Compare Windermere Cottage Rentals

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Featured Cottages in Windermere

Sunny Point Resort Cottages and Inn

Sunny Point Resort Cottages and Inn

3 out of 5
41 Sunny Point Road Seguin ON
Free Cancellation
Reserve now, pay when you stay
$132 nightly
The price is $150 total per night
$150 total
May 21 - May 22
Total with taxes and fees
Sunny Point Resort Cottages and Inn features a sauna, free WiFi in public areas, and an outdoor tennis court. If you drive, put free parking to good use. Friendly staff can provide front-desk service during limited hours, and also offer advice about sightseeing. Other amenities at this beach cottage include a terrace, laundry facilities, and a garden.
Charming Muskoka Wilderness Cottage

Charming Muskoka Wilderness Cottage

Windermere ON
At this cottage, guests have access to features like laundry facilities. This smoke-free cottage also has barbecue grills.
Washer
Dryer
Large Dock, Hot Tub, Private Beach w Water Toys

Large Dock, Hot Tub, Private Beach w Water Toys

Utterson ON
Guests staying at this cottage enjoy a hot tub, laundry facilities, and a garden. This family-friendly cottage also has barbecue grills.
Lakeside Haven (Your Cottage Retreat)

Lakeside Haven (Your Cottage Retreat)

Bracebridge ON
Guests staying at this cottage enjoy a hot tub, laundry facilities, and barbecue grills. This beach cottage also has a garden.
Richview on Morrison Lake, Gravenhurst - Muskoka

Richview on Morrison Lake, Gravenhurst - Muskoka

Gravenhurst ON
This cottage features free WiFi in public areas and a water dispenser. Other amenities at this beach cottage include barbecue grills and a garden.
6BR Lakefront Muskoka Sunset Retreat w/ Hot Tub, Dock & Firepit

6BR Lakefront Muskoka Sunset Retreat w/ Hot Tub, Dock & Firepit

Utterson ON
At this cottage, guests have access to a hot tub, an arcade/game room, and laundry facilities. Other amenities at this family-friendly cottage include a water dispenser, a garden, and barbecue grills.
Charcoal Tree House: Cozy Cottage, Luxe Deck, Stargazing, Theatre, Forest Views

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

Gravenhurst ON
At this cottage, guests have access to features like laundry facilities. This golf cottage also has barbecue grills.
Waterfront cottage @ Muskoka Pines kayaks/ fireplace /bbq/firepit

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

Gravenhurst ON
At this cottage, guests have access to features like laundry facilities. This smoke-free cottage also has a garden.
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.
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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
    $174 nightly
    The price is $197 total per night from May 21 to May 22
    $197 total
    May 21 - May 22
    Total with taxes and fees
    9/10 Wonderful! (983 reviews)
    Charming Muskoka Wilderness Cottage

    Charming Muskoka Wilderness Cottage

    Windermere ON
    9.6/10 Exceptional! (4 reviews)
    Muskoka Tiny Home

    Muskoka Tiny Home

    Windermere ON
    9.4/10 Exceptional! (3 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
493 Cottages
Lowest Price
$150
Highest Price
$197
Popular accommodation
Sunny Point Resort Cottages and Inn, Charming Muskoka Wilderness Cottage, Large Dock, Hot Tub, Private Beach w Water Toys , Lakeside Haven (Your Cottage Retreat), Richview on Morrison Lake, Gravenhurst - Muskoka, 6BR Lakefront Muskoka Sunset Retreat w/ Hot Tub, Dock & Firepit, Charcoal Tree House: Cozy Cottage, Luxe Deck, Stargazing, Theatre, Forest Views, Waterfront cottage @ Muskoka Pines kayaks/ fireplace /bbq/firepit, Lake Muskoka retreat! Sauna and Hot Tub!