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Check prices for these dates

Next weekend
8 Aug - 10 Aug
In two weeks
15 Aug - 17 Aug
In one month
29 Aug - 31 Aug
In two months
26 Sept - 28 Sept

Featured Cottages in Windermere and around

Cozy Cottage in Muskoka
Fridge, microwave, oven, stovetop

Cozy Cottage in Muskoka

7.2 out of 10, Good, (12)
"We spent one night at this property. The internet was canceled."
The price is €259
includes taxes & fees
25 Aug - 26 Aug
Cozy Cottage in Muskoka
Lakefront Muskoka Beautiful Cottage
Exterior

Lakefront Muskoka Beautiful Cottage

9.0 out of 10, Wonderful, (18)
"Enjoyed it"
The price is €320
includes taxes & fees
4 Aug - 5 Aug
Lakefront Muskoka Beautiful Cottage
Rockcliffe House, Private Guest Suite on Brandy Lake
Property grounds

Rockcliffe House, Private Guest Suite on Brandy Lake

10.0 out of 10, Exceptional, (16)
"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
Property grounds

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
Dining

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 €282
includes taxes & fees
30 Jul - 31 Jul
Lakefront Muskoka Good View 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, (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."
The price is €588
includes taxes & fees
31 Jul - 1 Aug
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
Outdoor dining

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 €518
includes taxes & fees
30 Jul - 31 Jul
Charcoal Tree House: Cozy Cottage, Luxe Deck, Stargazing, Fire Pit, Forest Views
Breathtaking view of Lake Rosseau
Property grounds

Breathtaking view of Lake Rosseau

9.6 out of 10, Exceptional, (7)
"Fantastic fun and experience "
Breathtaking view of Lake Rosseau
Cliff Haven Huntsville
Fridge, microwave, oven, stovetop

Cliff Haven Huntsville

9.6 out of 10, Exceptional, (7)
"Beautiful lakefront property that was perfect for a large group of friends!"
The price is €846
includes taxes & fees
30 Jul - 31 Jul
Cliff Haven Huntsville
Sunset Cove Lake Muskoka
Property grounds

Sunset Cove Lake Muskoka

9.8 out of 10, Exceptional, (28)
"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
Outdoor dining

Newly Renovated Secluded Cottage

10.0 out of 10, Exceptional, (23)
"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

10.0 out of 10, Exceptional, (1)
"Absolutely beautiful space! They have quite literally thought of it all when it comes to your stay at a cottage. Pet friendly, kid friendly, cozy and modern! "
Hot tub, sauna, walk to town of Bracebridge, dock, water toys, pets OK
Cottage on Moon River w/ Fantastic Deck! (pet friendly)
Dining

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

9.4 out of 10, Exceptional, (13)
"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
Full-sized fridge, oven, stovetop, dishwasher

Bear Essentials Lakefront Hideaway

9.0 out of 10, Wonderful, (4)
"The location of the corsage was amazing. We had a great time! "
Bear Essentials Lakefront Hideaway
Villa Bella Muskoka - Your private executive escape to tranquil beauty
Terrace/patio

Villa Bella Muskoka - Your private executive escape to tranquil beauty

10.0 out of 10, Exceptional, (1)
"A neat and clean new modern palace! The view is perfect! The kids were very happy to see a large flock of turkeys when we woke up on Thanksgiving morning!"
Villa Bella Muskoka - Your private executive escape to tranquil beauty
Lake Front cottage @ Muskoka
Terrace/patio

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
Property grounds

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
Sauna

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

9.8 out of 10, Exceptional, (12)
"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
Private kitchen

Classic Quaint Muskoka

Classic Quaint 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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Top Windermere Hotel Reviews

JW Marriott The Rosseau Muskoka Resort & Spa

JW Marriott The Rosseau Muskoka Resort & Spa

10/10 Excellent
"Fantastic"
Neda 2-night trip
Posted 13 hours ago
JW Marriott The Rosseau Muskoka Resort & Spa

Frequently asked questions

How much do cottages in Windermere cost?
Cottages in Windermere range between €259 and €846 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.