Holiday rentals with a kayak in Simcoe County

Find and book unique kayak rentals on Airbnb

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Popular amenities for Simcoe County 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.
Superhost
Home in Waubaushene
4.79 out of 5 average rating, 43 reviews

All season/Ski/Waterfront/Fish Modern Cottage

AmandaRating, 5 stars2 weeks ago
I have nothing but AMAZING things to say about our experience at this beautiful waterfront cottage. The pictures were beautiful but I was still blown away by the view and the overall home. Lily was an exceptional host, always super kind and responsive. My friends and I had the best time here and would absolutely recommend for anyone to book! :)
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 stars1 week 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 Gravenhurst
4.83 out of 5 average rating, 323 reviews

Beautiful 6 BEDROOM Muskoka Cottage

LokeshRating, 5 stars1 month ago
Our stay here was fantastic. The house is big with plenty of rooms for a big group. It was clean and orderly. There is a beautiful dock with a canoe, kayak and life jackets. Our host Fred was very kind and accommodating. I would recommend this to anyone looking a cottage getaway.
Superhost
Home in Elmvale
4.88 out of 5 average rating, 76 reviews

Ski, Swim, Soak, Boat & Golf

JessicaRating, 5 stars1 day ago
Had a great time at the cottage. Everything as pictured, beds were comfy, bathrooms clean, and lots to do including games, kayaking, paddle boarding, plunge pool, and hot tub. The lake isn’t great for swimming but we were never at a loss of things to do because of it. Wasaga is also just a drive away if you want something more lively for a night. Herb was a great host and very responsive, friendly and accommodating :)
Guest favourite
Home in New Tecumseth
4.98 out of 5 average rating, 122 reviews

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

NormRating, 5 stars3 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.
Superhost
Home in Orillia
4.74 out of 5 average rating, 85 reviews

Teddy Bear Cottage

ShelbyRating, 5 stars3 weeks ago
It was an absolute pleasure staying here so beautiful highly recommend:)))
Superhost
Home in Port Severn
4.83 out of 5 average rating, 23 reviews

Tranquility Cove Estate on Muskoka Lake Front

MichelleRating, 5 stars1 month ago
Lovely, spacious home with a beautiful view. I really liked how modern it was and that the living room was a big open area for our group to socialize. There was also a cute little sunroom overlooking the lake. This is the perfect cottage for a weekend getaway.

Cottages with a kayak

Top Guest favourite
Cottage in Torrance
5 out of 5 average rating, 20 reviews

Waterfront Cottage in Muskoka | SAUNA | Beach

CaitlinRating, 5 stars1 week ago
One of my favourite Airbnb cottages! The space is perfect for a family (lots of kid focused things) or for a few friends. The property is beautiful, has great amenities like the sauna and water toys. The beds are very comfy and kitchen had anything you could need. All in all this was one of the best experience I’ve had. The host was super lovely, and you can tell they’ve put a lot of thought and care into creating a great experience for their guests.
Top Guest favourite
Cottage in Orillia
5 out of 5 average rating, 28 reviews

Luxury lakefront cottage escape

HansRating, 5 stars1 week ago
Cottage is totally unique being on a point with water on two sides. Architecture is modern and very comfortable. Two larger bedrooms are the same size so great to share with another couple. Views include Goffat Island and McCrae Provincial Park so lots of greenery. With the pick of two sides to paddle you can stay out of the wind. I have been coming to Lake Simcoe for over 50 years and I have never heard so many loon cries! And trumpeter swans for visuals. Firepit has great views! We had a great time.
Superhost
Cottage in Washago
4.88 out of 5 average rating, 128 reviews

Vintage Farmhouse Lakeview and Golfers Cottage

KyleRating, 5 stars1 month ago
Great host, very responsive/helpful. House and furniture were very clean. Perfect for a family getaway.
Top Guest favourite
Cottage in Port Severn
4.88 out of 5 average rating, 134 reviews

2 BEDRM WATERFRONT COTTAGE, CANOE, KAYAKS, WIFI

RyanRating, 5 stars1 month ago
Trevor's Cabin has a breathtaking view. The cabin is really nice with a full wood panel interior, lots of large water facing windows, and is very isolated. The property was spotless. Super easy to check in with clear instructions. Trevor Replied to every message within minutes. BBQ was clean and in perfect condition. outdoor picnic table and 4 Muskoka chairs. Private dock. all in all, a perfect cottage getaway location. My wife and I will definitely be back.
Superhost
Cottage in Waubaushene
4.84 out of 5 average rating, 154 reviews

Waterfront Paradise on the Georgian Bay

RUBINARating, 5 stars2 weeks ago
We had an excellent stay at Steve’s cottage. Comfortable, super clean and had so many fun things to do! We really appreciated the gift basket and wine! It was enjoyed. Ty!
Guest favourite
Cottage in Brechin
4.94 out of 5 average rating, 164 reviews

Spacious waterfront cottage w/ spectacular sunsets

NiaRating, 5 stars2 weeks 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!
Top Guest favourite
Cottage in Georgina
4.99 out of 5 average rating, 163 reviews

Granny's Cottage

JonathanRating, 5 stars1 week ago
Thank you, Fran and Chris for an excellent stay! The cottage was beautiful and cozy. Your thoughtful touches made our weekend. We appreciate your responsiveness and hospitality and attention to details. Five stars!!!
Superhost
Cottage in Tiny
4.86 out of 5 average rating, 119 reviews

The Bay View Cottage w/hot tub

JessicaRating, 5 stars1 week ago
Wow! What an amazing place to stay! Carm and Mary have a lovely space that they have worked to make comfortable and inviting! There were so many thoughtful touches. We enjoyed the peaceful environment, the hot tub, and the surrounding beauty of the Georgian Bay. There were plenty of things that our children enjoyed- games and ping pong and the yard. The beds were the most comfortable have stayed in all vacation. The kitchen was well stocked. The hosts were responsive and quick with recommendations. Highly, highly recommend this stay! Awenda Provincial Park and Wasaga Beach were easy drives and enjoyable.

Cabin rentals with a kayak

Guest favourite
Cabin in Severn Bridge
4.89 out of 5 average rating, 38 reviews

Oak Cabin on Sparrow Lake

KimberlyRating, 5 stars1 week ago
The place had everything we needed—clean, peaceful, and filled with activities, especially fishing, which we really enjoyed. We were also so happy to spot river otters during our stay! Big thanks to Ash and Nicholas for being so accommodating with our inquiries. We just got home and are already wishing we could go back!
Superhost
Cabin in Severn Bridge
4.68 out of 5 average rating, 47 reviews

Beautiful Cottage on the water!

LizRating, 5 stars8 months ago
We had a really nice September weekend at Helen's cottage. The cottage is bright with nice big windows. The property on the river is beautiful with some lovely birch trees. We were especially happy to sit on the muskoka chairs and read our books. Very peaceful. Lots of outdoor seating options and the gazebo accessible from the kitchen or the back deck was especially appreciated. We ate most of our meals there. We were all happy with this cottage.
Superhost
Cabin in Gravenhurst
4.8 out of 5 average rating, 149 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.
Guest favourite
Cabin in Elmvale
4.93 out of 5 average rating, 30 reviews

The Blue Cottage

MarkusRating, 5 stars1 day ago
Jennifer was great. We all loved the space. Very cozy and beautiful view. Also enjoyed the kayaks and hanging at the dock. Wasaga Beach is nearby and we enjoyed spending time at the beach. There is an awesome cafe on site by the cottages which was fantastic. Overall a Greta experience. Highly recommend and would love to come back.
Guest favourite
Cabin in Port Severn
4.83 out of 5 average rating, 6 reviews

Gorgeous Muskokan Cottage on Six Mile Lake

AdieRating, 5 stars8 months ago
My friends and I stayed at this cottage over Thanksgiving weekend and had an amazing time! The cottage was clean and had all the amenities needed. The location was beautiful, with the canoe, kayak and pedal boat being an amazing way to explore the lake. Kristian was also a great host - responded fast, gave recommendations, and was very welcoming. We would definitely recommend this place!
Guest favourite
Cabin in Waubaushene
4.88 out of 5 average rating, 8 reviews

Lake view Blue cabin by the bay

LaniRating, 5 stars9 months ago
The place was relaxing and we felt like we’re home.
Top Guest favourite
Cabin in Sebright
5 out of 5 average rating, 14 reviews

90 Min to GTA Waterfront Cottage in Kawartha Lakes

RashaRating, 5 stars9 months ago
We had an absolutely beautiful getaway at this waterfront Gem! The location was stunning, with some of the most breathtaking sunsets we've ever seen. Everything was clean, simple, and perfectly maintained, making our stay incredibly comfortable. Our kids felt right at home from the moment we arrived, and enjoyed all the water activities! We truly appreciate Victoria's quick response and can't wait to return!
Superhost
Cabin in Port Severn
4.89 out of 5 average rating, 18 reviews

Beautiful Six Mile Lake Muskoka

JaimeRating, 5 stars1 week ago
Great place, super well kept and beautiful. It has all you need for an awesome cottage experience and the perfect getaway

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