
Holiday rentals with a kayak in Lake Simcoe
Find and book unique kayak rentals on Airbnb
Top-rated Accommodation with a Kayak in Lake Simcoe
Guests agree: these holiday homes with a kayak are highly rated for location, cleanliness and more.
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for Lake Simcoe kayak rentals
Holiday House Rentals with a Kayak

Kawartha Lakes , Chemong lake front property
This was without a doubt the cleanest Airbnb I’ve ever been in! It was such a beautiful space. The view was unmatched and there was lots of room for all of us! We definitely plan on going back during summer months. May long weekend this year wasn’t warm and we would have loved to enjoy sitting out on that dock. Will definitely be returning!

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

HyggeHaus—sleek snuggly secluded ski-in/out cabin
We were so happy to stay at this cottage! The house was cozy and welcoming, and both our child and our dog had an amazing time. It was the perfect place for a fun and relaxing family getaway. We would love to come back again!

Luxurious waterfront paradise on lake Scugog
Absolutely stunning property!!! Very well maintained, spot on cleanliness, kids friendly, access to property was super smooth… Simar is great host with good recommendation and great communication.. Worth a stay property!!! Also would love to come back …..

Cozy Lakefront Cottage with Hot tub and Pool.
We went to this cottage for a beautiful romantic weekend getaway and we were happy we got that. The owner of the cottage Necker was very kind and helpful, absolutely loved the place and there was plenty of water activities to do. It was easy to check in, communicate and plenty of peaceful vibes. Recommended 100%, please go visit this cottage it is very well worth it. P.S: we loved the character of the cottage with little artpieces and wall art from all over the globe 🌎.

Muskoka River Cabin
My friends and I had an amazing time at Ken and Rebecca’s place. We would love to visit again and highly recommend.

Spectacular Waterfront 3 Bedroom Home!
Beautiful, spacious and very comfortable. One of the most amazing views I've ever had at a cottage. So many windows that can open to let the beautiful sunshine and breeze in. Fans, AC and heat allowed for perfect temperature control.

Lakeside Cottage-Tranquil Retreat by the Water
it was a great stay, great property and Ivan was extremely polite and helpful.
Cottages with a kayak

Highlands Lakefront | Dock | Screened Room | Sauna
Not only was the cottage & property absolutely breathtaking, Kimberly was great at responding to any questions I had leading up to our trip and gave us a great tip on navigating the drive up. She also provided a variety of basic condiments, spices, all the bath towels, and kitchen utensils you would need so we were really able to feel comfortable and make this place feel like home away from home for the weekend. They also provided clear, fool-proof instructions on starting up the sauna and indoor fireplace. Would 100% recommend to others & book again for myself! Thank you Kimberly!

Riverfront Cottage with HotTub
This was our second time staying at Jamie’s cottage and it was just as wonderful as the first time. It is such a beautiful location and the cottage is warm and cozy with the amazing fireplace. It was a perfect spot to watch all the snow fall gently out the big windows, looking out over the river. So peaceful! We ended up having to leave early and it made us all so sad, especially our kids, so we’ve already mentally made plans to go back next winter. Jamie was super communicative and we really just enjoyed our time so much.

3 Bedroom Waterfront Cottage Kawartha Lakes
Great location , clean cottage , backyard is really nice, with a perfect sunset view. We had a relaxing weekend and would definitely visit again. Special mention to Richard, he is responsive and provided all the required information.

Spacious waterfront cottage w/ spectacular sunsets
Our group had an amazing stay at Dave’s cottage! Everything was perfectly arranged in the house, and we especially loved the variety of games available—they really added to the fun and made our time even more enjoyable. The view from the cottage was absolutely beautiful and made for such a relaxing and memorable getaway. One of the highlights of our trip was getting to see the Northern Lights right from the cottage—it really was an unforgettable experience! Dave was incredibly responsive and flexible throughout our stay, which made everything even smoother. Highly recommend this place and host!

Spacious family cottage 45 mins from GTA!
Very peaceful and beautiful place to stay. The house is a great size for a family looking to relax and unwind.

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!

Brookside on Balsam. Rest.Relax.Restore.
We had an amazing stay at Penny’s beautiful home! The house is warm, cozy, and thoughtfully designed, making it easy to feel comfortable and relaxed. The kitchen was very well-stocked with everything we needed for cooking, which made preparing our own meals simple and convenient. Penny is a truly exceptional host—responsive, welcoming, and attentive to every detail. She went above and beyond to ensure we had a great experience! This was one of the best hosting experiences we’ve had, and we would gladly return in the future. Highly recommend to anyone considering a stay!

Panoramic Lake Views Inside & Out, Cozy & Relaxing
This cottage was amazing. The place was entirely as described and the prior reviews were spot on. Roxana was very helpful, gave tons of recommendations and was very kind and responsive. Kitchen was well stocked, the beds were super comfortable, the AC was perfect and I literally can’t think of a single critique. A really nice touch with the s’mores station that my kid basically ate all of. We will definitely be back!!
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.

Big Woody Cabin, Ross Lake, Haliburton Ontario
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!

Waterfront A-frame Retreat with Sauna & Hot tub
We had a great stay at Lisa's place. Our family spent a lot of time on the water exploring the lake in the available canoe and kayaks and really enjoyed the sauna and hot tub in the evenings. The outdoor space is setup perfectly for living outside on those sunny days and inside the cabin is cozy and has all the amenities you need if the weather isn't great.

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

LakeKabin: Lakefront, HotTub, Arcade, Kayaks&SUP
We had an amazing stay at this beautiful cottage! The place was spotless, cozy, and exactly as described. The kitchen was well-stocked, the beds were incredibly comfortable, and the view from the deck was stunning. We especially appreciated the little touches like the, family friendly games, fast Wi-Fi, and detailed welcome guide. Whether you’re looking to relax in the hot tub, kayak on the lake, or just unwind in a peaceful setting, this cottage has it all. The hosts were friendly, responsive, and made sure everything went smoothly. We can’t wait to come back!

Waterfront Cottage with Hot Tub
It was another enjoyable stay. This is our second time staying at Micheal’s listing here in Norland. The scenery is beautiful and we enjoyed all the amenities. Thanks again for the relaxing getaway :)

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.

Bill's Rustic Cabin; tour on pontoon boat to cabin
Great rustic place to unwind and enjoy the outdoors. Reminded me of my childhood family cottage. It was private and had everything one needs in a semi offgrid location. Bill was prompt, accommodating and friendly. Bring more firewood than you'll think you'll need! Thanks again, Bill!
Destinations to explore
- Niagara Falls Holiday rentals
- Grand River Holiday rentals
- St. Catharines Holiday rentals
- Niagara Falls Holiday rentals
- Brampton Holiday rentals
- Niagara-on-the-Lake Holiday rentals
- Muskoka Lakes Holiday rentals
- Vaughan Holiday rentals
- Mississauga Holiday rentals
- Greater Toronto and Hamilton Area Holiday rentals
- Greater Toronto Area Holiday rentals
- Montreal Holiday rentals
- Fitness-friendly rentals Lake Simcoe
- Luxury rentals Lake Simcoe
- Cabin rentals Lake Simcoe
- Beachfront rentals Lake Simcoe
- Rentals with pools Lake Simcoe
- Guesthouse rentals Lake Simcoe
- Rentals with a fireplace Lake Simcoe
- Ski-in/ski-out rentals Lake Simcoe
- Rentals with a hot tub Lake Simcoe
- Cottage rentals Lake Simcoe
- Rentals with a patio Lake Simcoe
- Rentals with a washing machine and dryer Lake Simcoe
- Bungalow rentals Lake Simcoe
- Lakehouse rentals Lake Simcoe
- Rentals with lake access Lake Simcoe
- Smoking-friendly rentals Lake Simcoe
- Private suite rentals Lake Simcoe
- Rentals with an EV charger Lake Simcoe
- Rentals with breakfast Lake Simcoe
- Rentals with beach access Lake Simcoe
- Condo rentals Lake Simcoe
- Rentals with a sauna Lake Simcoe
- Townhouse rentals Lake Simcoe
- Rentals with a fire pit Lake Simcoe
- Apartment rentals Lake Simcoe
- Waterfront rentals Lake Simcoe
- Rentals with outdoor seating Lake Simcoe
- Pet-friendly rentals Lake Simcoe
- Kid-friendly rentals Lake Simcoe
- House rentals Lake Simcoe
- Family-friendly rentals Lake Simcoe
- Rentals with a kayak Ontario
- Rentals with a kayak Canada
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom
- Blue Mountain Village
- Toronto Zoo
- Port Carling Golf & Country Club
- Osler Bluff Ski Club
- Horseshoe Resort
- Rouge National Urban Park
- Devil's Glen Country Club
- Georgian Bay Islands National Park
- Mount St. Louis Moonstone
- Snow Valley Ski Resort
- Lake Joseph Golf Club
- Hockley Valley Resort - Golf, Spa and Ski
- Cedar Park Resort
- Angus Glen Golf Club
- Muskoka Lakes Golf and Country Club
- Lakeridge Ski Resort
- The Club At Bond Head
- Markham Green Golf Club
- Muskoka Bay Resort
- Gull Lake
- Dagmar Ski Resort
- Black Diamond Golf Club
- Wooden Sticks Golf Club
- National Pines Golf Club