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Check prices for these dates

Next weekend
25 Jul - 27 Jul
In two weeks
1 Aug - 3 Aug
In one month
15 Aug - 17 Aug
In two months
12 Sept - 14 Sept

Featured Cottages in Windermere and around

Cozy Cottage in Muskoka
Enjoy cooking in this well-equipped kitchen with a gas stove, microwave, and coffee maker.

Cozy Cottage in Muskoka

7.2 out of 10, Good, (12)
"Only 1 night stop for exploring and winter activities in the area. The cottage was lovely, well equipped, clean and spacious. Would definitely come to stay again!"
The price is €264
includes taxes & fees
7 Aug - 8 Aug
Cozy Cottage in Muskoka
Lakefront Muskoka Beautiful Cottage
Situated in a wooded area with a lake view, this cabin features a front door, small window, and satellite dish.

Lakefront Muskoka Beautiful Cottage

9.2 out of 10, Wonderful, (16)
"Great place, exactly as advertised. Check in process was very easy and hosts were super kind and caring!"
The price is €322
includes taxes & fees
17 Jul - 18 Jul
Lakefront Muskoka Beautiful Cottage
Rockcliffe House, Private Guest Suite on Brandy Lake
Experience the charm of this rustic lodge, featuring a covered porch and outdoor grill, nestled among lush greenery.

Rockcliffe House, Private Guest Suite on Brandy Lake

10.0 out of 10, Exceptional, (14)
"Jo and Marina were great hosts and the place was beautiful. Really enjoyed our stay :)"
Rockcliffe House, Private Guest Suite on Brandy Lake
Muskoka Cottage Minutes From Bala
Relax in the backyard with Adirondack chairs and a fire pit.

Muskoka Cottage Minutes From Bala

9.8 out of 10, Exceptional, (10)
"Zan was very helpful and the cottage was perfect for a couple. Will be back! "
Muskoka Cottage Minutes From Bala
Lakefront Muskoka Good View cottage
Enjoy dining or socializing on the deck with a table and chairs overlooking the water.

Lakefront Muskoka Good View cottage

5.0 out of 10, (6)
"The host provided with things we needed. We had good time here."
The price is €284
includes taxes & fees
27 Jul - 28 Jul
Lakefront Muskoka Good View cottage
Waterfront cottage @ Muskoka Pines kayaks/ fireplace /bbq/firepit
Relax in a serene outdoor space with a wooden deck and comfortable wicker chairs, offering a view of the surrounding snowy landscape.

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

9.6 out of 10, Exceptional, (10)
"Our group had a wonderful time here. Communication with the host was great and the place had everything we needed for the weekend. We were steps away from the lake and surrounded by lots of nature. The area was quiet and peaceful with friendly residents. Use of the kayaks, fire pit, grill, and outside balcony area were nice bonuses! We would recommend this place to anyone looking for a peaceful and relaxing stay."
Waterfront cottage @ Muskoka Pines kayaks/ fireplace /bbq/firepit
7 Bedrooms 4 Washrooms Dream Muskoka Cottage with Private Beach and Waterfront
Exterior

7 Bedrooms 4 Washrooms Dream Muskoka Cottage with Private Beach and Waterfront

8.4 out of 10, Very good, (7)
"We had a great experience at the property. Lots of bedrooms and bathrooms, very clean, and great views!"
7 Bedrooms 4 Washrooms Dream Muskoka Cottage with Private Beach and Waterfront
Charcoal Tree House: Cozy Cottage, Luxe Deck, Stargazing, Fire Pit, Forest Views
Enjoy a serene lakeside setting with a picnic table and benches overlooking the calm water and distant islands.

Charcoal Tree House: Cozy Cottage, Luxe Deck, Stargazing, Fire Pit, Forest Views

9.8 out of 10, Exceptional, (7)
"One of the best rental places I been in Ontario! Everything as described, provided all necessary things. Easy to find, great location! "
The price is €537
includes taxes & fees
21 Jul - 22 Jul
Charcoal Tree House: Cozy Cottage, Luxe Deck, Stargazing, Fire Pit, Forest Views
Breathtaking view of Lake Rosseau
Enjoy a peaceful retreat with a clear view of the lake and a functional cooking space.

Breathtaking view of Lake Rosseau

9.6 out of 10, Exceptional, (7)
"Fantastic fun and experience "
Breathtaking view of Lake Rosseau
Cliff Haven Huntsville
Enjoy cooking in this well-equipped kitchen with a stove, oven, and refrigerator, and dine in the adjacent dining area.

Cliff Haven Huntsville

9.2 out of 10, Wonderful, (5)
"Beautiful lakefront property that was perfect for a large group of friends!"
The price is €897
includes taxes & fees
30 Jul - 31 Jul
Cliff Haven Huntsville
Sunset Cove Lake Muskoka
Escape to a secluded cabin surrounded by tall trees, with a covered porch offering a sheltered outdoor space.

Sunset Cove Lake Muskoka

9.8 out of 10, Exceptional, (27)
"Comfortable house, great water access with kayak, clean bbq, great walkable area. Was a phenomenal and very memorable experience overall. "
Sunset Cove Lake Muskoka
Newly Renovated Secluded Cottage
Enjoy al fresco dining on the deck, surrounded by nature.

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
Hot tub, sauna, walk to town of Bracebridge, dock, water toys, pets OK
Terrace/patio

Hot tub, sauna, walk to town of Bracebridge, dock, water toys, pets OK

Hot tub, sauna, walk to town of Bracebridge, dock, water toys, pets OK
Cottage on Moon River w/ Fantastic Deck! (pet friendly)
Relax in a serene outdoor setting with a wooden deck, wicker chairs, and a round table, surrounded by lush trees and a glass wall.

Cottage on Moon River w/ Fantastic Deck! (pet friendly)

9.2 out of 10, Wonderful, (12)
"We had a lot of fun at the cottage with grown up kids and two dogs. The deck was amazing with its 3 levels and spectacular views (would have been nice to have kayaks or a canoe to enjoy the lake though). Location was great, super close to Bala. Cottage had a good vibe, could have been a bit cleaner…and cheaper. Great stay overall."
Cottage on Moon River w/ Fantastic Deck! (pet friendly)
Bear Essentials Lakefront Hideaway
Kitchen features a stove, oven, sink, and various appliances.

Bear Essentials Lakefront Hideaway

9.4 out of 10, Exceptional, (3)
"A quaint, lovely gem. The space was super clean and had everything we needed. The dock was great to hang out on, spent full days on it and in the water. It was spacious and cozy enough for 3 adults."
Bear Essentials Lakefront Hideaway
Lake Front cottage @ Muskoka
Relax on the deck overlooking the serene lake, surrounded by lush greenery and a charming octagonal building in the background.

Lake Front cottage @ Muskoka

9.8 out of 10, Exceptional, (9)
"This is a returning trip for us. We really enjoyed our stay."
Lake Front cottage @ Muskoka
Lake Joseph Luxury Retreat
Relax by the serene lake with a dock perfect for dining or unwinding.

Lake Joseph Luxury Retreat

9.8 out of 10, Exceptional, (42)
"It was absolutely a pleasure to stay at this cottage!!"
Lake Joseph Luxury Retreat
Private Cottage on a lovely small lake in the heart of Muskoka
Relax in this serene sauna room with a large arched window and a stove for a rejuvenating experience.

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

10.0 out of 10, Exceptional, (11)
"We loved our stay at Simon’s Cottage. Great time, relaxing and so close to great towns. Cottage really had everything we needed. 10 out of 10"
Private Cottage on a lovely small lake in the heart of Muskoka
Classic Quaint Muskoka
Enjoy cooking in this kitchen with a stainless steel range hood, oven, and double sink.

Classic Quaint Muskoka

Classic Quaint Muskoka
The Real Muskoka Experience
Enjoy cooking in this well-equipped kitchen with a dishwasher and stove.

The Real Muskoka Experience

9.6 out of 10, Exceptional, (9)
"I’d recommend this lake front cabin nestled in the woods with a great host who communicates well."
The Real Muskoka Experience
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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Frequently asked questions

How much do cottages in Windermere cost?
Cottages in Windermere range between €264 and €897 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 496 cottages in Windermere. Whether you're holidaying with the kids or organising a weekend break with your besties, Expedia can help you find the perfect property to enjoy nature's beauty.
Are there any family-friendly cottages in Windermere?
If you're looking to get in touch with nature in Windermere, make a booking for the crew at Muskoka Shores Cottages. With a 3.5-star rating and amenities like a barbecue grill and WiFi, you'll find it easy to settle in at this family-friendly cottage. Once you've checked in and unpacked your suitcase, there are loads of family-friendly attractions to explore around Windermere. Aspen Valley Wildlife Sanctuary and Muskoka Sports and Recreation guarantee a good time for young and old.