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Holiday rentals with a kayak in Lake Simcoe

Find and book unique kayak rentals on Airbnb

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Popular amenities for Lake Simcoe kayak rentals

Holiday House Rentals with a Kayak

Top Guest favourite
Home in Innisfil
5 out of 5 average rating, 28 reviews

Blu Lake House | Waterfront June Special

LaurenRating, 5 stars4 months ago
Would recommend Nadia’s home to anyone visiting the area, the house is located on the lake with amazing scenery within a few seconds walking distance from the house! The house was beautiful so clean and spacious, everything was labelled and well laid out for us and Nadia was just fantastic to communicate with and super helpful with any requests we had! There was a lovely homely touch when we arrived to receive a welcome basket and a note from Nadia. I would highly recommend this property to anyone and we will for sure be back to visit during the summer months.
Guest favourite
Home in Washago
4.89 out of 5 average rating, 55 reviews

Waterfront Muskoka guest suite near Casino Rama

SavannahRating, 5 stars6 days ago
Had a lovely stay! Lisa was so accommodating! Beautiful location.
Top Guest favourite
Home in Eagle Lake
5 out of 5 average rating, 62 reviews

HyggeHaus—sleek snuggly secluded ski-in/out cabin

JonasRating, 5 stars5 days ago
The house is really beautiful. You wake up every morning in the middle of pure nature. It’s a unique place. Lots of fun things included in the house. We had everything we needed and more. Would definitely recommend if you wanna spend a family vacation. It’s the perfect place to spend a lot of time in.
Guest favourite
Home in Little Britain
5 out of 5 average rating, 12 reviews

Luxurious waterfront paradise on lake Scugog

KamaljitRating, 5 stars5 days ago
Beautiful place. Little beach area is great for kids. Responsive and friendly host.
Guest favourite
Home in Elmvale
4.89 out of 5 average rating, 19 reviews

Cozy Lakefront Cottage with Hot tub and Pool.

KreenaRating, 5 stars9 months ago
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 🌎.
Superhost
Home in Orillia
4.74 out of 5 average rating, 85 reviews

Teddy Bear Cottage

ShelbyRating, 5 stars2 weeks ago
It was an absolute pleasure staying here so beautiful highly recommend:)))
Guest favourite
Home in Bracebridge
4.94 out of 5 average rating, 93 reviews

Muskoka River Cabin

YoufaRating, 5 stars3 weeks ago
My friends and I had an amazing time at Ken and Rebecca’s place. We would love to visit again and highly recommend.
Guest favourite
Home in Dysart and Others
4.9 out of 5 average rating, 136 reviews

Gem on Kennisis Lake - Waterfront

JessRating, 5 stars1 month ago
We had a wonderful stay! Cottage was clean upon arrival with easy access. There were lots of activities to keep busy both indoor and outdoors. Lots of space to enjoy within the cottage as well. We especially enjoyed the hot tub during a cooler day!

Cottages with a kayak

Guest favourite
Cottage in Baysville
4.95 out of 5 average rating, 258 reviews

D O C K | NEW Modern Muskoka Waterfront 2+1 bed

BrittaRating, 5 stars6 days ago
We really enjoyed our stay at Dock Cottage. It was modern elegance mixed with warm vintage touches. It had everything we needed to make our stay really comfortable and we loved the dock, hot tub and kayaking on the lake. It was quiet and peaceful and felt far away from everything yet we were an easy walk from Miss Nelle’s coffee shop and ice cream stand where we went each morning for a coffee (opens at 7am), Muskoka Brewing Company for a beer and a few other Baysville shops. The communication and instructions were really helpful and we received prompt replies if we had a question so it felt like we were really taken care of. We will definitely be back and recommend it to friends.
Superhost
Cottage in Highlands East
4.93 out of 5 average rating, 174 reviews

Cabin Lake Paudash

TharshigaRating, 5 stars2 weeks ago
Jessica was wonderful, and her place is absolutely charming—cozy, cute, and beautifully surrounded by nature. Grateful for the experience and would happily book again!
Superhost
Cottage in Brechin
4.88 out of 5 average rating, 103 reviews

3 Bedroom Waterfront Cottage Kawartha Lakes

ParthRating, 5 stars4 days ago
The place was beautiful, looking out onto a lake with clean swimmable water. And there was a beach only 5 minutes away. Everything inside the house was clean and well-stocked. Richard was also very responsive with any inquiries. Overall, a great place, very well worth it!
Guest favourite
Cottage in Kawartha Lakes
4.98 out of 5 average rating, 114 reviews

White Oak on Cardinal - Cozy Cottage in Kawarthas

HannahRating, 5 stars3 days ago
This place is amazing for a weekend getaway! The place is also fully equipped makes us feels like home :)
Guest favourite
Cottage in Brechin
4.94 out of 5 average rating, 164 reviews

Spacious waterfront cottage w/ spectacular sunsets

NiaRating, 5 stars1 week ago
Dave and his place were amazing! Beautiful Airbnb on the water and super spacious! The games downstairs were super fun, the nature was amazing, tons of wildlife, full kitchen amenities stocked for you to use, lots of seating etc. We had a big group and everyone was very comfortable and had so much fun! Dave was extremely nice, fast at responding, accommodating and kind! He gave us tips on fishing, supplied us with firewood and made great conversation. We came up for my birthday weekend and I had the best time! Thank you so much to Dave for our experience and we will be coming back!
Superhost
Cottage in Orillia
4.87 out of 5 average rating, 113 reviews

FRIEND LAKE HOUSE

ChristinRating, 5 stars5 days ago
We had a wonderful stay for a girls weekend! The indoor and outdoor space was lovely and comfortable. There was so much wild life visiting the outdoor space which made for exciting views! The lake was beautiful, and calm. Our only minor notes were the hottub as it wasn’t at the standards of clean we expected (sand in it and water was slightly murky) and the dock being covered in bird poop and dead fish. All in all, we greatly enjoyed the space and would love to come back for another girls weekend.
Guest favourite
Cottage in Kirkfield
4.92 out of 5 average rating, 203 reviews

Balsam Lake fully renovated 4BR 2BA modern cottage

Marie-AnnetteRating, 5 stars5 days ago
Great cottage for a getaway! Jason was very accommodating and responsive to all our questions. We came for a girl's weekend retreat and it suited our needs perfectly. Nice little sand beach that made it easy to get in and out of the water. Would recommend Bud's Place and will book again myself :)
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!

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 stars1 week 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.
Top Guest favourite
Cabin in Eagle Lake
4.95 out of 5 average rating, 111 reviews

Big Woody Cabin, Ross Lake, Haliburton Ontario

SerenaRating, 5 stars9 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!
Guest favourite
Cabin in Huntsville
4.92 out of 5 average rating, 39 reviews

Waterfront A-frame Retreat with Sauna & Hot tub

JasonRating, 5 stars1 week ago
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.
Superhost
Cabin in Gravenhurst
4.8 out of 5 average rating, 148 reviews

Reay Lake Tiny House

RachelRating, 5 stars2 weeks ago
We stayed at Laura's cabin on our honeymoon and it was amazing! We love the outdoors and if the weather has cooperated we would have taken the kayaks out onto the lake. If your looking for a quick quiet getaway close to Gravenhurst with all the amenities of cottage county, this is your place to stay! The cabin was clean, stocked with all your kitchen essentials you will need.
Superhost
Cabin in Norland
4.86 out of 5 average rating, 255 reviews

Waterfront Cottage with Hot Tub

SarahRating, 5 stars2 weeks ago
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 :)
Guest favourite
Cabin in Little Hawk Lake
4.97 out of 5 average rating, 133 reviews

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

TravisRating, 5 stars1 week ago
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!
Guest favourite
Cabin in Baysville
4.93 out of 5 average rating, 191 reviews

Muskoka Lakeside Cottage - Dock - Beach - Wi-Fi

DanielleRating, 5 stars5 days ago
We had a great time here celebrating my son's 6th birthday and Father's Day. Not many places can boast a great little private beach plus a dock, and the fishing off the beach was great. We also saw lots of turtles, including some babies, which were adorable. The beds are super comfortable, as is the living room. We loved having use of the paddle boat to see more of the natural beauty of the lake. Great spot!
Superhost
Cabin in Algonquin Highlands
4.91 out of 5 average rating, 126 reviews

Cottage / Lake House in Dorset| Raven Shores

ChristineRating, 5 stars8 months ago
I highly recommend the Lake House in Dorset/Raven Shores. This cottage was perfectly situated and close to scenic attractions and many trails. The property was picturesque morning, noon, and night. The perfect spot with easy access to the lake. Their customer service and attention to detail is second to none, exceeding my expectations every time. The hosts were readily available and responded quickly. The cottage was warm and Cozy "just like home." It was equipped with everything a family would need and more. We would stay again.

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