
Holiday rentals with a kayak in Grey Highlands
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Top-rated rentals with kayak in Grey Highlands
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House rentals with a kayak

2min walk to the beach & 20 min drive to Blue Mnt
We only stayed there for one night but it was a really good experience. The house is too comfortable, it is very nice and very spacious. It has everything you need at your fingertips. The kayak and bikes are souvenirs that are in very good condition and can be put to great use if you wish. Helen is very attentive, timely and willing. She responds extremely quickly to your questions and gives you solutions for everything in a friendly and warm manner.

Waterfront Muskoka guest suite near Casino Rama
Had a lovely stay! Lisa was so accommodating! Beautiful location.

Modern Country Getaway by the Bay
Ginnys place exceeded all expectations! She had a beautiful property that was clean, organized and stocked with every essentials! She was easy to communicate with and we hope to book with her again!

Heated Pool-tub Open 365 Days
We had a great stay! The house was spotless and very well maintained. Having three full bathrooms was incredibly convenient for our group, and the hot tub was a perfect. Highly recommend this place for a comfortable and enjoyable stay!

Heron's Perch
This was our second year at Carrie and Dan's cottage and once again my family and I had a fantastic time. The house is perfectly situated on the river with a nice beach and it has all of the amenities needed. Dan communicated regularly and checked in with us to ensure we had everything we needed. This is a beautiful property which anyone would have fun at.

Beach House-S/W Exposure! Hot Tub, Sandy Water!
We stayed at Dylan’s place for the weekend with 13 adults and 4 kids. There was enough rooms and beds for all of us with adequate bedding and space. The house was clean and well equipped for our weekend! Before the stay we had lots of questions and Dylan was very responsive and answered everything in a timely manner and with lots of details. He was always following up during the weekend as well. The dock is beautiful and amazing! It was a bit buggy but that’s expected near the waters. We used the kayaks and boat and had a wonderful time!

✦9Bedroom✦8400sqft Farm House ✦28Acres ✦1HrToronto
We stayed at Cindy’s beautiful home for 3 nights. It was a family reunion with ages ranging from 75 to 4. Everyone loved the home and outdoor space. Games loft, pool table, kayaks, paddle boat, exercise room, games and puzzles were all used. We cooked all meals there. The kitchen was fully stocked with everything we needed. We all felt it was a gift that we found this home, and were able to reconnect as a family in such an ideal setting. Thank you Cindy, we have memories that will last a lifetime.

Waterfront Georgian Bay Oasis
Our second stay at Mazen & Aya's place was just as fantastic as the first. Our family enjoyed a lovely snowy Christmas overlooking the lake and relaxing inside. The house is beautiful and well equipped. We hope to be back again next year!
Cottage rentals with a kayak

CozyPeaceful LakeCottage HotTub Canada
I could not recommend this cottage more, and I will definitely be back. It was very easy to locate and there is plenty of parking on the driveway. Inside the cottage, we found an extremely well stocked kitchen, the beds were very comfortable, and everything was very clean. Outside of the cottage, we spent most of the time on the beautiful, new dock overlooking Sparrow Lake. There were plenty of water sport toys available for us to use, the water was shallow and perfect for swimming, and we enjoyed seeing all of the float planes coming and going to the lake. In the evening, we spent time on the upper back deck overlooking the lake, where there was the bbq and hot tub. We felt right at home and cozy; I just wish I could have stayed longer! I brought along my dog who was very pleased to find cookies and a toy provided by the host. Thank you so much for hosting us and we plan to return next year! :)

Charming cottage on Lake Muskoka
We had a wonderful stay at the cottage! The space was exactly as described. Bryan was incredibly responsive, making check-in smooth and the stay hassle-free. The cottage is by the lake with perfect views from the patio. We especially appreciated the little touches like fresh towels, the wine bottle, and a well stocked kitchen. I would absolutely stay here again and highly recommend it to anyone visiting!

Waterfront @Muskoka Pines /kayaks/bbq/firepit
Very accommodative and responsive host. The place is at a great location. It is breathtaking and peaceful.

Georgian Bay Waterfront Oasis
David was very accommodating and responsive host. He always wanted to give us the most accurate description of what to expect. The cottage is very nice and quite, we were there for the weekend along with another couple in the property in the neighboring house. We had a great stay and enjoyed being outside for the most of the time enjoying the kayaking and the outdoor fire camp. The house is nice and comfy, has all necessary things for a short couple's retreat. Overall great and we already booked to return in the summer, hopefully with a warmer weather labeling us to swim and snorkel in the beautiful area.

Modern 4-bedroom Lakefront Cottage with Sauna
My friends and I had a truly fabulous cottage experience here! The washrooms were clean and tidy, which made our stay extra comfortable. We also appreciated the entertainment options available. Even though the weather was a bit cool and the dock slightly tricky to manage, we had an amazing time using the kayaks for the first time! The host provided life jackets, which made our water adventures both safe and memorable. Another highlight was the sauna — such a relaxing and refreshing treat after a day of outdoor activities. It was our first time trying a sauna, and it was easy to use. We loved it! One more thing worth mentioning — one of my friends accidentally left her phone behind. The host and cleaning team acted quickly and efficiently, and the phone was returned the next day! Overall, we would absolutely choose this cottage again. The great location, cleanliness, well-prepared facilities, and the kind and thoughtful host made this a wonderful getaway. Highly recommended!

Balmy Breezes - Waterfront Cottage with Hot Tub
We had a wonderful time in Steve and Jane's quaint and cozy cottage! The beautiful view and the sound of the water made our time spent there enjoyable and peaceful. The cottage was clean, instructions were clear and they had everything you might need to make your stay a wonderful one. Steve and Jane were also quick to respond to any questions we had prior to and during our stay. Amazing hosts!! Thank you for a great time!

CARL in Muskoka: Waterfront Cottage with Hot Tub
My friends and I stayed here for a winter weekend away and it was just what we needed/wanted in a little cottage. Great location for those coming from the GTA and nice and close for those in Simcoe. Once we got there we felt right at home! The hosts had cleared the walking paths and back deck of any recent snow fall which made it nice and easy to get inside and enjoy the grounds. They went above and beyond by having the wood burning stove going for us when we checked in which made CARL that much more cozy and welcoming. Communication and instructions were very clear and detailed from start to finish which made the whole rental process easy and enjoyable. My friends and I look forward to coming back to CARL in the future!

Beach house (with pool open May-Oct)
Very nice cottage in the middle of nature and in front of the lake… ideal for a break from the city ! Megan is reactive and communicating with her was easy.
Cabin rentals with a kayak

Oak Cabin on Sparrow Lake
very nice place to getaway and relax! Just what we needed to relax and enjoy with the family! the lake is beautiful, we really enjoyed the canoeing and kayaks. even the big yard and the view are awesome. only one thing, the sofa bed was not very comfy to sleep. but, everything else was perfect to enjoy. thanks Ash/Nic for being a good host and friendly ppl.

Heaframe - An A-Frame cabin in the woods
We had a great stay at Casey's A-Frame Cabin. Everything was as described and matched the photos, had everything we needed for our trip. A very quiet and secluded location, great to relax in the middle of the forest. Only a short drive to nearby towns and beaches like Sauble Falls and Southampton, and easy to get on the main road north to Tobermory, the National Parks and various trails. Casey was easy to communicate with and had some great local recommendations for trips and food.

Reay Lake Tiny House
Great place if you want some peace and relax in the nature. Will definitely visit again.

Cozy Cabin-Stunning Sandy Beach!
absolutely beautiful. my first experience with Airbnb and I'm happy it was here. stunning view and sunset. perfect for a family get away. everything you need. I'm sure I'll be returning thank you so much 🙏

The Blue Cottage
We really enjoyed our time at the Blue Cottage and will be happy to return in the future!

Deer Park, Cozy Cabin with Hot Tub, Amazing View
Jennifer’s Place Was the perfect location for a quite and relaxing getaway. The views and property are just what’s needed to get away from the stresses of life. No need to go anywhere else. A great stay and very pet Friendly.

Moon River Place Unit 4B
Would absolutely return! Cottage was ready when we arrived and looked exactly like the pics. Everything we needed was provided and it was spotless! The view was amazing…steps to a private dock. We were there to unwind and escape reality which is exactly what we did.

Hawthorn Cottages - Bunkie #1
We had a great time at Brian's place! The amenities were excellent and the lake was gorgeous, especially at sunrise and sunset. If you walk out a bit at night you can also get a great view of the stars. Everyone was friendly and helpful, and we really appreciated being able to buy propane and wood at the shop. The bathroom was also really clean and it was nice that there was hot water.
Quick stats about holiday rentals with a kayak in Grey Highlands
Total rentals
50 properties
Nightly prices starting at
$77 SGD before taxes and fees
Total number of reviews
1.6K reviews
Family-friendly rentals
30 properties are a good fit for families
Pet-friendly rentals
30 properties allow pets
Rentals with dedicated workspaces
20 properties have a dedicated workspace
Destinations to explore
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