Search Vacation Homes in Windermere

  • Plan, book, stay with confidence

  • bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    today icon
    Change your mind
    Book hotels with free cancellation

Check prices for these dates

Next weekend
In two weeks
In one month

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

Century Charm in the heart of Bracebridge, Muskoka

10.0 out of 10, Exceptional, (6)
"The home is conveniently located in Bracebridge. It's a corner lot, and both streets had little traffic running by. We were also close enough to enjoy a leisurely walk to the grocery store. The property pictures do not do the house justice. It was impeccably clean, well stocked with appliances, dishwater and linens. Thank you, Wendy, for your part in our family enjoying a great weekend."
Century Charm in the heart of Bracebridge, Muskoka

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

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

10.0 out of 10, Exceptional, (4)
"Nice large size bedrooms. Lots of big beds. Everything as listed only room for improvement is a better coffee maker would recommend bringing a french press. "
Waterfront 4 Season Home on Three Mile Lake. A Nature Lover's Paradise.

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

Perfect Muskoka 3 Bedroom Waterfront Cottage

9.6 out of 10, Exceptional, (30)
"Fun"
Perfect Muskoka 3 Bedroom Waterfront Cottage

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 SAR 580
SAR 1,333 total
includes taxes & fees
3 Feb - 4 Feb
Charming Lake Vernon Waterfront Cottage with Private Sauna

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

9.8 out of 10, Exceptional, (26)
" Lovely place, great host"
Modern Muskoka Retreat

Heart of Downtown Huntsville Century Home

10.0 out of 10, Exceptional, (4)
"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

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

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

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

Lake Muskoka Executive Cottage

10.0 out of 10, Exceptional, (12)
"Our family loved our fall getaway in this beautifully designed, well-stocked & technologically-advanced cottage. We also appreciated the serene environment with stunning views, hassle-free check in/check out process + prompt responses from the host. Hope to return next year! "
Lake Muskoka Executive Cottage

The Mara Waterfront Cottage, Muskoka

8.8 out of 10, Excellent, (5)
"Very cute cottage. Recent updates to make it look more modern really make a large impact. Check in process was easy and communication with host was always prompt. Cleanliness upon checking in was less than desired. There were a couple dishes left in the sink. As well as a couple other items left uncleaned (large spill located on table and random garbage items left on the back deck). Kitchen was stocked with essentials (new plates bowls, cups etc) but could have used more. Minimal plates and...
The Mara Waterfront Cottage, Muskoka

A Muskoka waterfront paradise

10.0 out of 10, Exceptional, (36)
"As soon as we walked in, we knew we were in for a wonderful week. We all said, “Wow!” (really!) The view, the immersion in nature, the solitude, and the soothing atmosphere were just what we were looking for. The cottage had everything we needed – especially in the kitchen – and we took advantage of the patio grill often with food purchased at the local butcher shop/market (the pork slouvaki – yum!.) We took advantage of everything the property and surrounding area had to offer. We started...
A Muskoka waterfront paradise

Lake Muskoka Beachfront Cottage Rental in Bala, Ontario

Lake Muskoka Beachfront Cottage Rental in Bala, Ontario

Lux Muskoka Waterfront 5 BR Luxury

Lux Muskoka Waterfront 5 BR Luxury

Contemporary Villa Nordica, close to downtown/ Beach/Free Provincial Park Pass

9.2 out of 10, Wonderful, (9)
"Overall we had a good stay. House is in a fantastic location and close to everything we were wanting to do. It was big enough for 6 of us to be comfortable and we didn't feel like we were on top of each other. The kitchen was pretty much stocked with everything needed (maybe just a few more utensils - mostly forks). The natural light from all the windows was wonderful! Alona was very responsive to anything we asked about and even provided us with a bit of a later checkout! She was fabulous...
Contemporary Villa Nordica, close to downtown/ Beach/Free Provincial Park Pass

Beach Haven A Charming Lake Muskoka family cottage

8.4 out of 10, Very Good, (5)
"We recently stayed at this VRBO cottage for a week to celebrate my birthday with friends. While we had an overall good time, there were several issues that didn't match the listing description and could use attention. Check-In: The check-in process was very easy and hassle-free. Misleading Bathroom Information: The listing advertises two 3-piece bathrooms, but in reality, there's only one full bathroom. The other bathroom downstairs only has a toilet and sink, which was quite...
Beach Haven A Charming Lake Muskoka family cottage

Welcome to the Allure Muskoka Glass Dome!

10.0 out of 10, Exceptional, (1)
"Brent and Michelle thought about absolutely everything to make this a perfect getaway! The dome is stunning, clean, cozy.. Truly a luxury experience in the woods."
Welcome to the Allure Muskoka Glass Dome!
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.
Don't see what you're looking for?
See all available properties in Windermere
Save an average of 15% on thousands of hotels when you're signed in

Other property types in Windermere

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

10.0 out of 10, Exceptional, (4)
"Wonderful property! Secluded, but leisurely walk to town. Delightful area of the world!! Works great by boat to get to towns around the lake. Nice water toys provided. Our grandkids ranged from 6 to 18 and they all loved it. "
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

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 SAR 1,359
SAR 2,483 total
includes taxes & fees
1 Feb - 2 Feb
Lake Rosseau Muskoka Cottage Rental 5 min from Windermere w boat parking at dock

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
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.