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Compare Cottages in Windermere with updated reviews, rates, and availability.

Timber cottage with large deck overlooking the water. Boat access only, no road.

10.0 out of 10, Exceptional, (7)
"John was very accommodating and provided us with what we wanted/needed. Definitely recommend!"
Timber cottage with large deck overlooking the water. Boat access only, no road.

The Hatch - your family lakehouse retreat in Muskoka w/ Sauna & Hot Tub

7.2 out of 10, Good, (14)
"Property was nice and cottage was nice. The walkway from the cottage to the hot tub/dock could be improved as it was very rocky, sloped and not very wide due to weeds growing. Could have easily slipped and fell there. The dock was very nice although the ladder to get in/out of the water was unusable as 3 out of 4 bolts had rotted out of the wood. We had to get in and out of the water climbing on the rocks which were a bit slick so that wasn’t ideal. Overall the property was nice and the location...
The Hatch - your family lakehouse retreat in Muskoka w/ Sauna & Hot Tub

Lake side cottage w- sand beach. 13 acres-forest, steams & waterfalls to explore

9.4 out of 10, Exceptional, (10)
"Enjoyed the authentic cottage feel! Lots of space to stretch out."
Lake side cottage w- sand beach. 13 acres-forest, steams & waterfalls to explore

All Season Muskoka Cottage*HotTub*Sauna*Beach*BBQ

All Season Muskoka Cottage*HotTub*Sauna*Beach*BBQ

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

9.4 out of 10, Exceptional, (35)
"Clean property at a great location "
Renovated Waterfront Cottage on Three Mile Lake in the heart of Muskoka.

Lakefront Cottage with sandy beach on Lake Muskoka

9.8 out of 10, Exceptional, (7)
"We are so thankful for Alvaro who hosted our big family gathering. The cottage is so clean and nice, with very pretty views of the lake and colourful trees in the fall season. Property was well managed, and everyone had a great time. Definitely recommend staying here!! "
Lakefront Cottage with sandy beach on Lake Muskoka

Log home & guest cottage in old forest, Waterfall, Sunsets, Sauna, Fishing Boat

10.0 out of 10, Exceptional, (4)
"Wonderful property! Secluded, but leisurely walk to town. Delightful area of the world!! Works great by boat to get to towns around the lake. Nice water toys provided. Our grandkids ranged from 6 to 18 and they all loved it. "
Log home & guest cottage in old forest, Waterfall, Sunsets, Sauna, Fishing Boat

Cozy Cottage in Gravenhurst, tree lot, close to all attractions and activities

9.8 out of 10, Exceptional, (6)
"It was a great spot in the trees but just a few minutes drive from town. Clean and tidy and almost new. Had everything we needed for a very pleasant getaway. "
The price is AED 710
AED 1,612 total
includes taxes & fees
7 Feb - 8 Feb
Cozy Cottage in Gravenhurst, tree lot, close to all attractions and activities

Waterfront cottage @ Muskoka Pines kayaks/ fireplace /bbq/firepit

9.6 out of 10, Exceptional, (7)
"Alona's cottage was a great spot to hang with friends for the weekend. It had everything you need, including a dock with sun access throughout the day! Alona is a responsive host and answered all the questions I had for her very quickly. "
Waterfront cottage @ Muskoka Pines kayaks/ fireplace /bbq/firepit

Private Cottage on a lovely small lake in the heart of Muskoka

10.0 out of 10, Exceptional, (11)
"It was paradise, couldnt of asked for a better spot. The cottage has everything you could possibly need. I think we used every accommodation it had to offer and it did not disapoint. Simon is a 10/10 host, it is obvious he takes very good care of his properties, he made sure we were good and left us to our selves. We hope to go north again next year and we will for sure be contacting Simon. PS the fishing was great!"
Private Cottage on a lovely small lake in the heart of Muskoka

54 verifiable VRBO five star reviews. AAA local, flat & level, new lux cottage.

10.0 out of 10, Exceptional, (57)
"Wonderful location right on the water, great place to walk, quiet retreat! Very nice!"
54 verifiable VRBO five star reviews. AAA local, flat & level, new lux cottage.

Waterfront Oasis | Kayaks/Canoe | Free Ont Parks Pass | Firepit | Muskoka Room

10.0 out of 10, Exceptional, (7)
"This is an absolutely beautiful spot. Our only regret was not booking it for longer. It exceeded our expectations and the peaceful environment left us feeling completely refreshed. We would return to this rental in a heartbeat. The host communicated very well and every amenity was as advertised."
Waterfront Oasis | Kayaks/Canoe | Free Ont Parks Pass | Firepit | Muskoka Room

Lakeside Haven (Your Cottage Retreat)

10.0 out of 10, Exceptional, (5)
"A lovely cottage and a super spot. The house has amazing views over the lake for bedrooms and living spaces. A great seating area with fire pit close to the shore was well used and we managed to explore the lake in the canoes provided in the garage. There are no children’s buoyancy aids so best bring your own to avoid some upset little ones. "
Lakeside Haven (Your Cottage Retreat)

Lake Front cottage @ Muskoka

9.8 out of 10, Exceptional, (9)
"Beautiful cottage with lots of amenities ! Would highly recommend to anyone looking for the ultimate Muskoka spot. "
Lake Front cottage @ Muskoka

Newly Renovated Secluded Cottage

10.0 out of 10, Exceptional, (21)
"An absolutely amazing stay. Hoth house was well appointed, clean and private. Perfect location for us to access our outdoor activities. Would book again in a heartbeat."
Newly Renovated Secluded Cottage

Modern cottage escape in Muskoka

10.0 out of 10, Exceptional, (18)
"Lovely cottage, we had a great time in winter! Looking to come back in summer!"
Modern cottage escape in Muskoka

Two Bedroom Cottage with Loft Close To Bala

9.6 out of 10, Exceptional, (4)
"A+"
Two Bedroom Cottage with Loft Close To Bala

Beautiful Island Cottage with Amazing Views, Private Dock in Huntsville Canada

2.0 star property
10.0 out of 10, Exceptional, (4)
"This cozy and welcoming cottage is the perfect getaway. With peaceful and breathtaking views there is lots to do and the host was so accommodating going above and beyond to make sure our time was perfect. "
Beautiful Island Cottage with Amazing Views, Private Dock in Huntsville Canada

Beautiful 3-bed, 2-bath, 4 season cottage on 375ft of waterfront (Dog friendly)

10.0 out of 10, Exceptional, (5)
"This beautiful cottage is on a beautiful property with excellent privacy. It has all of the necessities and canoe,paddle board and kayak. It is a gem. The wraparound deck with the large hammock was a favourite of ours during our stay. The dock was reached with ease and was very large with lovely views of the lake. I experienced ease of communication with the rental process. We enjoyed our stay immensely. Paula"
Beautiful 3-bed, 2-bath, 4 season cottage on 375ft of waterfront (Dog friendly)

Cliff Haven Huntsville

9.4 out of 10, Exceptional, (3)
"Beautiful lakefront property that was perfect for a large group of friends!"
The price is AED 1,014
AED 2,351 total
includes taxes & fees
2 Feb - 3 Feb
Cliff Haven Huntsville
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 property types in Windermere

Log home & guest cottage in old forest, Waterfall, Sunsets, Sauna, Fishing Boat

10.0 out of 10, Exceptional, (4)
"Wonderful property! Secluded, but leisurely walk to town. Delightful area of the world!! Works great by boat to get to towns around the lake. Nice water toys provided. Our grandkids ranged from 6 to 18 and they all loved it. "
Log home & guest cottage in old forest, Waterfall, Sunsets, Sauna, Fishing Boat

Lake Rosseau Muskoka Cottage Rental 5 min from Windermere w boat parking at dock

8.0 out of 10, Very Good, (1)
"Great lake! The boat house was clean and cozy, well equipped. The only thing is that it needs more lighting. The drive way slopes so stay on the gravel part as the car can get stuck if parked on the steep non gravel part especially if the ground is wet it can be muddy. The driveway that leads to the cottage, the bush needs to be cut back as the entrance is hidden. Bring bug spray. There is a nice dock to sit on and watch the sun set and great to dine outside. There is a BBQ and the cottage is a...
The price is AED 1,330
AED 2,431 total
includes taxes & fees
1 Feb - 2 Feb
Lake Rosseau Muskoka Cottage Rental 5 min from Windermere w boat parking at dock

Family Friendly Private Beach with Water Toys + Hot Tub with Stunning Lake Views

10.0 out of 10, Exceptional, (6)
"This was a great property, met all our expectations. The views were great, the house itself was clean, cozy and warm. Highly recommended. "
Family Friendly Private Beach with Water Toys + Hot Tub with Stunning Lake Views
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

How much do cottages in Windermere cost?
Prices for cottages in Windermere range between and per night. Whatever your budget, you’re sure to find the perfect place to reconnect with nature. These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
How many cottages are there in Windermere?
There are cottages in Windermere. No matter if you’re taking a trip with the little ones or planning a weekend break with your closest amigos, Expedia can help you find the ideal space to reconnect with nature.
Why book your cottage in Windermere with Expedia?
Expedia has some superb cottages in Windermere, so start packing for an unforgettable vacay on nature’s doorstep. If you have a budget, select how much you’re willing to spend and the preferred star rating of your property. Or take advantage of our filters to search for cottages with free WiFi or a pool. We’ll help you find a suitable place whatever your plans or style of travel.
How can I find cheap cottages in Windermere?
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