Search Cottages in Windermere

  • Plan, book, stay with confidence

    • bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    Sign in
    today icon
    Change your mind
    Book hotels with free cancellation

Check prices for these dates

Next weekend
21 Rab. I - 23 Rab. I
In two weeks
28 Rab. I - 30 Rab. I
In one month
11 Rab. II - 13 Rab. II
In two months
9 Jum. I - 11 Jum. I

Compare 263 Cottages in Windermere with updated reviews, rates, and availability.

Great Location and Fun For Everyone!
Lake

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!
Cliff Haven Huntsville
Fridge, microwave, oven, stovetop

Cliff Haven Huntsville

9.0 out of 10, Wonderful, (4)
"Our group enjoyed our stay at Cliff Haven! Jeena was a great host, very accommodating and quick to respond to our questions. The place was well stocked and had such a cozy vibe! The only issue we encountered was with one of the bunks being quite shaky and we felt it was unsafe to use.Overall a great experience and we'd definitely book Cliff Haven again!"
The price is SAR 1,044
SAR 2,339 total
includes taxes & fees
1 Apr - 2 Apr
Cliff Haven Huntsville
Renovated Waterfront Cottage on Three Mile Lake in the heart of Muskoka.
Property grounds

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

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

10.0 out of 10, Exceptional, (101)
"This is our third time staying at cottage and we all enjoyed ourselves. Very peaceful setting. "
Brand new cottage on 3-Mile Lake in the heart of Muskoka
The Hatch - your family lakehouse retreat in Muskoka w/ Sauna & Hot Tub
Terrace/patio

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
Private Muskoka cottage on 5 acres with 300 ft of waterfront
Beach

Private Muskoka cottage on 5 acres with 300 ft of waterfront

9.0 out of 10, Wonderful, (31)
"Awsome"
Private Muskoka cottage on 5 acres with 300 ft of waterfront
Tranquil Waterfront Getaway
Property grounds

Tranquil Waterfront Getaway

8.0 out of 10, Very Good, (13)
"Property was very nice. Perfect for our purposes. Great view of the river and close to Huntsville. "
Tranquil Waterfront Getaway
Spacious 5 bedroom waterfront cottage. Billiard, TV, 3 kayaks, fishing, swimming
Fridge, microwave, oven, stovetop

Spacious 5 bedroom waterfront cottage. Billiard, TV, 3 kayaks, fishing, swimming

9.4 out of 10, Exceptional, (8)
"Loved this property! From the moment we walked in we were amazed by how spacious it was. There’s plenty of room for all of us to spend time together and have our own space. Gorgeous rooms and everything we needed was available. There are a lot of stairs so people with knee problems beware. Viktoriya was a great host and was quick to respond whenever we had questions. "
Spacious 5 bedroom waterfront cottage. Billiard, TV, 3 kayaks, fishing, swimming
Pool|Firepit|Starlink: Waterfront Muskoka Cottage
Miscellaneous

Pool|Firepit|Starlink: Waterfront Muskoka Cottage

10.0 out of 10, Exceptional, (6)
"The cottage is gorgeous, l've alreadyrecommended it to many. Thank you Edwin my friends and I had an amazing time I wish I had taken it for a week instead of three days we are already planning for next summer."
Pool|Firepit|Starlink: Waterfront Muskoka Cottage
Waterfront cottage @ Muskoka Pines kayaks/ fireplace /bbq/firepit
Property grounds

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
Stunning Waterfront Cottage on Bear Lake – Your Year-Round Getaway
Smart TV, fireplace, DVD player, foosball

Stunning Waterfront Cottage on Bear Lake – Your Year-Round Getaway

9.6 out of 10, Exceptional, (64)
"Nice new years getaway with friends and family "
Stunning Waterfront Cottage on Bear Lake – Your Year-Round Getaway
Cozy Shores, Hot tub and sauna, pet friendly. kayak, boating and golf
Property grounds

Cozy Shores, Hot tub and sauna, pet friendly. kayak, boating and golf

10.0 out of 10, Exceptional, (1)
"My husband and I booked this trip to relax/destress after long and difficult year. We ventured out a little bit (to Muskoka Lakes Farm & Winery as well as Crossroads restaurant), but looked forward to returning to use the hot-tub and sauna just as much!The location right on the water is amazing, and it is very private which is exactly what we wanted. The bed we stayed in was also very comfortable, and the place is tastefully decorated with lots of live plants. Beautiful.Thanks for a relaxing...
Cozy Shores, Hot tub and sauna, pet friendly. kayak, boating and golf
Beautiful Muskoka Cottage. Hot tub. Privacy. Stunning Views. Sandy Beach.
Outdoor spa tub

Beautiful Muskoka Cottage. Hot tub. Privacy. Stunning Views. Sandy Beach.

10.0 out of 10, Exceptional, (9)
"Everything was great form the communicating with the owner to what they said the property was. Very quiet and peaceful area and not too far from Bala or Port Carling! Would definitely recommend and will definitely stay there again!."
Beautiful Muskoka Cottage. Hot tub. Privacy. Stunning Views. Sandy Beach.
20% early bird,On Lake Muskoka,hot tub,sunset from Boathouse,playset,watercraft
Outdoor dining

20% early bird,On Lake Muskoka,hot tub,sunset from Boathouse,playset,watercraft

9.6 out of 10, Exceptional, (13)
"This was our 6th year of taking our kids and grandkids to a cottage. This cottage did not disappoint. Spent most of our week at the water. Between the dock and boathouse, we had beautiful views of Lake Muskoka. There was ample space at the docks and on the boathouse roof so all of us could enjoy our family week. Thank you for an amazing week! "
20% early bird,On Lake Muskoka,hot tub,sunset from Boathouse,playset,watercraft
Lakeside Haven (Your Cottage Retreat)
Terrace/patio

Lakeside Haven (Your Cottage Retreat)

10.0 out of 10, Exceptional, (6)
"This cottage was above amazing! A beautiful winter retreat, they have everything you need to enjoy a relaxing weekend from a fantastic hot tub to some cozy robes to keep you warm. The place was spotless when we arrived which was great way to start the stay. Baha was an amazing host, he made the check in and check out process a breeze! Overall 10/10 vacation and will definitely be planning another stay here in the summer months to come!"
Lakeside Haven (Your Cottage Retreat)
Beautifully maintained cottage in the heart of port carling
Property grounds

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
Modern cottage escape in Muskoka
Fridge, microwave, oven, stovetop

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
5 Bedroom Cottage in Muskoka. Beach, swimming, pool, boating available on site.
Beach nearby, sun loungers

5 Bedroom Cottage in Muskoka. Beach, swimming, pool, boating available on site.

5 Bedroom Cottage in Muskoka. Beach, swimming, pool, boating available on site.
Beautiful Custom Built Muskoka Boathouse!
Property grounds

Beautiful Custom Built Muskoka Boathouse!

9.8 out of 10, Exceptional, (50)
"Wonderful property surrounded by water. Fit and finish of the boathouse were immaculate. Furnishings were well chosen. 2 caveats: there are a lot of steps from the parking; there s no stove/oven"
Beautiful Custom Built Muskoka Boathouse!
Relax and Enjoy 6 bedrooms cottage on Sandy Beach 1.5 Hours from Toronto
On the beach, sun loungers, beach towels

Relax and Enjoy 6 bedrooms cottage on Sandy Beach 1.5 Hours from Toronto

7.8 out of 10, Good, (38)
"We have been renting cottages for 12 years, so this is not our first rental.. Great cottage in a private setting with great swimming- shallow sandy-bottomed water for the youngsters, but deep off the dock. However: 1/ the yellow floatie thing on the beach and the blue-topped cabana in the background of the photo of the property don't exist. 2/ lower bunkbed is unusable due to lack of support for the mattress 3/ BBQ is past its prime: works, but on its way out. Lid falls off if you're not...
Relax and Enjoy 6 bedrooms cottage on Sandy Beach 1.5 Hours from Toronto
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.
Don't see what you're looking for?
See all available properties in Windermere
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Other property types in Windermere

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

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

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

10.0 out of 10, Exceptional, (5)
"I rented Pat and Morley’s cottage for my birthday weekend with a group of friends. Though there was a big snow storm, Morley made sure to keep in touch with me and ensured the driveway was plowed and safe for us before we left. Both the main cottage and bunkie were fantastic – clean and well stocked with linens and towels. The sauna was great too, would love to come back in the summer to enjoy the water! "
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
Private kitchen

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 SAR 1,370
SAR 2,366 total
includes taxes & fees
11 Mar - 12 Mar
Lake Rosseau Muskoka Cottage Rental 5 min from Windermere w boat parking at dock
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?
Cottages in Windermere range between SAR 1,044 and SAR 1,044 per night. These properties offer a chance to get reacquainted with nature — at a price you can afford. 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?
You’ll find 263 cottages in Windermere. Whether you’re vacationing with the kids or organizing a weekend break with your besties, Expedia can help you find the perfect property to enjoy nature’s beauty.
Why book your cottage in Windermere with Expedia?
Expedia has some terrific cottages in Windermere, so get set for an unforgettable vacay on nature’s doorstep. If you have a budget in mind, click on how much you want to spend and your preferred property star rating. Or, try out our filters to search for cottages with a pool or a hot tub. We’ll help you find the perfect place whatever your plans or bank balance.
How can I find cheap cottages in Windermere?
A wonderful way to locate cheap cottages in Windermere is with Expedia’s filter tool. Fine-tune your search results by budget, amenities and star rating to secure unbeatable rates in just a few clicks.