Windermere Holiday Rentals

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Holiday Rentals in Windermere

Touchstone Resort
4.0 star property
8.6 out of 10, Excellent, (272)
"Lovely setting and friendly staff."
The price is AU$182
includes taxes & fees
15 Oct - 16 Oct
Touchstone Resort
Muskoka Lake Cottages
3.0 star property
7.4 out of 10, Good, (71)
"very nice"
The price is AU$296
includes taxes & fees
2 Oct - 3 Oct
Muskoka Lake Cottages
Welcome to Falcon’s Nest, your 6 bedroom luxury all-season cottage retreat nestled on Lake Muskoka
10.0 out of 10, Exceptional, (27)
"Beautiful cottage on a beautiful location. The boat house allowed us to remain shaded ( or out in the sun) so that we could watch our children enjoy the water trampoline, fish off of the dock, use the paddle board, canoe or kayaks. We had our own boat so added activities were water skiing and wake boarding. Never a dull moment! So many memories."
Welcome to Falcon’s Nest, your 6 bedroom luxury all-season cottage retreat nestled on Lake Muskoka
Renovated Waterfront Cottage on Three Mile Lake in the heart of Muskoka.
9.2 out of 10, Wonderful, (28)
"The place was clean very quiet area. We had a few issues when we were there which we reported to Holly she responded and I'm sure she must have fixed them by now. barbecue was difficult to use in the sense that it backfired every time we used it so be careful. And I'm not sure if that dock is the dock that's at the cottage because we couldn't fit 4 chairs across the end.....Nice stay just the same ...across the end littgoing to be more than three people"
Renovated Waterfront Cottage on Three Mile Lake in the heart of Muskoka.
Day Dreamer! (#5 Muskoka Lake Cottages)
10.0 out of 10, Exceptional, (1)
"Owner of the Cottage was very helpful. Excellent location. Comfortable beds. Nice kitchen area. Highly recommended."
The price is AU$689
includes taxes & fees
30 Sept - 1 Oct
Day Dreamer! (#5 Muskoka Lake Cottages)
Brand new cottage on 3-Mile Lake in the heart of Muskoka
10.0 out of 10, Exceptional, (91)
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Brand new cottage on 3-Mile Lake in the heart of Muskoka
Lakefront Muskoka Beautiful Cottage
9.2 out of 10, Wonderful, (15)
"We loved the inside of the cottage, it was very clean and beautiful. It had a great view as you can see the lake from the dining table. Host was also helpful and provided us with plastic cups at our request, and gave us a tour. I would definitely recommend. "
The price is AU$515
includes taxes & fees
30 Sept - 1 Oct
Lakefront Muskoka Beautiful Cottage
Cozy Cottage in Muskoka
7.8 out of 10, Good, (7)
"The Cottage was beautiful, the only thing I would recommend to fix the front step & have a deck or some where closer to the cottage front / or back to sit"
Cozy Cottage in Muskoka
Log Cabin On the Lake B&B
9.8 out of 10, Exceptional, (24)
"This property ticked all our boxes and Steve was a great host. The cabin was well appointed and clean and at just about a 2-hour drive from Mississauga was easily accessible. I would highly recommend this property to those looking for a place to decompress / relax."
The price is AU$383
includes taxes & fees
14 Oct - 15 Oct
Log Cabin On the Lake B&B
Great Location and Fun For Everyone!
9.4 out of 10, Exceptional, (38)
"Amy was wonderful host and ambassador for the Port Carling/Muskoka area making some great suggestions as to sights to see. The cottage was well equipped and comfortable and the hot tub was a bonus!. Any hicups we had were quickly addressed and corrected. One of the best features was sitting on the large dock with a refreshment in hand and watching the antique boats cruising by, all in all a great location for a relaxing holiday, thank you Amy, "
Great Location and Fun For Everyone!
Aux Box Muskoka**HOT TUB** Modern Bunkie
10.0 out of 10, Exceptional, (21)
"We had a wonderful relaxing time, the hot tub was hot, the place was clean, the outdoor shower hot. Took a little drive to Arrowhead Park and did a bit of a hike. Beautiful area, and so close to Huntsville with everything you need!"
The price is AU$508
includes taxes & fees
17 Oct - 18 Oct
Aux Box Muskoka**HOT TUB** Modern Bunkie
Tranquil Waterfront Getaway
7.8 out of 10, Good, (11)
"We thoroughly enjoyed our time at the house, only two issues, BBQ was in need of a clean, only used it once due to this. Water pressure was terrible, especially as there were 8 adults all having showers so that was challenging. Location on river was lovely, we had a fire every night, it was lovely to relax and unwind."
Tranquil Waterfront Getaway
Inn The Moment: A Bright and Cozy Getaway in the Heart of Muskoka
10.0 out of 10, Exceptional, (19)
"A very pleasant stay."
Inn The Moment: A Bright and Cozy Getaway in the Heart of Muskoka
Cozy Waterfront Cottage on Muskoka River-B&B
9.4 out of 10, Exceptional, (6)
"The children enjoyed their time at the cottage. There's enough activities for everyone to do (kayaking, canoeing, pedal boat. They also have firepit where you can roast marshmallows. The property has an ample space to play freebies, badminton, volleyball and basketball. The cottage is a little outdated but it is spacious. Our overall experience was great. Ali was great too..We will go back to this property again.."
Cozy Waterfront Cottage on Muskoka River-B&B
The Serene Acres Cottage Getaway Muskoka
9.6 out of 10, Exceptional, (7)
"I was highly impressed with the cabin's exterior and interior. Plenty of surrounding forest. Plenty of muskoka villages and lakes nearby. Scenery aplenty.Also, lots of places to go hiking. Wonderful restaurants and cafes."
The Serene Acres Cottage Getaway Muskoka
Beautifully maintained cottage in the heart of port carling
8.8 out of 10, Excellent, (3)
"Overall a great location, so close to town! Cottage is lovely as well. Had a minor hiccup with checking in, but the host was quick to respond!"
Beautifully maintained cottage in the heart of port carling
Dreamscape Cottage with Sauna, Waterfront, Fire Pit
9.8 out of 10, Exceptional, (11)
"Bianca was a terrific and attentive host - and the cottage and location is ideal. Thank you for a lovely stay!"
Dreamscape Cottage with Sauna, Waterfront, Fire Pit
Waterfront cottage @ Muskoka Pines kayaks/ fireplace /bbq/firepit
9.8 out of 10, Exceptional, (6)
"My parents, sister and I had a lovely time at this property. Alona was a fantastic host with clear and speedy communication. The cottage itself is lovely and easily fit us all. The cottage has something for everyone. I really enjoyed kayaking around Loon and Turtle Lakes. MMy parents loved the various sitting areas. My sister loved jumping off the dock. Great price and great spot! Thank you Alona we will be there again!"
Waterfront cottage @ Muskoka Pines kayaks/ fireplace /bbq/firepit
Lake Muskoka Executive Cottage
10.0 out of 10, Exceptional, (11)
"Excellent quiet location at end of bay. House faces lake with great sunlight and sufficient shade options. Open concept home with ample space for a large family. Outstanding water access via beach which is excellent for young children. Dock suitable for mooring small to mid size power boat. Bay traffic was minimal and nice for swimming. 15 minutes to Port Carling 25 minutes to Bala."
Lake Muskoka Executive Cottage
Modern Muskoka Retreat
9.8 out of 10, Exceptional, (22)
"Good location, modern unit while still having its own charm. Host was very responsive before and during the stay. Printouts of contact numbers and general information was useful. "
Modern Muskoka Retreat
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Other types of properties in Windermere you may be interested in

Windermere House
3.5 star property
8.8 out of 10, Excellent, (482)
"There was a lot of family activities to do at the property. Well-maintained, had a basic double room, if it's in your budget splurge for one of the rooms with a balcony or lakeview."
The price is AU$192
includes taxes & fees
6 Oct - 7 Oct
Windermere House
Home2 Suites by Hilton Huntsville
3.0 star property
9.4 out of 10, Exceptional, (454)
"Easy access on and off the highway. Suites are very large and well accommodated. Only 1 1/2 years old - so still like new. Continental breakfast was good. "
The price is AU$190
includes taxes & fees
28 Oct - 29 Oct
Home2 Suites by Hilton Huntsville
JW Marriott The Rosseau Muskoka Resort & Spa
4.5 star property
8.6 out of 10, Excellent, (924)
"The staff were truly excellent. Shawn, Ashdoop, Annika. Brandon, Kevin, Sarah, Maya and all of the rest of the team made our vacation experience super! Many thanks too all of them"
The price is AU$522
includes taxes & fees
6 Oct - 7 Oct
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.

Frequently asked questions

Are there holiday rentals in Windermere?

Yes, there are holiday rentals close to the most popular sights in Windermere, or you can select a more secluded option if you're looking for a relaxing 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 holiday rentals that Windermere has to offer?

Lakefront Muskoka of Amazing Cottage: This holiday home rental outside of Windermere is located on a lake, and has a patio, a BBQ and air conditioning to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop and a microwave.

How many holiday rentals will I find in Windermere?

Expedia has 4 holiday 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 holiday rentals like in Windermere?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Windermere. Holiday rentals offer amenities such as kitchens and laundry facilities so you'll have everything you need. If you're concerned about cleanliness, holiday rentals can offer a sense of privacy away from public hotel lifts and lobbies packed with people while still allowing you the experience of travel. You'll also get more space in a holiday rental than in a traditional hotel, which is another reason why a holiday rental is a popular choice for small groups.