Holiday rentals with a kayak in Grey Highlands

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Popular amenities for kayak rentals in Grey Highlands

House rentals with a kayak

Guest favourite
Home in Wasaga Beach
4.88 out of 5 average rating, 117 reviews

2min walk to the beach & 20 min drive to Blue Mnt

María CamilaRating, 5 stars3 days ago
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.
Guest favourite
Home in Washago
4.89 out of 5 average rating, 55 reviews

Waterfront Muskoka guest suite near Casino Rama

SavannahRating, 5 stars3 days ago
Had a lovely stay! Lisa was so accommodating! Beautiful location.
Top guest favourite
Home in Meaford
4.96 out of 5 average rating, 102 reviews

Modern Country Getaway by the Bay

RenierRating, 5 stars1 week ago
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!
Top guest favourite
Home in The Beaches
4.99 out of 5 average rating, 148 reviews

Heated Pool-tub Open 365 Days

CaitlynRating, 5 stars2 weeks ago
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!
Guest favourite
Home in Durham
4.9 out of 5 average rating, 165 reviews

Heron's Perch

SergioRating, 5 stars10 months ago
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.
Guest favourite
Home in Georgina
4.91 out of 5 average rating, 273 reviews

Beach House-S/W Exposure! Hot Tub, Sandy Water!

JennyRating, 5 stars2 days ago
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!
Guest favourite
Home in New Tecumseth
4.98 out of 5 average rating, 122 reviews

✦9Bedroom✦8400sqft Farm House ✦28Acres ✦1HrToronto

NormRating, 5 stars2 weeks ago
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.
Top guest favourite
Home in Wiarton
5 out of 5 average rating, 20 reviews

Waterfront Georgian Bay Oasis

MarinRating, 5 stars5 months ago
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

Top guest favourite
Cottage in Severn Bridge
5 out of 5 average rating, 149 reviews

CozyPeaceful LakeCottage HotTub Canada

NinaRating, 5 stars1 day ago
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! :)
Guest favourite
Cottage in Bracebridge
4.92 out of 5 average rating, 205 reviews

Charming cottage on Lake Muskoka

NupurRating, 5 stars1 week ago
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!
Superhost
Cottage in Gravenhurst
4.92 out of 5 average rating, 154 reviews

Waterfront @Muskoka Pines /kayaks/bbq/firepit

AmishaRating, 5 stars2 weeks ago
Very accommodative and responsive host. The place is at a great location. It is breathtaking and peaceful.
Superhost
Cottage in Kemble
4.83 out of 5 average rating, 150 reviews

Georgian Bay Waterfront Oasis

Mohamed RedaRating, 5 stars3 weeks ago
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.
Superhost
Cottage in Georgina
4.88 out of 5 average rating, 143 reviews

Modern 4-bedroom Lakefront Cottage with Sauna

Hok YinRating, 5 stars2 weeks ago
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!
Superhost
Cottage in Owen Sound
4.76 out of 5 average rating, 203 reviews

Balmy Breezes - Waterfront Cottage with Hot Tub

ErynRating, 5 stars2 days ago
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!
Top guest favourite
Cottage in Severn Bridge
4.96 out of 5 average rating, 127 reviews

CARL in Muskoka: Waterfront Cottage with Hot Tub

Sarah LynnRating, 5 stars4 months ago
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!
Guest favourite
Cottage in Lafontaine
4.83 out of 5 average rating, 242 reviews

Beach house (with pool open May-Oct)

ManonRating, 5 stars2 months ago
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

Guest favourite
Cabin in Severn Bridge
4.89 out of 5 average rating, 36 reviews

Oak Cabin on Sparrow Lake

GiasaredRating, 5 stars4 days ago
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.
Guest favourite
Cabin in Mar
4.96 out of 5 average rating, 198 reviews

Heaframe - An A-Frame cabin in the woods

AndrewRating, 5 stars1 week ago
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.
Superhost
Cabin in Gravenhurst
4.8 out of 5 average rating, 147 reviews

Reay Lake Tiny House

BiratRating, 5 stars2 weeks ago
Great place if you want some peace and relax in the nature. Will definitely visit again.
Superhost
Cabin in Port McNicoll
4.86 out of 5 average rating, 29 reviews

Cozy Cabin-Stunning Sandy Beach!

Angel-DawnRating, 5 stars3 weeks ago
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 🙏
Guest favourite
Cabin in Elmvale
4.93 out of 5 average rating, 29 reviews

The Blue Cottage

DawnRating, 5 stars3 months ago
We really enjoyed our time at the Blue Cottage and will be happy to return in the future!
Guest favourite
Cabin in Kimberley
4.81 out of 5 average rating, 234 reviews

Deer Park, Cozy Cabin with Hot Tub, Amazing View

LarryRating, 5 stars3 days ago
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.
Superhost
Cabin in Severn Bridge
4.69 out of 5 average rating, 150 reviews

Moon River Place Unit 4B

J-BradleyRating, 5 stars4 days ago
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.
Guest favourite
Cabin in Flesherton
5 out of 5 average rating, 6 reviews

Hawthorn Cottages - Bunkie #1

FatimahRating, 5 stars10 months ago
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

  1. Airbnb
  2. Canada
  3. Ontario
  4. Grey County
  5. Grey Highlands
  6. Rentals with a kayak