Vacation rentals with a kayak in Lake Simcoe

Find and book unique kayak rentals on Airbnb

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House rentals with a kayak

Superhost
Home in Bobcaygeon
5 out of 5 average rating, 31 reviews

Gorgeous Lakeside*weedfree*boat dock*hottub

HoseinRating, 5 stars16 months ago
Our stay at Addie's cottage was delightful. The place was clean, well-furnished, and equipped with all the necessary utensils. Both hot and cold water pressure was excellent, creating a cozy and warm atmosphere. The bedrooms were tidy and comfortable. Addie proved to be very responsive and helpful, enhancing our experience. However, we encountered a few minor issues: 1) We discovered and eliminated several small cockroaches in the kitchen, particularly around the garbage cabinet. 2) The dining chairs were deteriorating, leaving lots of tiny pieces on our clothing when we used them. 3) The non-functional hot tub was a surprise upon arrival. Although mentioned in the listing, we missed it and so suggest making it more prominent, perhaps in the title, as the photos and description led us to expect a working hot tub. This could also be Airbnb's fault, since I specifically selected the "hot tub" option during my search, clearly indicating a preference for a property with a working hot tub.
Guest favorite
Home in Kirkfield
4.93 out of 5 average rating, 30 reviews

The Hickey Hide-Away

VivianRating, 5 stars8 months ago
Brett was an awesome host. Was always super responsive and helpful. His cottage was such a relaxing time for my family and I. The backyard was very private and great for my dog to run around in. We enjoyed fishing, canoeing, and using the fire pit!
Superhost
Home in Kawartha Lakes
4.92 out of 5 average rating, 13 reviews

Kawartha Lakes Waterfront Chalet

AishaRating, 5 stars7 months ago
Responsive host, peaceful environment. Lots of wildlife and beautiful cottage!
Superhost
Home in Coldwater
4.68 out of 5 average rating, 82 reviews

Muskoka Cottage on the Severn River

SumeyRating, 5 stars7 months ago
great place great location on the water. hope to be back in a couple of years. boat launch is 5mins away, great for fishing off the dock
Guest favorite
Home in Sebright
5 out of 5 average rating, 35 reviews

All Season Waterfront Retreat with Pool & Hot Tub

AaronRating, 5 stars8 months ago
Gary & Mina were excellent hosts. They greeted us for check in and where very accommodating. Any questions we had were quickly answered via the AirBNB app. The house was full of character and had lots of things to do indoors and outdoors. The kitchen was well stocked with supplies, utensils and kitchen wares. There was a washer/dryer centrally located which was great for towels and the Weber BBQ was in top notch condition. Water toys well maintained (2 kayaks, 1 paddle board, 1 canoe and 1 paddle boat). Pool and hot tub worked great, which was a must for our cottage getaway.
Guest favorite
Home in Georgina
4.91 out of 5 average rating, 270 reviews

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

SamanthaRating, 5 stars2 weeks ago
Dylan’s place was better than anticipated. Large, well-laid out, clean, beautiful views and well-stocked. I think most impressive was Dylan himself who was extremely responsive and friendly. He is a SuperHost. I would absolutely come back,
Top guest favorite
Home in Bracebridge
4.91 out of 5 average rating, 210 reviews

The Muskoka River Homestead

MelissaRating, 5 stars1 month ago
We stayed at Dave and Linette's home while we were in the area for a women's hockey tournament and it was the perfect spot for our team! it was so clean and spacious. Dave and Linette snow-blowed a path to the fire pit so that we could enjoy a beverage outside together. The view is amazing and parking was ample. We would love to stay here again. Dave and Linette communicated often and clearly and were so kind. Thank you L & D!
Superhost
Home in Peterborough
4.81 out of 5 average rating, 26 reviews

Cottage On The "O"

TylerRating, 5 stars7 months ago
We had a great weekend with our group. Cottage is beautiful and well kept. Hosts are accommodating and go above and beyond to make you feel welcome and that you enjoy your stay. Would bring my family here every year if only they allowed dogs. Will be booking again!

Cottage rentals with a kayak

Guest favorite
Cottage in Bracebridge
4.92 out of 5 average rating, 194 reviews

Charming cottage on Lake Muskoka

ElizabethRating, 5 stars1 week ago
We stayed 4 nights at Bryan's cottage and had a wonderful time. Very beautiful view of the lake. Although it was still a bit chilly in April, we were very cozy and warm at the cottage. It was very clean, well stocked, and had everything you could possibly need for your stay. The cottage even had some board games. Bryan was very responsive and was a great host overall. 5/5. Would highly recommend!
Superhost
Cottage in Gravenhurst
4.86 out of 5 average rating, 181 reviews

Stunning 3BR Waterfront Lake Cottage Hottub&Sauna

MorganRating, 5 stars1 week ago
My family and I had a fantastic stay - the location is so peaceful and calming. We will definitely be back for a summertime visit soon!
Top guest favorite
Cottage in Kawartha Lakes
4.9 out of 5 average rating, 117 reviews

1950's Romantic & Whimsical cottage on Gull River

JulieRating, 5 stars7 months ago
Beautiful place! Can’t wait to return. The fishing is fantastic here! Thank you so much Stephanie you are a fantastic host !!!
Top guest favorite
Cottage in Port Severn
4.88 out of 5 average rating, 131 reviews

2 BEDRM WATERFRONT COTTAGE, CANOE, KAYAKS, WIFI

DavidRating, 5 stars6 months ago
What a great location for a cottage! The included boats (canoes & kayaks) are really nice. We went in late October (end of the season) and the neighborhood was nearly deserted. We were often the only people out on the lake. It takes about 20-25 minutes to paddle over to one of the several waterfront restaurants in Port Severn. Trevor's communications were very precise and easy to follow. Only negative comment concerns the well water. It's not just high in minerals, it is so high in minerals that it smells terrible and you really don't want to shower in it.
Top guest favorite
Cottage in Georgina
4.99 out of 5 average rating, 157 reviews

Granny's Cottage

FasehullahRating, 5 stars1 week ago
Great place, great hosts.
Superhost
Cottage in MacTier
4.9 out of 5 average rating, 103 reviews

Baysong Cottage, Hot Tub and Sauna on Georgian Bay

MaryRating, 5 stars3 months ago
A great retreat for a New Year’s nest. Loved the hot tub in the snow - and the bunkie! Very relaxing, comfortable. You should organize your food supply carefully though as it would take about 2 hours (40 min to Foodland, 40 min back and 20 min shopping). We were fine as we had brought lots of food with us. Also, the walls between the two bedrooms are very thin, so if you have a snorer….Otherwise, a wonderful property!!
Superhost
Cottage in Tory Hill
4.85 out of 5 average rating, 105 reviews

Cozy Aframe Waterfront Cottage

JulianRating, 5 stars4 weeks ago
Stayed three nights and four days during a late March ice storm. The wood stove was definitely our favourite feature as it allows us to cook food when the storm knocked out the power. There was an abundant supply of covered firewood outside. The tapwater has a UV filter so we used that to drink, but we also brought a tank of water which came in handy when the power went out. Follow the handbook and you’ll have a great time but you 100% needed a four-wheel-drive with snow tires if the temperature is below zero, the hills were quite treacherous due to the ice and snow. Chris replied to all of my inquiries in very timely fashion which was great and was always helpful. Overall, had a great trip and would definitely go back.
Top guest favorite
Cottage in Highlands East
4.94 out of 5 average rating, 104 reviews

Lakefront cottage with hot tub and amazing porch

JoeRating, 5 stars1 month ago
My family couldn’t have asked for a better getaway. As far as bang for your buck goes you can’t do better. Andrew and Hali were exceptional hosts, very responsive and helpful anytime we had questions. Everything was very clean, bedrooms and furniture throughout were very comfortable. My boys would absolutely love to come back, and we’d highly recommend this place for anyone wanting a seamless experience on a beautiful lake. Thank you for such a great experience!

Cabin rentals with a kayak

Top guest favorite
Cabin in Eagle Lake
4.95 out of 5 average rating, 111 reviews

Big Woody Cabin, Ross Lake, Haliburton Ontario

SerenaRating, 5 stars7 months ago
We loved our stay here! The house was spotless and had everything we could’ve needed and more. The dock and watercrafts were our favourite daytime spot, and the dining table was perfect for groups games in the evenings. We didn’t get to use the fire pits but there were two of them! We’ll definitely be back!
Superhost
Cabin in Gravenhurst
4.78 out of 5 average rating, 138 reviews

Reay Lake Tiny House

NitinRating, 5 stars2 weeks ago
Excellent experience at this cottage. Lots to do around but the serenity and tranquility was at its best! Laura was an excellent host, thank you for a wonderful stay. Will be back!
Superhost
Cabin in Norland
4.86 out of 5 average rating, 252 reviews

Waterfront Cottage with Hot Tub

MandyRating, 5 stars2 months ago
Michael and Margaret are great hosts. We head up to their place every winter now for a little cottage country escape. They are super responsive and helpful. Their place is warm, cozy, and has a great hot tub under the stars (and under the snow if you’re lucky). We’ll be back again!
Guest favorite
Cabin in Tory Hill
4.85 out of 5 average rating, 334 reviews

Crooked Cabin - Irondale River -Geocaching Capital

KaitlynRating, 5 stars2 months ago
My partner and I had a wonderful long weekend at Krista's bunkie. It was so warm and cozy, a perfect place to hunker down over a snow stormy weekend. Krista was very friendly and responsive, she reached out a couple times throughout our stay to ensure all was well and to see if we needed anything. The bunkie is fully stocked with all the essentials you'd need(paper towels,Kleenex,salt,pepper,olive oil etc.)and is super homey. Overall, super peaceful and relaxing stay- Highly recommend!
Guest favorite
Cabin in Baysville
4.93 out of 5 average rating, 186 reviews

Muskoka Lakeside Cottage - Dock - Beach - Wi-Fi

WilliamRating, 5 stars2 months ago
Lovely place, Brendon responded quickly to any questions we had. Was clean and fun; my lady whooped my a** in foosball. Even with all the snow. He had snow-plows come regularly everyday. With It being a blizzard out we did not have to worry at all about being stuck. Views of the lake were stunning. Can’t wait to come back.
Guest favorite
Cabin in Little Hawk Lake
4.97 out of 5 average rating, 130 reviews

Bill's Rustic Cabin; tour on pontoon boat to cabin

CalvinRating, 5 stars6 months ago
Best cabin-in-the-woods weekend ever! Perfect spot for hiking, kayaking, movie watching, and board games. Bill went above and beyond to make the trip go smoothly.
Top guest favorite
Cabin in Bracebridge
5 out of 5 average rating, 166 reviews

Secluded Lakeside Retreat - Atkins Hideaway

ArminRating, 5 stars1 day ago
This stay was a perfect getaway from the city. The cabin was exactly as described and extremely cozy. Cassie was a fantastic host and made our stay very smooth. can't recommend this place enough. If you want to spend some peaceful time in nature you should absolutely come here!
Top guest favorite
Cabin in Bracebridge
4.96 out of 5 average rating, 28 reviews

Misty River Cabin Private Waterfront Pet-Friendly!

MikeRating, 5 stars6 months ago
It was great staying Misty River Cabin. The area was beautiful. My family enjoyed the stay and our dog love all the outdoor space to play fetch. Close drive to bracebridge made this location perfect for us as it allowed us to visit some of the local breweries there. The Cabin itself was beautiful and cozy. Would definitely come back in the future.

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