Compare Windermere Cottage Rentals

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Featured Windermere Cottages

Lakeside Haven (Your Cottage Retreat)

Lakeside Haven (Your Cottage Retreat)

Bracebridge ON
Guests staying at this cottage enjoy a water park, a hot tub, and laundry facilities. Other amenities at this beach cottage include a garden and barbecue grills.
5 Bedroom Cottage in Muskoka. Beach, swimming, pool, boating available on site.

5 Bedroom Cottage in Muskoka. Beach, swimming, pool, boating available on site.

Bracebridge ON
Guests staying at this cottage enjoy features like a water park, an outdoor pool, and a garden. This smoke-free cottage also has barbecue grills.
Pool
Kitchen
Muskoka Lakeshore Cottage Bliss

Muskoka Lakeshore Cottage Bliss

Gravenhurst ON
This cottage offers a water park, a gym, and an arcade/game room. Other amenities at this family-friendly cottage include laundry facilities, barbecue grills, and a garden.
Kitchen
Washer
Lake Joseph Luxury Retreat

Lake Joseph Luxury Retreat

Mactier ON
Guests staying at this cottage enjoy a gym, an arcade/game room, and laundry facilities. Other amenities at this family-friendly cottage include barbecue grills and a garden.
Kitchen
Washer
Lake Muskoka retreat! Sauna and Hot Tub!

Lake Muskoka retreat! Sauna and Hot Tub!

Port Carling ON
This cottage features a hot tub, an arcade/game room, and laundry facilities. Other amenities at this family-friendly cottage include a garden and barbecue grills.
The Real Muskoka Experience

The Real Muskoka Experience

Muskoka Lakes ON
Guests staying at this cottage enjoy a sauna, laundry facilities, and a garden. This cottage also has barbecue grills.
Washer
Dryer
Lake Front cottage @ Muskoka

Lake Front cottage @ Muskoka

Gravenhurst ON
At this cottage, guests have access to features like laundry facilities.
Classic Quaint Muskoka

Classic Quaint Muskoka

Bracebridge ON
This cottage is a smoke-free cottage.
Kitchen
Pet friendly
Cozy Muskoka cottage

Cozy Muskoka cottage

Bracebridge ON
$769 nightly
The price is $869 total per night
$869 total
Jan 24 - Jan 25
Total with taxes and fees
At this cottage, guests have access to features like laundry facilities. This beach cottage also has a garden.
Kitchen
Washer
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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.

Hotel Options in Windermere

    Windermere House

    Windermere House

    2508 Windermere Road Muskoka Lakes ON
    $129 nightly
    The price is $146 total per night from Feb 22 to Feb 23
    $146 total
    Feb 22 - Feb 23
    Total with taxes and fees
    9/10 Wonderful! (895 reviews)
    Cozy Muskoka Winter Escape **Hot Tub** **Hidden Valley Ski Resort**

    Cozy Muskoka Winter Escape **Hot Tub** **Hidden Valley Ski Resort**

    Utterson ON
    9.6/10 Exceptional! (20 reviews)
    3 Mile Lakehouse

    3 Mile Lakehouse

    Utterson ON
    $453 nightly
    The price is $512 total per night from Jan 24 to Jan 25
    $512 total
    Jan 24 - Jan 25
    Total with taxes and fees
    6.6/10 (4 reviews)

Cottages

Book a cottage in Windermere
Spend your next getaway treating yourself to a quieter, simpler way of life in a private cottage in Windermere. Cozy and charming, cottage rentals are the ideal spot when you want the comforts of home paired with a one-of-a-kind experience. They’re perfect for a single traveler looking for peace and quiet, or small groups who want to get to know Windermere better.

Cottage apartments in Windermere range from rustic to luxurious, with just about everything in between. Orbitz gives you the best deals on all of them.

Find the best cottages in Windermere
City cottages are great if you want a cozy, comfy place to stay without being far from the all the cool spots you want to check out. A cottage makes a great home base for a day filled with adventure in Windermere and the surrounding area. Not willing to give up all the comforts of a fine hotel? A luxury cottage turns up the charm while offering perks like room service, cable television, sunken spa tubs and housekeeping.

Stay in a Windermere cottage and swap busy days for peaceful evenings. Use the kitchenette or full kitchen to come up with a meal or reheat leftovers from your afternoon in Windermere. You may even be able to use a pool and laundry facilities. Whether you’re in the mood for quiet relaxation or a night on the town, a cottage puts you right where you want to be.

Windermere Cottages essential information

Accommodation
475 Cottages
Lowest Price
$146
Highest Price
$869
Popular accommodation
Lakeside Haven (Your Cottage Retreat), 5 Bedroom Cottage in Muskoka. Beach, swimming, pool, boating available on site. , Muskoka Lakeshore Cottage Bliss, Lake Joseph Luxury Retreat, Lake Muskoka retreat! Sauna and Hot Tub!, The Real Muskoka Experience, Lake Front cottage @ Muskoka, Classic Quaint Muskoka, Cozy Muskoka cottage