice and accommodating. Only thing for people to remember is bring cutlery and plates and cups."
The price is CA $309
CA $484 total
includes taxes & fees
May 17 - May 18
Lakefront Muskoka Beautiful Cottage
Property grounds
Cozy Waterfront Cottage on Muskoka River
9.0 out of 10, Wonderful, (4)
"We were very happy with the place. Peaceful, nice, and close to everything. Well supplied kitchen, good barbecue, and way more beds than we needed. Place has a basketball hoop, a volleyball court, and enough green space to place soccer with a small group of people. The river is good for swimming, shallow in the shore but deep as you jump from the dock. Everything was clean and in working order. Thanks to the owners for allowing us to stay at this place."
Cozy Waterfront Cottage on Muskoka River
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See all available properties in Windermere
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.

Windermere Vacation Rental Travel Info

Number of vacation rentals
10
Popular accommodation
Windermere cottages
Known landmarks
Muskoka Lakes Winery, Aspen Valley Wildlife Sanctuary and Muskoka Lakes Museum
International airport
Toronto, ON (YYZ-Pearson Intl.)

Other types of properties in Windermere you may be interested in

Suite, 1 King Bed, Non Smoking, Jetted Tub
Best Western Plus Muskoka Inn
2.5 star property
9.4 out of 10, Exceptional, (1000)
"Clean and comfortable with fridge and microwave. Very reasonably priced"
The price is CA $130
CA $153 total
includes taxes & fees
May 20 - May 21
Best Western Plus Muskoka Inn
Front of property - evening/night
Windermere House
3.5 star property
8.8 out of 10, Excellent, (367)
"Place is absolutely beautiful, staff is amazing. Will return. "
The price is CA $149
CA $224 total
includes taxes & fees
May 19 - May 20
Windermere House
Exterior
JW Marriott The Rosseau Muskoka Resort & Spa
4.5 star property
8.6 out of 10, Excellent, (860)
"Good"
The price is CA $359
CA $483 total
includes taxes & fees
Jun 2 - Jun 3
JW Marriott The Rosseau Muskoka Resort & Spa
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.

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, cottages, cabins, villas... 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 months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Windermere vacation rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Windermere vacation rentals we have selected for you start as low as CA $115 per night. Entering your travel dates in the search wizard 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. 

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?

Lakefront Muskoka of Amazing Cottage: You might want to consider this vacation rental near Windermere, which is located on a lake and has a patio, a spa tub, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop, and a microwave.

How many vacation rentals will I find in Windermere?

Expedia has 5 vacation rentals for your stay in Windermere.

What can I see and do in Windermere?

Explore the area and family-friendly sights such as Santa's Village, 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.

Recent reviews of Windermere properties
Expedia verified reviews

Comfort Inn

Comfort Inn

5/5 Excellent
"Nice, clean, friendly staff. "
A verified traveller stayed at Comfort Inn
Posted 2 days ago
Comfort Inn