Vacation rentals with a kayak in Greater Toronto Area

Find and book unique kayak rentals on Airbnb

Top-rated accommodations with a kayak in Greater Toronto Area

Guests agree: these accommodations with a kayak are highly rated for location, cleanliness, and more.

0 of 0 items showing

1 of 3 pages

Guest favourite

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😊

May 10 – 17

$143 CAD per night

Guest favourite

Home in Youngstown, New York, US

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!

Jan. 28 – Feb. 4

$532 CAD per night

Guest favourite

Condo in Innisfil, Canada

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!

Sep. 27 – Oct. 4

$154 CAD per night

Guest favourite

Condo in Innisfil , Canada

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!

Jan. 19 – 26

$162 CAD per night

Guest favourite

Cottage in Georgina, Canada

4.99 out of 5 average rating, 134 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. 19 – 26

$257 CAD per night

Guest favourite

Loft in Kawartha Lakes

4.99 out of 5 average rating, 180 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.

Feb. 9 – 16

$220 CAD per night

Guest favourite

Guest suite in Lakefield , Canada

4.98 out of 5 average rating, 133 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 .

Oct. 8 – 15

$173 CAD per night

Guest favourite

Guesthouse in Kawartha Lakes, Canada

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. 23 – 30

$188 CAD per night

Guest favourite

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.

Apr. 4 – 11

$195 CAD per night

Guest favourite

Cabin in Washago

4.95 out of 5 average rating, 206 reviews

Black River Haus - Scandi Riverfront Cabin Muskoka

Follow us on IG: @visitblackriverhaus The Black River Haus is a Scandi-inspired renovated 1970s cabin offering 3 beds + 1 bath and 140 ft riverfront near Muskoka, Ontario (15 min to Gravenhurst & Orillia). The cabin has been renovated and designed with the surrounding nature in mind, featuring a rustic living room & fireplace, fully-equipped kitchen and an outdoor patio & firepit. The Black River is 30 km long and is perfect for kayaking, canoeing and exploring.

Aug. 7 – 14

$611 CAD per night

Guest favourite

Cottage in Richmond Hill

4.95 out of 5 average rating, 128 reviews

White Oak on Wilcox-Richmond Hill Lakefront Oasis

Welcome to The White Oak on Wilcox - a lakefront oasis in the heart of Richmond Hill, perfect for an all-season getaway. Located just 30 mins from Toronto, enjoy direct access to Lake Wilcox with beautiful sunset views from the private dock. This vacation home welcomes you to a relaxing and serene lakefront experience. Surrounded by numerous activities to enjoy year-round, this is the perfect home-away-from-home! Share your memories with us @whiteoakcottageco

Sep. 25 – Oct. 2

$433 CAD per night

Guest favourite

Cottage in Georgina, Canada

4.9 out of 5 average rating, 239 reviews

Beach House-S/W Exposure! Hot Tub Sandy Water!

Location, Location, Location! S/W Exposure! firepit, hot tub, west-facing sunset views, fishing, swimming, boating, and nearby amenities. In winter, it transforms into a winter wonderland, perfect for ice fishing and snowmobiling. New renovated 4-seasons retreat. Less than an hour from the GTA. This lakeside haven on Prestigious Cooks Bay provides the ideal getaway. Enjoy a rejuvenating experience with a *** Don't miss out on this incredible opportunity ***

Apr. 15 – 22

$1,094 CAD per night