Windermere Holiday Rentals

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Holiday Rentals in Windermere

Touchstone Resort

4.0 star property
8.6 out of 10, Excellent, (290)
"The rooms were absolutely immaculate and we enjoyed our stay SO much - we did not want to go back home!! We’ll definitely come again!! Everything is beautiful there!!!! "
The price is AU$341
includes taxes & fees
20 Dec - 21 Dec
Touchstone Resort

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

Muskoka Lake Cottages

3.0 star property
7.4 out of 10, Good, (75)
"Great stay! Wish the stove was a little stronger with some cutting knives as well. But otherwise we had a great time!"
The price is AU$265
includes taxes & fees
27 Nov - 28 Nov
Muskoka Lake Cottages

Renovated Waterfront Cottage on Three Mile Lake in the heart of Muskoka.

9.2 out of 10, Wonderful, (32)
"We enjoyed our stay here. This place was all we needed to relax and enjoy the settings of the beautiful lake before us. We were close to nearby towns and trails for us to explore. "
The price is AU$671
includes taxes & fees
3 Dec - 4 Dec
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$996
includes taxes & fees
27 Nov - 28 Nov
Day Dreamer! (#5 Muskoka Lake Cottages)

Brand new cottage on 3-Mile Lake in the heart of Muskoka

10.0 out of 10, Exceptional, (95)
"Great property, new , clean, Enjoy with yur family"
Brand new cottage on 3-Mile Lake in the heart of Muskoka

Cozy Cottage in Muskoka

7.6 out of 10, Good, (8)
"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"
The price is AU$451
includes taxes & fees
27 Nov - 28 Nov
Cozy Cottage in Muskoka

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!

Log Cabin On the Lake B&B

9.6 out of 10, Exceptional, (29)
"It has everything one could need - it is just small - nothing deceptive about the online description at all. Quiet with a truly lovely road across the street that I walked down at least three times every day I was there with the dogs - never did see a house - met a nice fellow on a bicycle and two cars, both of which stopped while I leashed the dogs. Owner is wonderful."
The price is AU$425
includes taxes & fees
27 Nov - 28 Nov
Log Cabin On the Lake B&B

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

Cozy Cabin Overlooking Arrowhead Provincial Park and the Big East River

10.0 out of 10, Exceptional, (35)
"Great location and facilities."
Cozy Cabin Overlooking Arrowhead Provincial Park and the Big East River

Lakefront Muskoka Beautiful Cottage

9.2 out of 10, Wonderful, (16)
"Lovely spot. Just surprised that there were no cups, no paper towels or tea towels. No amenities whatsoever. We brought our own coffee maker but could not enjoy a morning coffee. Would love to come back but if you’re traveling you need to bring your own dishes. Weird "
Lakefront Muskoka Beautiful Cottage

Spacious Lakeside Cottage on beautiful Mary Lake - Muskoka, Huntsville

10.0 out of 10, Exceptional, (11)
"Nice lakefront property with a great backyard area. Host is responsive and pleasant. The home itself has a great layout for different families or couples across different floors. Some of the furniture is rustic which we enjoyed, for those seeking that aesthetic, but the dinning room bench and chairs were slightly too rustic and loose/lacking in padding for me. Beyond that, the view from the house and patio is excellent. This is a great property to visit in any season."
Spacious Lakeside Cottage on beautiful Mary Lake - Muskoka, Huntsville

Tranquil Waterfront Getaway

8.0 out of 10, Very good, (12)
"Great location, view, and room. Water pressure was low, filters may have need cleaning. But every thing else was great."
Tranquil Waterfront Getaway

Waterfront on Lake Muskoka!

9.6 out of 10, Exceptional, (36)
"Very great place to stay. Close to bala, on a nice inlet of lake muskoka. Tom is very easy to deal with and communicate with. Highly recommend! "
Waterfront on Lake Muskoka!

Gorgeous waterfront cottage on beautiful Bear Lake

9.6 out of 10, Exceptional, (63)
"Enjoyed campfire, fall colour, clean house. "
Gorgeous waterfront cottage on beautiful Bear Lake

Muskoka Modern Luxury Lake House Cottage

10.0 out of 10, Exceptional, (7)
"Cottage is well equipped with everything needed for enjoyable weekend. Clean, tidy, lots of seating. No complaints!"
Muskoka Modern Luxury Lake House Cottage

Beautifully maintained cottage in the heart of port carling

9.0 out of 10, Wonderful, (4)
"We had an amazing weekend. Clean, lake front, great fishing off the dock; watch out for the pike we put up a great fight, and accommodating, with enmities in short distance. Would definitely bring the fam again next year. "
Beautifully maintained cottage in the heart of port carling

Inn The Moment: A Bright and Cozy Getaway in the Heart of Muskoka

10.0 out of 10, Exceptional, (22)
"Cozy cottage well equipped, beds like a hotel….very comfy. Beauty kitchen…new and modern…enjoyed the fire every afternoon. Short scenic drive to Huntsville, falls, and lookout, Port Sydney beach is lovely. Fall colours at their peak so stunning drives…we also lucked out with 20+c temps. Hope to return again ."
Inn The Moment: A Bright and Cozy Getaway in the Heart of 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.
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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, (564)
"Unique & lots of character in Muskoka "
The price is AU$189
includes taxes & fees
27 Nov - 28 Nov
Windermere House

Home2 Suites by Hilton Huntsville

3.0 star property
9.2 out of 10, Wonderful, (546)
"Very restful sleep and family oriented atmosphere. Swimming, continental breakfast and close proximity to the plaza. Awesome time! "
The price is AU$158
includes taxes & fees
2 Dec - 3 Dec
Home2 Suites by Hilton Huntsville

JW Marriott The Rosseau Muskoka Resort & Spa

4.5 star property
8.6 out of 10, Excellent, (947)
"Wonderful place to stay. Spa was great and as busy as it was, it was very quiet. Staff were very attentive and amazing. Highly recommend staying here."
The price is AU$506
includes taxes & fees
2 Dec - 3 Dec
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.
Beautiful view of the beach with palm trees

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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?

Welcome to Falcon’s Nest, your 6 bedroom luxury all-season cottage retreat nestled on Lake Muskoka: This holiday home rental outside of Windermere is located on a lake, and has a fireplace, a balcony and a BBQ to put you at ease in your new surroundings. It has 6 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. Kick off your shoes and enjoy yourself with a selection of games and 1 hot tub.

How many holiday rentals will I find in Windermere?

Expedia has 3 holiday rentals for your stay in Windermere.

What can I see and do in Windermere?

Explore the area and family-friendly sights such as Aspen Valley Wildlife Sanctuary, 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.