Vacation rentals with a kayak in Lake Simcoe

Find and book unique kayak rentals on Airbnb

0 of 0 items showing
1 of 3 pages

Popular amenities for Lake Simcoe kayak rentals

House rentals with a kayak

Top guest favorite
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 favorite
Home in Washago
4.9 out of 5 average rating, 59 reviews

Waterfront Muskoka guest suite near Casino Rama

MoniqueRating, 5 stars2 days ago
The place was beautiful and we had a lovely time. We would recommend 🙂
Top guest favorite
Home in Eagle Lake
5 out of 5 average rating, 63 reviews

HyggeHaus—sleek snuggly secluded ski-in/out cabin

SeifRating, 5 stars3 days ago
We had a wonderful stay! The place is absolutely beautiful—spacious, spotless, and thoughtfully designed. There was plenty of room for everyone to relax and feel comfortable, and the home had everything we needed throughout our stay. From the fully equipped kitchen to the cozy living spaces, everything was well-maintained and made us feel right at home. Would definitely recommend and hope to return again!
Guest favorite
Home in Little Britain
5 out of 5 average rating, 13 reviews

Luxurious waterfront paradise on lake Scugog

KamaljitRating, 5 stars1 week ago
Beautiful place. Little beach area is great for kids. Responsive and friendly host.
Guest favorite
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 🌎.
Guest favorite
Home in Dysart and Others
4.9 out of 5 average rating, 138 reviews

Gem on Kennisis Lake - Waterfront

DulanuRating, 5 stars1 week ago
I had a fantastic stay at Jude's place! The property is beautiful, with stunning views and a peaceful atmosphere — perfect for a relaxing getaway. Everything was spotless and well-maintained, with all the amenities you could need. There was also a great selection of water sports equipment available, which made it even more fun to enjoy the outdoors. The location is ideal for anyone looking to be close to nature. A special thanks to our host, Jude, who was incredibly accommodating and responsive throughout the stay. Highly recommend this place!
Guest favorite
Home in Gravenhurst
5 out of 5 average rating, 13 reviews

Sweet 4 bedrm Muskoka Lakefront Cottage

AbbieRating, 5 stars5 months ago
This cottage was the perfect winter getaway with friends!! It’s cottage-y feel & look with lots of pine is gorgeous and you can tell this cottage is very loved. Even though it’s not brand new or modern, its charm & true cottage feel/decor has been very well taken care of. The kitchen is FULLY stocked with everything you could need. The 4 bedrooms are cute, cozy and quite spacious. The 2 bathrooms are clean and very functional. The back deck, BBQ, outdoor fire pit and lake view were also so great. I’m sure this cottage would also be spectacular in the warmer months. Such a wonderful stay !!!!!
Guest favorite
Home in Port Carling
4.91 out of 5 average rating, 119 reviews

Waterfront Boutique Cottage Getaway

MeganRating, 5 stars2 weeks ago
Had a fantastic stay here! Looked exactly like the photos and had everything we needed. Christina was an excellent host, very quick responses and made sure we had everything we needed. Gorgeous property on a gorgeous lake. Would definitely stay here again.

Cottage rentals with a kayak

Guest favorite
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 stars1 week 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.
Top guest favorite
Cottage in Severn Bridge
5 out of 5 average rating, 151 reviews

CozyPeaceful LakeCottage HotTub Canada

LizhanRating, 5 stars5 days ago
Our family enjoyed a nice, quiet stay at Sarah’s place. The view is beautiful, living space is spacious and comfortable, with good wifi, and fishing at the dock is a great way to enjoy some relaxed time. Sarah is very responsive for questions, which we thoroughly appreciate.
Top guest favorite
Cottage in Orillia
5 out of 5 average rating, 29 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.
Guest favorite
Cottage in Port Severn
5 out of 5 average rating, 35 reviews

Relax at Lakefront Follie’s Cove Cottage

MeghRating, 5 stars10 months ago
This cottage is perfection. Liane & James are just SO lovely. If you're reading this, don't look any further. Just book it. We couldn't have had a better week at Follie's Cove. The cottage was the perfect mix of modern and rustic. Clean, comfortable, and thoughtfully equipped. We felt at home instantly. The sunroom was the perfect chill spot for us and our two big dogs to get out of the sun/rain without feeling cooped up indoors. The beach was heaven for our dogs, and on a quiet end of the lake, so we saw few other people all week. The quintessential Muskoka experience! Liane and James were *beyond* wonderful. They set us up with a ton of breakfast food and desserts. Even offered to return the day after check-in to drop off more coffee. It truly felt like renting from friends. Highly recommend renting the pontoon boat from them and puttering around the lake. Wish I had more space to gush about the space and their incredible hospitality. We would book again in a heartbeat!
Superhost
Cottage in Brechin
4.88 out of 5 average rating, 103 reviews

3 Bedroom Waterfront Cottage Kawartha Lakes

ParthRating, 5 stars1 week 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!
Top guest favorite
Cottage in Beaverton
5 out of 5 average rating, 23 reviews

Private Waterfront Cottage at Lake Simcoe

AndreaRating, 5 stars3 weeks ago
What a great place! We had 11 people. 6 adults and 5 children. There were beds for everyone and because the weather was crap (totally not Byron’s fault - LOL) we were inside most of the weekend. There was enough space and internet bandwidth to keep everyone happy and engaged! Everything was comfortable and the kitchen had everything we needed! Hope to rent this next year for family fun weekend!
Guest favorite
Cottage in Kawartha Lakes
4.98 out of 5 average rating, 114 reviews

White Oak on Cardinal - Cozy Cottage in Kawarthas

HannahRating, 5 stars1 week ago
This place is amazing for a weekend getaway! The place is also fully equipped makes us feels like home :)
Top guest favorite
Cottage in Municipality Of Highlands East
4.98 out of 5 average rating, 157 reviews

LakeKabin: Private,6BR,HotTub,GameRoom,Kayak,Canoe

VishRating, 5 stars4 weeks ago
This place was beautiful and right on the water. We stayed for three nights and really enjoyed it. We had enough kayaks to have fun in the water. The location was very private and peaceful.

Cabin rentals with a kayak

Top guest favorite
Cabin in Eagle Lake
4.96 out of 5 average rating, 112 reviews

Big Woody Cabin, Ross Lake, Haliburton Ontario

Vivek KumarRating, 5 stars3 days ago
Great place for a group stay near Eagle lake. It has a great deck, and everything you might need for water activities including kayaks, paddle boards, life jackets etc. Also, the cottage was more than perfect. Theres enough space for 6-7 folks and all the rooms have special views/features It had all the amenities listed in the description and a lot more. Everything was so thoughtful and it felt as we were at home. Also, the host was very responsive and helpful with instructions, suggestions, etc.
Superhost
Cabin in Gravenhurst
4.8 out of 5 average rating, 150 reviews

Reay Lake Tiny House

KimRating, 5 stars2 weeks ago
Laura was great and very easy to deal with. She was very friendly and easy to contact. We loved our weekend away and enjoyed the kayaks. Such a peaceful little gem and would definitely go back
Superhost
Cabin in Norland
4.86 out of 5 average rating, 255 reviews

Waterfront Cottage with Hot Tub

SarahRating, 5 stars3 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 favorite
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 favorite
Cabin in Baysville
4.93 out of 5 average rating, 192 reviews

Muskoka Lakeside Cottage - Dock - Beach - Wi-Fi

DanielleRating, 5 stars1 week 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!
Guest favorite
Cabin in Lake Saint Peter
4.94 out of 5 average rating, 104 reviews

West Pines Cabin #1

Maria AlejandraRating, 5 stars3 weeks ago
The hosts were super friendly, responded quickly, and were helpful. The place was spotless, fully equipped, and awesome.
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.
Guest favorite
Cabin in Huntsville
4.89 out of 5 average rating, 124 reviews

Summer Escape | Kayaks, BBQ, Close to Arrowhead

KellyRating, 5 stars1 week ago
This was our second visit to Taylor’s place on Otter Lake and it was just as beautiful as we remembered ☺️ such a quiet lake, the cutest cottage and private dock, and anything we needed in town was less than 15 min away. This is such a gem of a spot it’s become our annual anniversary destination 🥰❤️

Destinations to explore

  1. Airbnb
  2. Canada
  3. Ontario
  4. Lake Simcoe
  5. Rentals with a kayak