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Check prices for these dates

In two weeks
Jul 31 - Aug 2
In two months
Sep 11 - Sep 13
In three months
Oct 9 - Oct 11
In four months
Nov 6 - Nov 8

Our top choices for Windermere cottages

Exterior

3 Mile Lakehouse

3 Mile Lakehouse
Utterson
6.4 out of 10, (5 reviews)
"the place is so neat and cleanstunning and gorgeous view.. we enjoy the weekend stay. "
Canada
rhowzie e.
The price is CA $400
CA $711 total
includes taxes & fees
Jul 20 - Jul 21
3 Mile Lakehouse
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
Jul 21 - Jul 22
Lakefront Muskoka Beautiful Cottage
Terrace/patio

Beautiful Cottage & Bunkie w/ Unbeatable Boathouse Deck! South Rosseau! Sunsets!

Beautiful Cottage & Bunkie w/ Unbeatable Boathouse Deck! South Rosseau! Sunsets!
Port Carling
The price is CA $3,446
CA $6,176 total
includes taxes & fees
Jul 23 - Jul 24
Beautiful Cottage & Bunkie w/ Unbeatable Boathouse Deck! South Rosseau! Sunsets!
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 $269
CA $606 total
includes taxes & fees
Jul 24 - Jul 25
Roberts Landing
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
8.6 out of 10, Excellent, (4 reviews)
"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 $260
CA $294 total
includes taxes & fees
Jul 21 - Jul 22
Sunny Point Resort Cottages and Inn
Terrace/patio

1 Bedroom Cottage VIII: PL

1 Bedroom Cottage VIII: PL
Gravenhurst
The price is CA $179
CA $357 total
includes taxes & fees
Aug 3 - Aug 4
1 Bedroom Cottage VIII: PL
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
Jul 26 - Jul 27
Lakefront Muskoka Good View cottage
Terrace/patio

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

Charcoal Tree House: Cozy Cottage, Luxe Deck, Stargazing, Theatre, Forest Views
Gravenhurst
10.0 out of 10, Exceptional, (14 reviews)
"Nice place to enjoy your long weekend!"
Canada
Anson
The price is CA $450
CA $924 total
includes taxes & fees
Jul 20 - Jul 21
Charcoal Tree House: Cozy Cottage, Luxe Deck, Stargazing, Theatre, Forest Views
Terrace/patio

1 Bedroom Cottage IX: PL

1 Bedroom Cottage IX: PL
Gravenhurst
The price is CA $179
CA $359 total
includes taxes & fees
Jul 26 - Jul 27
1 Bedroom Cottage IX: PL
Property grounds

3 Bedroom Cottage VII: PL

3 Bedroom Cottage VII: PL
Gravenhurst
The price is CA $269
CA $477 total
includes taxes & fees
Jul 26 - Jul 27
3 Bedroom Cottage VII: PL
Terrace/patio

Bright & Modern 4 bdrm cottage on Lake Joe! Boatport + Bunkie! All Day Sun!

Bright & Modern 4 bdrm cottage on Lake Joe! Boatport + Bunkie! All Day Sun!
Mactier
10.0 out of 10, Exceptional, (1 review)
"This is the perfect little cottage, nestled in a very quiet bay. It had everything we needed along with multiple bunk beds that were mandatory for the kids."
Canada
Martin H.
The price is CA $1,503
CA $3,359 total
includes taxes & fees
Aug 7 - Aug 8
Bright & Modern 4 bdrm cottage on Lake Joe! Boatport + Bunkie! All Day Sun!
Exterior

Dream Muskoka Cottage Waterpark

Dream Muskoka Cottage Waterpark
Gravenhurst
The price is CA $284
CA $868 total
includes taxes & fees
Aug 6 - Aug 7
Dream Muskoka Cottage Waterpark
Exterior

Luxury Muskoka Beach Retreat, Games Room & Hot Tub

Luxury Muskoka Beach Retreat, Games Room & Hot Tub
Gravenhurst
The price is CA $537
CA $899 total
includes taxes & fees
Jul 22 - Jul 23
Luxury Muskoka Beach Retreat, Games Room & Hot Tub
Property grounds

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

Waterfront cottage @ Muskoka Pines kayaks/ fireplace /bbq/firepit
Gravenhurst
9.2 out of 10, Wonderful, (17 reviews)
"We had the perfect couple get away here. Everything was perfect, we would love to return with more friends! I wish we had access to the bunkie that had a bed with lake view. "
Canada
Hannah F.
The price is CA $225
CA $581 total
includes taxes & fees
Jul 23 - Jul 24
Waterfront cottage @ Muskoka Pines kayaks/ fireplace /bbq/firepit
Property grounds

400 ft Lakefront w Canoe Kayaks SUP Sunsets Firepit

400 ft Lakefront w Canoe Kayaks SUP Sunsets Firepit
Sprucedale
8.0 out of 10, Very good, (1 review)
"Overall it was an amazing long weekend. We had a few hiccups but there was easy communication and solutions were found. Loved that we had used of the kayaks and the outdoor fire pit was a perfect location. Even though the host clarified that the property was sprayed for excessive mosquitoes, I highly recommended bug spray if staying out past sunset, they left tons of bites between myself, husband and children. I would definitely stay at this location again despite bumps as I think a host that is...
United States
Shanna B.
The price is CA $523
CA $1,100 total
includes taxes & fees
Jul 27 - Jul 28
400 ft Lakefront w Canoe Kayaks SUP Sunsets Firepit
Exterior

3 Bedroom Cottage XII: PL

3 Bedroom Cottage XII: PL
Gravenhurst
The price is CA $314
CA $535 total
includes taxes & fees
Jul 30 - Jul 31
3 Bedroom Cottage XII: PL
Exterior

Waterfront Muskoka Cottage | Hot Tub, Fire Pit, BBQ and Canoes

Waterfront Muskoka Cottage | Hot Tub, Fire Pit, BBQ and Canoes
Bracebridge
9.8 out of 10, Exceptional, (37 reviews)
"Very clean space, well maintained"
Canada
Paul Z.
The price is CA $855
CA $1,297 total
includes taxes & fees
Jul 26 - Jul 27
Waterfront Muskoka Cottage | Hot Tub, Fire Pit, BBQ and Canoes
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 $621
CA $1,124 total
includes taxes & fees
Jul 20 - Jul 21
Cozy Muskoka cottage
Exterior

4 Bedroom Main Cottage XIV: PL

4 Bedroom Main Cottage XIV: PL
Gravenhurst
The price is CA $449
CA $709 total
includes taxes & fees
Jul 26 - Jul 27
4 Bedroom Main Cottage XIV: PL
Terrace/patio

Charming 3 bdrm Cottage + 3 bdrm Guest House on Muldrew Lake!

Charming 3 bdrm Cottage + 3 bdrm Guest House on Muldrew Lake!
Gravenhurst
The price is CA $1,558
CA $3,648 total
includes taxes & fees
Jul 31 - Aug 1
Charming 3 bdrm Cottage + 3 bdrm Guest House on Muldrew Lake!
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

Home2 Suites by Hilton Huntsville

Home2 Suites by Hilton Huntsville

10/10 Excellent
"Love love love this HILTON! Great location, gorgeous rooms, amazing outdoor fire pit that is lit at night, free breakfast, cute indoor pool. Staff is absolutely AMAZING, everyone from front desk to housekeeping, were awesome! Lots of free parking DEFINITELY at 10 out of 10!"
Joe 4-night trip
Posted 5 hours ago
Home2 Suites by Hilton Huntsville

Find out more about Windermere

Windermere Cottages information

Number of reviews
65
Accommodation
482 Cottages
Lowest Price
CA $294
Highest Price
CA $6,176

Frequently asked questions

How much do cottages in Windermere cost?
Cottages in Windermere range between CA $294 and CA $6,176 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 482 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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