
Holiday rentals with a kayak in Regional Municipality of York
Find and book unique kayak rentals on Airbnb
Top-rated Accommodation with a Kayak in Regional Municipality of York
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 Regional Municipality of York kayak rentals
Holiday House Rentals with a Kayak

Luxurious and Beautiful, Barrie
Stayed here for the long weekend to do a few activities in the area and have to say that the space was amazing. Would 100% recommend anyone coming to barrie to come stay here!

Beautiful House by Lake Simcoe
Beautiful spot by the water! The kayak was so much fun and the view was amazing. Thanks, Sean!

Udora house on the river!
We had the chance to spend two nights at this house last weekend. It is a nice, clean, and peaceful place where you can enjoy quality time with your family and friends—especially great for kids, with plenty of things to explore. We highly recommend this property, particularly for family holidays. Thank you, Candace, for the arrangements and your prompt response.

Lakefront Getaway! Relax&Unwind
My girlfriend and I had a wonderful time at Kristine's lake house for the weekend. We enjoyed the kayaks, hot tub, and fire pit. We'd love to be back!

Lakefront Luxury|Games room, Steam rooms,Lake toys
Our family had a great time at this cottage. It has a spacious kitchen that made meal preparation a breeze, and the ample living space was perfect for our group. Its proximity to a nearby marina was a huge plus, as we could easily rent boats and enjoy the water. The hosts were exceptionally welcoming, greeting us upon arrival and remaining responsive to any questions we had throughout our stay. Thank you Gloria!

Unique Lake Simcoe Boathouse Cottage-3BDRM/2WR
Very clean and a nice place to stay. The bugs were pretty bad so you have to make sure not to leave on any lights outside. That is just the time of the year and it is right on the water so it is to be expected. The WiFi was not working however the host replied to text very quickly. It was not sorted out but not that big of a deal. Would recommend.

Cozy Cooks Bay Bungalow
This place is so charming. Situated right on the lake - I spent so much time watching the water and enjoying the peace and quiet. Great neighbors- someone gifted me with banana bread when I left! What a wonderful trip!

Lake house by lake Simcoe!
Karim is a very great host, he is so kind and responsive. He always asks and check what we need while staying here that make us lack nothing. We really recommend this place for everybody who is looking for a place to hang out with friends or family. The environment nearby is very great and peaceful. We really enjoy this place. Thank to Karim. 🥰🥰
Cottages with a kayak

Lakeview Oasis 4-bedroom Cottage with Jacuzzi
Our group of seven really enjoyed our stay here. Hosts were super communicative and helpful when we had questions, and even allowed us to check in a couple of hours early upon request. The home itself was clean, in a great location on the water, and had everything we needed for our stay - including the kitchen, which was stocked with all of the cooking tools and utensils we needed for the weekend. Area is super peaceful, and with tons of amenities on the property, we practically lived outside for the weekend. Would recommend a stay here, especially for a larger group. Thank you Weiqi and Shuyan for a great stay!

Beach Kayak Firepit BBQ Luxury Waterfront Cottage
We booked this lovely lakefront spot as a place to stay over the weekend of my father-in-law's celebration of life and it suited our needs perfectly as a family of five plus grandma. The main floor bedroom/bathroom suited my mother-in-laws limited mobility needs and we had ample comfortable sleeping/bathroom space for ourselves and our kids upstairs. The house felt fresh, new and very clean with lovely lake views from almost every room. Our only suggestion is that the kayaks could use a little spring cleaning on the inside but it's tough to keep everything outdoors spotless when there is so much rain. Thank you Daman and team!

Amazing lakefront cottage on simcoe 6 people
This is a lovely spacious property situated on Lake Simcoe. We've enjoyed being there previously and were thrilled to be back. It is a welcoming and comfortable even for our family of 5 adults. Carol is a terrific host with great communication and enthusiasm.

Private Waterfront Cottage at Lake Simcoe
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!

Cozy Lakefront Cottage
This private cottage was absolutely amazing. My friends and I felt right at home, were very comfortable and safe. With a beautiful backyard view, alongside the fire pit, the bbq grill, and all the other listed amenities I HIGHLY recommend Kandee’s place for a peaceful time with your loved ones. Thanks to Kandee’s communication, we were given immediate instructions whenever we needed something.

Cottage at Lake Simcoe
Our group enjoyed our stay at Min's cottage. It was as described in the listing, comfortable and with everything we needed for our stay. Min was quick to respond to our questions and was flexible regarding our check-in. We would stay here again.

Cozy Hobby Farm Cottage in Uxbridge
Exactly what we were looking for. Jakub was very communicative and the booking, check in and check out process where all very easy. Thanks for a great stay!

Modern waterfront Cottage with Hot Tub & Fire Pit
Lisa’s place was perfect for a quick getaway for my husband and I! We loved the house, found it well equipped to just stop for some groceries and then spent all of our time relaxing. We couldn’t believe how crystal clear the lake was and how quiet and peaceful it was! The bed was comfortable, and we enjoyed the hot tub and fire pit!
Destinations to explore
- Family-friendly rentals Regional Municipality of York
- Cabin rentals Regional Municipality of York
- House rentals Regional Municipality of York
- Beachfront rentals Regional Municipality of York
- Rentals with pools Regional Municipality of York
- Rentals with breakfast Regional Municipality of York
- Fitness-friendly rentals Regional Municipality of York
- Rentals with a fire pit Regional Municipality of York
- Rentals with a fireplace Regional Municipality of York
- Rentals with a patio Regional Municipality of York
- Villa rentals Regional Municipality of York
- Rentals with a washing machine and dryer Regional Municipality of York
- Ski-in/ski-out rentals Regional Municipality of York
- Rentals with a sauna Regional Municipality of York
- Apartment rentals Regional Municipality of York
- Rentals with an EV charger Regional Municipality of York
- Farmstay rentals Regional Municipality of York
- Hotel rentals Regional Municipality of York
- Private suite rentals Regional Municipality of York
- Waterfront rentals Regional Municipality of York
- Condo rentals Regional Municipality of York
- Rentals with lake access Regional Municipality of York
- Rentals with a hot tub Regional Municipality of York
- Rentals with beach access Regional Municipality of York
- Rentals with outdoor seating Regional Municipality of York
- Pet-friendly rentals Regional Municipality of York
- Cottage rentals Regional Municipality of York
- Kid-friendly rentals Regional Municipality of York
- 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
- Rogers Centre
- Scotiabank Arena
- CN Tower
- University of Toronto
- Budweiser Stage
- Distillery District
- Port Credit
- Metro Toronto Convention Centre
- TPC Toronto at Osprey Valley
- Toronto Zoo
- Exhibition Place
- The Danforth Music Hall
- Harbourfront Centre
- CF Toronto Eaton Centre
- Massey Hall
- BMO Field
- Trinity Bellwoods Park
- Casa Loma
- Royal Woodbine Golf Club
- Dufferin Grove Park
- Royal Ontario Museum
- Horseshoe Resort
- Toronto City Hall
- Christie Pits Park
- Things to do Regional Municipality of York
- Things to do Ontario
- Wellness Ontario
- Sightseeing Ontario
- Sports activities Ontario
- Food and drink Ontario
- Art and culture Ontario
- Tours Ontario
- Nature and outdoors Ontario
- Things to do Canada
- Art and culture Canada
- Sports activities Canada
- Tours Canada
- Food and drink Canada
- Nature and outdoors Canada
- Wellness Canada
- Sightseeing Canada
- Entertainment Canada