Vacation rentals with a kayak in Greater Toronto and Hamilton Area

Find and book unique kayak rentals on Airbnb

Top-rated kayak rentals in Greater Toronto and Hamilton Area

Guests agree: these kayak rentals are highly rated for location, cleanliness, and more.

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Guest favorite

Apartment in Whitby, Canada

4.97 out of 5 average rating, 316 reviews

LOVE and Relax at Dream Catcher Retreat

Are you looking for the perfect getaway? 😊 Retreat yourself to a Luxurious, Charming and Modern Suite with a splash of glam.✨ Perfect for couples, families or business trips. Enjoy the Fireplace with a glass of Cabernet Sauvignon🍷, Whilst enjoying a good movie on HDTV using Chromecast. Perhaps you would also like to partake in a game of pool on our custom pool table 🎱, or take a hot rainfall shower in a delightful Stone Spa Shower💦. But, most importantly, our place is yours to relax and unwind😊

Aug 4 – 11

$85 per night

Guest favorite

Guesthouse in Hamilton

4.83 out of 5 average rating, 185 reviews

Hamilton Beach Guesthouse with guest Kayaks

LAKEFRONT* renovated lakefront small cottage with two Kayaks situated on the Hamilton Waterfront beach trail. Enjoy fantastic views of the Toronto Skyline and secluded sandy beach. Relax on large deck, overlooking the lake. Right on the waterfront trail, roller blade, bike, kayak or enjoy the sandy beach. Very central for a Niagara winery and Toronto trip. Includes: Smart TV, 1 Parking spot, Tetherball, good Wi-Fi, Fire-pit , BBQ, Kayaks Queen size bed Coffee, condiments &cooking ingredients

Jan 20 – 27

$76 per night

Guest favorite

Home in Youngstown, New York

4.94 out of 5 average rating, 160 reviews

Tucked Away - Cozy 4BR Waterfront Home w/Hot Tub

Retreat to a secluded corner of Lake Ontario at this family-sized lakefront home! Nestled between the lake and a state park Tucked Away is just that - a cozy, peaceful, lakeside hideaway. Here you can enjoy waking up to the crashing waves, the stunning sunsets behind the Toronto skyline from the hot tub and bringing your dogs down to the beach for a swim. From families to couples, this house caters to everyone with its close proximity to hiking trails, wineries, family excursions, and more!

Mar 16 – 23

$318 per night

Guest favorite

Condo in Innisfil

4.97 out of 5 average rating, 111 reviews

•#TheFridayFlat Luxury Poolside Retreat for Summer

Enjoy access to all of Friday Harbour's world-class amenities, including a golf course and sandy beach. Take a dip in the outdoor pool and explore the kilometres of scenic walking trails that wind through the Nature Preserve Located just a short drive from Toronto, Friday Harbour offers the perfect escape from city life. Spend your days exploring the shops and restaurants of the promenade, or venture out onto the lake. Come experience the ultimate waterfront getaway at Friday Harbour!

Oct 5 – 12

$94 per night

Guest favorite

Cottage in Georgina, Canada

4.98 out of 5 average rating, 132 reviews

Granny's Cottage

Granny’s Cottage is located on Lake Drive East across the road from Lake Simcoe. Our private lakefront is yours to enjoy. Our lakehouse equipped with mini fridge and chairs while looking out over beautiful Lake Simcoe. Lakehouse is available late spring to early fall. This cozy cottage is newly renovated with all the comforts for a much needed getaway. Available for your use is a badminton net, 2 kayaks and a large canoe (seasonal). There is also a secure lock up for you bicycles.

Oct 23 – 30

$148 per night

Guest favorite

Condo in Innisfil

4.84 out of 5 average rating, 171 reviews

Marina view at Friday Harbor 2bdm/2bth Pool option

Friday Harbour is a brand new all season resort just 1 hour and 15 minutes from Toronto. A perfect getaway without the long drive. Airbnb guests can now purchase a pass for the beach club pool! This Airbnb is an eight hundred square foot condo all newly furnished with king bed in master bedroom with ensuite bathroom, Queen bed in guest bedroom. Enjoy 65” Samsung Smart TV or sitting on the huge deck overlooking the marina and island homes. Board walk to beach, this place is amazing!

Nov 16 – 23

$82 per night

Guest favorite

Loft in Kawartha Lakes

4.99 out of 5 average rating, 179 reviews

The Lakeland Loft/A quiet getaway/near Bobcaygeon

The Lakeland Loft is situated on a peaceful one acre property with over 200 feet of shore line and surrounded by forest and walking trails. This property is minutes from the Bobcaygeon Lock by road or boat. The loft is located on the second story of a self contained building and has a private entrance. The Loft has been totally renovated for use by guests and has everything you will need for a comfortable stay. There is a dock for guest use. A public boat launch is about 5 minutes away.

Oct 9 – 16

$126 per night

Guest favorite

Cabin in Owen Sound, Canada

4.97 out of 5 average rating, 226 reviews

Cozy 'Off the Grid" Rustic Cabin

If you enjoy 'roughing it', stay in our beautiful log home from the late 1800's. It has been completely redone, maintaining all of the old character. It is nestled in the edge of the bush, that provides kilometres of hiking trails. The cabin is also situated on a pond so you can spend your days swimming, canoeing, fishing and exploring this nature lover's paradise. Spend your time here unplugging from your everyday life and reconnecting to the healing properties of a natural environment.

Sep 9 – 16

$121 per night

Guest favorite

Guest suite in Lakefield

4.96 out of 5 average rating, 105 reviews

Pretty Stoney Lake Cabin Suite -No Cleaning Fee

Guests have their own cozy studio apartment that is private and located on the ground floor with your own entrance. It does not include the entire cabin. Christine's Log Cabin is directly across from the beautiful Petroglyphs Provincial Park (May-Oct) however you can hike all year long even with the gates closed and also down the road to Stoney Lake with full access to a private beach (May-Oct). Perfect getaway any time of the year & complimentary Whiskey Maple Cake included.

Jan 19 – 26

$76 per night

Guest favorite

Guest suite in Lakefield , Canada

4.98 out of 5 average rating, 405 reviews

A private Deluxe Suite

Our place is on the Trent Severn Waterways and near down town shopping. Great for biking,kyaking, pubs and restaurants. Our suite is equipped with one bedroom with fireplace ,TV and ensuite with jacuzzi. There is a kitchen and dining area, living room with TV and fireplace. Free Wifi. There is also laundry facilities, Hot tub ,sauna and outside patio with propane fire pit and barbecue, all for your private use. We are setup for a couple and our amenities are for our guests only .

Jan 7 – 14

$111 per night

Guest favorite

Guesthouse in Kawartha Lakes

4.92 out of 5 average rating, 248 reviews

The Loft on Sturgeon Lake

Enjoy the lakeside lifestyle on Sturgeon Lake! This beautiful custom loft features one spacious bedroom with a queen bed and large, bright windows. The suite has a private washroom with a large walk-in shower. There is a full kitchen available and living space with a pull out couch. Experience stunning sunsets over Sturgeon Lake from your private balcony or by the lake at the dockside fire pit. There is an outdoor pool that can be used when available and canoes and kayaks.

Sep 17 – 24

$121 per night

Guest favorite

Guesthouse in Saint Catharines

4.98 out of 5 average rating, 377 reviews

Private Estate Coachhouse + Hot Tub near NOTL!

Villa Niagara & it's private coach house - one of the oldest farm estate properties in the area close to Lake Ontario - the farmland has long been exchanged for housing but the charming original farm home and coach house remain. You'll be just a short stroll to the Welland Canal and the start of Niagara-on-the-Lake. Once you cross the Lock 1 bridge, you're instantly into farmland and wineries. Extreme care taken to thoroughly cleaned and disinfected between each stay.

Feb 8 – 15

$119 per night