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Compare 269 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.

Sandy beach cottage in Muskoka - great for families!

10.0 out of 10, Exceptional, (1)
"Beautiful property and cottage! We had a blast."
Sandy beach cottage in Muskoka - great for families!

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

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

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

Sawdust city haus

9.8 out of 10, Exceptional, (21)
"Lovely, quiet location. Well supplied. "
Sawdust city haus

Newly Renovated Secluded Cottage

9.8 out of 10, Exceptional, (20)
"My husband and I do a trip with another couple every fall. It’s a chance for us to get caught up with one another, cook together, play cards, relax and just enjoy the beauty of the season. This location offers it all! The kitchen is very well set up, there was nothing we needed that it didn’t have. The bathrooms are lovely and the bedrooms are beautiful and very comfortable. The pictures don’t do it justice. We thoroughly enjoyed our time there and will definitely come again!"
Newly Renovated Secluded 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

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

Modern cottage escape in Muskoka

10.0 out of 10, Exceptional, (17)
"The cottage had everything we needed. Lots of room for 5 adults. Games to play for the rainy days. Outdoor equipment to enjoy the lake. Perfect spot."
Modern cottage escape in Muskoka

Newly renovated luxury waterfront cottage, family and pet friendly. Sleeps 10.

10.0 out of 10, Exceptional, (3)
"We loved our stay @thehausontheriver. When we arrived it was very clean and there was a cute little welcome gift left for us. It had everything we needed and more. The host was so great with communication and made sure we were able to get in and didn’t need anything else. I loved the little binder of FYIs about the cottage - made it easy for us. We will definitely go back for another stay!"
Newly renovated luxury waterfront cottage, family and pet friendly. Sleeps 10.

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)

Muskoka Waterfront Cottage - Moon River with HOT TUB

8.8 out of 10, Excellent, (9)
"Nice location and great access to bala groceries and shops. Nice little beach. Nice kayaks, older paddle boat, and shallow water for little kids. Cottage is aging and kept up well. Pillows, linens, and beds are basic and adequate. Great air conditioning. Small washer and dryer was a must for two little kids. Host took a while to respond to messages and there were no checkout instructions, even after sending a message, other than depart by 1100 from the checkin message v"
Muskoka Waterfront Cottage - Moon River with HOT TUB

Private escape with over 200 feet of lakefront on Stewart Lake!

9.0 out of 10, Wonderful, (2)
"The location is good. Close to the beach and grocery store. The swim area access slippery and rocky so I recommend to bring water shoes. The lake is not too busy with motor boats so we were able to catch some fish. The hosts were nice and responsive. Overall nice stay."
Private escape with over 200 feet of lakefront on Stewart Lake!

Richview on Morrison Lake, Gravenhurst - Muskoka

9.4 out of 10, Exceptional, (23)
"Three generation of our family really enjoyed our cottage stay. The cottage was well appionted, the access to the lake was easy for all ages and the outdoor space amazing. We only had one rainy day which took us into Gravenhurst for their great famers market; wonderful straberries and corn! Cara was a very attentive host and was quick to respond to any questions we had. Would definetly recommend Richview to other families."
Richview on Morrison Lake, Gravenhurst - Muskoka

Modern Muskoka Gem with Gorgeous Lake View, Sleeps 10 -Minimum Stay 28 days

10.0 out of 10, Exceptional, (1)
"Loved our stay on Little Lake Joe. Our host was amazingly friendly and helpful and super attentive to everything. The cottage was really great - handled our family and guests with ease and offered great views and perfect waterfront fun. Beautiful, well appointed newly renovated cottage - great bedrooms and bathrooms, really comfortable and comfy living/eating areas, great cook's kitchen - with all the amenities you need to handle larger numbers. Little Lake Joe was a nice quiet escape from the...
Modern Muskoka Gem with Gorgeous Lake View, Sleeps 10 -Minimum Stay 28 days

Cozy Asthetic Hidden Cottage

Cozy Asthetic Hidden Cottage

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

Two Bedroom Cottage with Loft Close To Bala

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

Dreamscape Cottage w/ Sauna, Waterfront, Fire Pit

Dreamscape Cottage w/ Sauna, Waterfront, Fire Pit
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

Touchstone Resort

4.0 star property
8.6 out of 10, Excellent, (294)
"My boyfriend and I loved everything about this mini weekend getaway! Very quiet and peaceful, mind you it was the off-season, the restaurant was very good we didn’t have to leave the property all weekend. The rooms were very clean/spacious and cozy. We will definitely be back! "
The price is SAR 822
SAR 1,003 total
includes taxes & fees
24 Dec - 25 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

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

9.4 out of 10, Exceptional, (33)
"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. "
Renovated Waterfront Cottage on Three Mile Lake 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.

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 269 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?
Expedia is here to help you easily source cheap cottages in Windermere. To reserve a fantastic stay in a matter of clicks, try out the filter tool to refine your search results by budget, star rating and amenities.