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Check prices for these dates

In two weeks
Jun 19 - Jun 21
In two months
Jul 31 - Aug 2
In three months
Aug 28 - Aug 30
In four months
Sep 25 - Sep 27

Our top choices for Windermere cottages

Luxury House, Multiple Bedrooms, Balcony, Lake View | Terrace/patio

Sunny Point Resort Cottages and Inn

Sunny Point Resort Cottages and Inn
3.0 star property
Seguin
10.0 out of 10, Exceptional, (1 review)
"Really nice and clean resort. Accommodation is good. A lot of amenities for people to have fun and nice time "
Canada
Natasa
The price is CA $247
CA $279 total
includes taxes & fees
Jun 6 - Jun 7
Sunny Point Resort Cottages and Inn
Property grounds

Lakefront Muskoka Beautiful Cottage

Lakefront Muskoka Beautiful Cottage
Gravenhurst
8.4 out of 10, Very good, (23 reviews)
"Great area/very relaxing and friendly management. "
Canada
Anthony D.
The price is CA $323
CA $502 total
includes taxes & fees
Jun 4 - Jun 5
Lakefront Muskoka Beautiful Cottage
Property grounds

400 ft Lakefront w Canoe Kayaks SUP Sunsets Firepit

400 ft Lakefront w Canoe Kayaks SUP Sunsets Firepit
Sprucedale
The price is CA $325
CA $822 total
includes taxes & fees
Jun 8 - Jun 9
400 ft Lakefront w Canoe Kayaks SUP Sunsets Firepit
Exterior

Cozy Muskoka cottage

Cozy Muskoka cottage
Bracebridge
6.4 out of 10, (7 reviews)
"Hosts had amazing communication and made the check in very easy. Place was very nice and exactly what we needed for a good time."
United States
Brianna B.
The price is CA $400
CA $840 total
includes taxes & fees
Jun 4 - Jun 5
Cozy Muskoka cottage
Exterior

Lake Muskoka Deluxe 3-bdrm Cottage - Pier 100 #80

Lake Muskoka Deluxe 3-bdrm Cottage - Pier 100 #80
Port Carling
The price is CA $449
CA $757 total
includes taxes & fees
Jun 7 - Jun 8
Lake Muskoka Deluxe 3-bdrm Cottage - Pier 100 #80
Property grounds

Roberts Landing

Roberts Landing
Parry Sound
9.6 out of 10, Exceptional, (7 reviews)
"Amazing place to recharge, relax and great host. "
Canada
Akshay R.
The price is CA $221
CA $541 total
includes taxes & fees
Jun 8 - Jun 9
Roberts Landing
Exterior

Sawdust city haus

Sawdust city haus
Gravenhurst
9.4 out of 10, Exceptional, (48 reviews)
"Excellent stay if you’re looking for a cozy atmosphere."
Canada
Ian
The price is CA $400
CA $820 total
includes taxes & fees
Jun 26 - Jun 27
Sawdust city haus
Exterior

Beautiful Muskoka Waterfront Cottage with Canoes, Fire Pit and BBQ

Beautiful Muskoka Waterfront Cottage with Canoes, Fire Pit and BBQ
Huntsville
The price is CA $405
CA $678 total
includes taxes & fees
Jun 4 - Jun 5
Beautiful Muskoka Waterfront Cottage with Canoes, Fire Pit and BBQ
Exterior

Luxury Muskoka Beach Retreat, Games Room & Hot Tub

Luxury Muskoka Beach Retreat, Games Room & Hot Tub
Gravenhurst
The price is CA $315
CA $536 total
includes taxes & fees
Jun 8 - Jun 9
Luxury Muskoka Beach Retreat, Games Room & Hot Tub
Exterior

Lakefront Muskoka Good View cottage

Lakefront Muskoka Good View cottage
Gravenhurst
5.4 out of 10, (10 reviews)
"Good"
Canada
Saif U.
The price is CA $278
CA $443 total
includes taxes & fees
Jun 4 - Jun 5
Lakefront Muskoka Good View cottage
Exterior

Lake Muskoka Deluxe 2-bdrm Cottage - Pier 100 #60

Lake Muskoka Deluxe 2-bdrm Cottage - Pier 100 #60
Port Carling
The price is CA $399
CA $693 total
includes taxes & fees
Jun 4 - Jun 5
Lake Muskoka Deluxe 2-bdrm Cottage - Pier 100 #60
Exterior

Muskoka 2-bedroom Cottage (Pier 100 #10)

Muskoka 2-bedroom Cottage (Pier 100 #10)
Port Carling
8.0 out of 10, Very good, (1 review)
"Host was welcoming. Parking was a challenge. And it wasn’t clear how to get to the actual lodging once we got there. It was dark and snowy and clearer instructions would have helped. For example: park and walk 300 yards across the property to reach the cabin. "
Canada
Christine C.
The price is CA $399
CA $693 total
includes taxes & fees
Jun 4 - Jun 5
Muskoka 2-bedroom Cottage (Pier 100 #10)
Exterior

Lake Muskoka 3-bdrm Cottage - Pier 100 #70

Lake Muskoka 3-bdrm Cottage - Pier 100 #70
Port Carling
The price is CA $449
CA $757 total
includes taxes & fees
Jun 4 - Jun 5
Lake Muskoka 3-bdrm Cottage - Pier 100 #70
Property grounds

Muskoka Lakefront 6-bdrm Guest House

Muskoka Lakefront 6-bdrm Guest House
Port Carling
The price is CA $599
CA $1,015 total
includes taxes & fees
Jun 4 - Jun 5
Muskoka Lakefront 6-bdrm Guest House
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

Howard Johnson by Wyndham Gravenhurst

Howard Johnson by Wyndham Gravenhurst

6/10 Okay
"Breakfast could be improved with more choices"
Suzanne 3-night trip
Posted 10 hours ago
Howard Johnson by Wyndham Gravenhurst

Find out more about Windermere

Windermere Cottages information

Number of reviews
90
Accommodation
481 Cottages
Lowest Price
CA $279
Highest Price
CA $1,015

Frequently asked questions

How much do cottages in Windermere cost?
Cottages in Windermere range between CA $279 and CA $1,015 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 481 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.
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.
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.

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