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Check prices for these dates

Next weekend
21 Mar - 23 Mar
In two weeks
28 Mar - 30 Mar
In one month
11 Apr - 13 Apr
In two months
9 May - 11 May

Compare 151 Vacation Homes in Windermere with updated reviews, rates, and availability.

Century Charm in the heart of Bracebridge, Muskoka
Exterior

Century Charm in the heart of Bracebridge, Muskoka

9.6 out of 10, Exceptional, (9)
"Nice and clean, freshly renovated. Plenty of parking, huge garage. "
Century Charm in the heart of Bracebridge, Muskoka
Fairytale cottage for unforgettable getaways on Muskoka river
Property grounds

Fairytale cottage for unforgettable getaways on Muskoka river

9.4 out of 10, Exceptional, (3)
" Our stay was absolutely wonderful! The cleanliness of the property was impressive, and every detail was well taken care of. There were so many activities to keep the kids entertained, and the perfect view made it even more enjoyable. Highly recommend."
Fairytale cottage for unforgettable getaways on Muskoka river
Great Blue Resort Bonnie Lake Resort
Private beach, kayaking, rowing, fishing

Great Blue Resort Bonnie Lake Resort

4.0 star property
10.0 out of 10, Exceptional, (2)
"Beautiful property and beach - place was clean and comfortable - kids loved it! "
Great Blue Resort Bonnie Lake Resort
Lake Muskoka Executive Cottage
Interior

Lake Muskoka Executive Cottage

10.0 out of 10, Exceptional, (14)
"Stayed here with a friend for a winter weekend and it was great! Place was clean, communication with Jason was easy and timely. Will definitely be coming back again!"
Lake Muskoka Executive Cottage
Luxury Custom Built Townhome Muskoka
Smart TV, fireplace, foosball, table tennis

Luxury Custom Built Townhome Muskoka

9.6 out of 10, Exceptional, (19)
"this is our 3rd year staying here and it is a great place, close to everything, clean and plenty of room"
Luxury Custom Built Townhome Muskoka
4 Season Cottage at Lake Vernon - Perfect for families!
Exterior

4 Season Cottage at Lake Vernon - Perfect for families!

9.6 out of 10, Exceptional, (71)
"My family and I had one the best Christmas vacations ever!!!!!’"
4 Season Cottage at Lake Vernon - Perfect for families!
Welcome to Falcon’s Nest, your 6 bedroom luxury all-season cottage retreat nestled on Lake Muskoka
Spa treatment

Welcome to Falcon’s Nest, your 6 bedroom luxury all-season cottage retreat nestled on Lake Muskoka

10.0 out of 10, Exceptional, (27)
"Beautiful cottage on a beautiful location. The boat house allowed us to remain shaded ( or out in the sun) so that we could watch our children enjoy the water trampoline, fish off of the dock, use the paddle board, canoe or kayaks. We had our own boat so added activities were water skiing and wake boarding. Never a dull moment! So many memories."
Welcome to Falcon’s Nest, your 6 bedroom luxury all-season cottage retreat nestled on Lake Muskoka
Charming Lake Vernon Waterfront Cottage with Private Sauna
Miscellaneous

Charming Lake Vernon Waterfront Cottage with Private Sauna

10.0 out of 10, Exceptional, (3)
"Everything was perfect about this cottage. 100% recommend. 5 star. Would use again in an instant"
The price is AED 569
AED 1,326 total
includes taxes & fees
11 Mar - 12 Mar
Charming Lake Vernon Waterfront Cottage with Private Sauna
Welcome to the Allure Muskoka Glass Dome!
1 bedroom, desk, iron/ironing board, free WiFi

Welcome to the Allure Muskoka Glass Dome!

10.0 out of 10, Exceptional, (2)
"This hideaway is truly epic from the time you pull up until the second you leave! Once in a lifetime experience! It should be on your bucket list you won’t regret it! The host and hostess have not missed a thing and have covered your full experience! Be sure not to miss this getaway! "
Welcome to the Allure Muskoka Glass Dome!
Perfect Muskoka 3 Bedroom Waterfront Cottage
Exterior

Perfect Muskoka 3 Bedroom Waterfront Cottage

9.6 out of 10, Exceptional, (30)
"Fun"
Perfect Muskoka 3 Bedroom Waterfront Cottage
Perfect Muskoka Getaway near Santa Village! 10 min drive to waterfall and beach
Smart TV, fireplace

Perfect Muskoka Getaway near Santa Village! 10 min drive to waterfall and beach

Perfect Muskoka Getaway near Santa Village! 10 min drive to waterfall and beach
Come stay at the Muskoka Lakes! Close to several golf courses, resorts and lakes
Pool

Come stay at the Muskoka Lakes! Close to several golf courses, resorts and lakes

Come stay at the Muskoka Lakes! Close to several golf courses, resorts and lakes
Modern Muskoka Retreat
Outdoor dining

Modern Muskoka Retreat

9.8 out of 10, Exceptional, (26)
" Lovely place, great host"
Modern Muskoka Retreat
Four bedroom cottage on Lake Muskoka
Exterior

Four bedroom cottage on Lake Muskoka

9.8 out of 10, Exceptional, (18)
"We booked a family Thanksgiving getaway and couldn't be happier with our choice for accommodation. Beautiful property and well maintained property, in a great area, right on the lake, and lots to do. Great host excellent communication -- no issues at all and clear instructions. Already considering coming back here the next time we're in the area. Definite 10 out of 10."
Four bedroom cottage on Lake Muskoka
Clear Lake Muskoka Cottage - Patricia's Place
Terrace/patio

Clear Lake Muskoka Cottage - Patricia's Place

9.6 out of 10, Exceptional, (13)
"Had a beautiful week just relaxing , fishing, swimming and fires at night . A great place would recommend to others for sure . Thanks for the stay . "
Clear Lake Muskoka Cottage - Patricia's Place
Heart of Downtown Huntsville Century Home
Fridge, microwave, oven, stovetop

Heart of Downtown Huntsville Century Home

10.0 out of 10, Exceptional, (5)
"One very specific reason to stay at this house is it’s a fantastic fun space that’s newly renovated and it’s within walking distance of the shops. The pictures of the place do not do it justice. It’s a fairly large cottage home with front and back Muskoka rooms. The kitchen is a nice big area and the dining room is perfect for 4 to 5 people. It will leave you smiling when you arrive and sad to leave. "
Heart of Downtown Huntsville Century Home
Stylish Home Downtown Huntsville
Fridge, microwave, oven, stovetop

Stylish Home Downtown Huntsville

6.8 out of 10, (3)
"We were pleased with this place it was perfect for our weekend trip. Hostess was very nice and friendly , the apartment was clean and suitable for all our needs for a great weekend. "
Stylish Home Downtown Huntsville
Beautiful lakefront retreat, 4 bedroom, sleeps 8
Beach

Beautiful lakefront retreat, 4 bedroom, sleeps 8

9.4 out of 10, Exceptional, (3)
"Great location to all top golf courses in the Huntsville area. Longest drive was 15 minutes. Only issue was no TV on main level"
Beautiful lakefront retreat, 4 bedroom, sleeps 8
Central Muskoka Cottage w/beach, dock, kayak, SUP, canoe, paddle boat, games rm
Exterior

Central Muskoka Cottage w/beach, dock, kayak, SUP, canoe, paddle boat, games rm

10.0 out of 10, Exceptional, (14)
"Our family enjoyed a relaxing extended weekend here. Close to Bracebridge shops and lovely long hiking trails. "
Central Muskoka Cottage w/beach, dock, kayak, SUP, canoe, paddle boat, games rm
Waterfront 4 Season Home on Three Mile Lake. A Nature Lover's Paradise.
Interior

Waterfront 4 Season Home on Three Mile Lake. A Nature Lover's Paradise.

10.0 out of 10, Exceptional, (6)
"Property was great. Plenty of rooms/beds for everyone, well equipped. Very clean. Location and area is amazing. Holly was fanatastic. She was quick with responses and accommodated specific requests. Would recommend."
Waterfront 4 Season Home on Three Mile Lake. A Nature Lover's Paradise.
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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Other property types in Windermere

Family Friendly Private Beach with Water Toys + Hot Tub with Stunning Lake Views
Exterior detail

Family Friendly Private Beach with Water Toys + Hot Tub with Stunning Lake Views

10.0 out of 10, Exceptional, (6)
"This was a great property, met all our expectations. The views were great, the house itself was clean, cozy and warm. Highly recommended. "
Family Friendly Private Beach with Water Toys + Hot Tub with Stunning Lake Views
Log home & guest cottage in old forest, Waterfall, Sunsets, Sauna, Fishing Boat
Exterior

Log home & guest cottage in old forest, Waterfall, Sunsets, Sauna, Fishing Boat

10.0 out of 10, Exceptional, (5)
"I rented Pat and Morley’s cottage for my birthday weekend with a group of friends. Though there was a big snow storm, Morley made sure to keep in touch with me and ensured the driveway was plowed and safe for us before we left. Both the main cottage and bunkie were fantastic – clean and well stocked with linens and towels. The sauna was great too, would love to come back in the summer to enjoy the water! "
Log home & guest cottage in old forest, Waterfall, Sunsets, Sauna, Fishing Boat
Lake Rosseau Muskoka Cottage Rental 5 min from Windermere w boat parking at dock
Private kitchen

Lake Rosseau Muskoka Cottage Rental 5 min from Windermere w boat parking at dock

8.0 out of 10, Very Good, (1)
"Great lake! The boat house was clean and cozy, well equipped. The only thing is that it needs more lighting. The drive way slopes so stay on the gravel part as the car can get stuck if parked on the steep non gravel part especially if the ground is wet it can be muddy. The driveway that leads to the cottage, the bush needs to be cut back as the entrance is hidden. Bring bug spray. There is a nice dock to sit on and watch the sun set and great to dine outside. There is a BBQ and the cottage is a...
The price is AED 1,342
AED 2,316 total
includes taxes & fees
11 Mar - 12 Mar
Lake Rosseau Muskoka Cottage Rental 5 min from Windermere w boat parking at dock
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.