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Compare 153 Vacation Homes in Windermere with updated reviews, rates, and availability.

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

Modern Muskoka Retreat

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

Perfect Muskoka 3 Bedroom Waterfront Cottage

9.8 out of 10, Exceptional, (29)
"Fun"
Perfect Muskoka 3 Bedroom Waterfront Cottage

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

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

Woodwinds on Fantastic Acton Island

Woodwinds on Fantastic Acton Island

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

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

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

Muskoka Modern Luxury Lake House Cottage

10.0 out of 10, Exceptional, (7)
"Cottage is well equipped with everything needed for enjoyable weekend. Clean, tidy, lots of seating. No complaints!"
Muskoka Modern Luxury Lake House Cottage

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

Cozy cottage with sand beach on Whiteside Bay, Lake Muskoka

9.6 out of 10, Exceptional, (42)
"Great location feet from the lake. Cant wait to go back next June"
Cozy cottage with sand beach on Whiteside Bay, Lake Muskoka

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

Lakefront Muskoka of Amazing Cottage

8.0 out of 10, Very Good, (12)
"The title says it all. Grab a Gravenhurst cab into Bala for the show!"
Lakefront Muskoka of Amazing Cottage

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

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.

Winsome Silver Lake Perfect for family groups!

8.6 out of 10, Excellent, (14)
"Property was great as advertised. Our family had a great time here. We would recommend it."
Winsome Silver Lake Perfect for family groups!

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

Muskoka River Retreat

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...
Muskoka River Retreat

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
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

Touchstone Resort

4.0 star property
8.6 out of 10, Excellent, (294)
"My boyfriend and I loved everything about this mini weekend getaway! Very quiet and peaceful, mind you it was the off-season, the restaurant was very good we didn’t have to leave the property all weekend. The rooms were very clean/spacious and cozy. We will definitely be back! "
The price is SAR 822
SAR 1,003 total
includes taxes & fees
24 Dec - 25 Dec
Touchstone Resort

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

Renovated Waterfront Cottage on Three Mile Lake in the heart of Muskoka.

9.4 out of 10, Exceptional, (33)
"We enjoyed our stay here. This place was all we needed to relax and enjoy the settings of the beautiful lake before us. We were close to nearby towns and trails for us to explore. "
Renovated Waterfront Cottage on Three Mile Lake in the heart of Muskoka.
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.