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Vacation rentals with a kayak in Greater Toronto Area

Find and book unique kayak rentals on Airbnb

Top-rated kayak rentals in Greater Toronto Area

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

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Top guest favorite

Cottage in Trent Lakes

4.98 out of 5 average rating, 118 reviews

Panoramic Lake Views Inside & Out, Cozy & Relaxing

Enjoy the panoramic views of Lower Buckhorn Lake with the whole family! Relax perched atop the rocks of the Canadian shield & nestled among the tall pines. This newly updated waterfront cottage features 3 bedrooms & an open concept living space. Over 280 feet of waterfront for you to enjoy the sunrise & sunset views & fish off the dock! Get cozy on the couch, play games, or watch movies. Take a stroll around the island. Hi speed Wi-fi to work or play. 6 minutes to town, less than 2 hrs from GTA.

Top guest favorite

A wooden deck features a rectangular glass-top table surrounded by four folding chairs. Lush greenery provides privacy, with a serene lake view and sunset reflected in the water. The space invites relaxation and outdoor enjoyment.

Guest suite in Port Perry

4.88 out of 5 average rating, 207 reviews

Sunset Haven

Cozy suite, this location provides the very best of the outdoors for cottaging enthusiasts 45 minutes from the GTA. Found on the outskirts of Port Perry near the Blue Heron Casino and on the shores of Lake Scugog, you will find great fishing, swimming, and boating at your doorstep. Also great lounging on the deck/dock! The casino is 5 min drive and the town of Port Perry with its good restaurants and shopping is 10 min car ride or take your boat! Unfortunately, no pets are allowed by guests.

Top guest favorite

The image showcases a scenic waterfront view featuring a private dock extending toward a charming cottage. Vibrant red chairs are positioned on the lawn, surrounded by lush greenery. The calm water reflects the blue sky, creating a serene atmosphere for relaxation.

Cottage in Georgina

4.95 out of 5 average rating, 103 reviews

Resort-Style Luxury Waterfront Cottage

Experience luxury at our 5-star, Superhost-rated waterfront cottage on Lake Simcoe, just 80 KM from Toronto! A guest favorite, it offers breathtaking sunsets and sunrises from the living room and loft. Relax on the sandy beach with waist-deep waters, and enjoy the patio, BBQ, bar, lounge, kayaking, and fishing. With a fully equipped kitchen, 3 bedrooms, and 2 bathrooms, it comfortably accommodates up to 8 guests. Book your dream getaway today for the perfect blend of relaxation and adventure!

A covered deck is equipped with a round dining table surrounded by white chairs, overlooking a sandy beach and the water. Soft string lights create a gentle ambiance, while chairs invite relaxation. The view extends over Georgian Bay, highlighting the tranquil shoreline.

Cottage in Tiny

4.97 out of 5 average rating, 111 reviews

Ultimate Georgian Bay Vacation Getaway

Come and stay at our beautifully renovated *all-season* beachfront cottage and enjoy a breathtaking panoramic view of Georgian Bay! You'll discover the cottage sitting atop a sand dune, right on one of the most stunning freshwater beaches in the world. This rare location hosts a private covered deck hovering over the white sand, in a beach house closer to the bay than anywhere else around! Summer guests also enjoy use of a heated salt water pool and large resort deck created by Paul Lafrance.

Top guest favorite

A spacious living area features a blue sofa with a light throw, positioned beside a circular coffee table. Wall art adorns the white walls, and natural light filters through a decorative window. A white cabinet and a small plant complete the cozy atmosphere.

4.98 out of 5 average rating, 122 reviews

Hockley Haven

Kick back and relax in this calm, stylish space. Newly renovated cozy 1 bedroom carriage house loft (appx 650 sq ft) above detached 3 bay garage in serene country setting on 5 acres of pine and cedar with a river running thru it. Pullout couch can accommodate 2 additional people. Walk across the road to Pollinator Garden & Island Lake Trails. 6 min drive to Hockley Valley Resort and Adamo Estate Winery, as well as beautiful downtown Orangeville boasting fabulous restaurants and quaint shops.

A lakefront cottage is set on a grassy area beside the water, featuring a wooden dock extending toward the lake. The exterior shows a welcoming porch and surrounding trees provide shade. Stone borders accentuate the shoreline, creating a natural beach-like atmosphere.

Cabin in Nestleton Station

4.92 out of 5 average rating, 141 reviews

Cozy, Quirky and Modern Lakefront Cottage

Welcome to the Scugog Sugar Shack! Just 70 mins away from Toronto, escape to enjoy picturesque sunsets at this cozy lakefront cottage nestled under the largest collection of mature sugar maples on Scugog Point. This 2 bedroom open concept 1940s cottage has been updated with all the creature comforts while staying true to its quirky roots. With private access to Lake Scugog, known for fishing, kayaking, paddle boarding and swimming, bask in the sun all day & sit by a fire under the stars.

A hot tub is positioned on a patio, providing views of the serene lake and distant horizon. Red outdoor chairs surround a firepit, while an umbrella offers shade nearby. The scene is framed by lush greenery and a stony beachfront, enhancing the tranquil setting.

Cottage in Bowmanville

4.89 out of 5 average rating, 160 reviews

“Lakeside Dreams”: All season HotTub w/lake views

Escape to our stunning lakefront family cottage! Enjoy breathtaking views, modern comforts, and the serenity of cottage life. With a private beach, firepit, BBQ, and covered patio, relaxation is guaranteed. Explore the nearby conservation area's trails or cast your line at the fishing creek, just a short walk away. A public beach is 5 min walk. Indulge in the perfect blend of nature and convenience. Book your stay now and create unforgettable memories in our charming cottage retreat!

A spacious balcony is shown, featuring a fire table surrounded by comfortable seating. An egg swing chair adds a playful touch, while a Weber BBQ is positioned nearby. The scene is enhanced by a vibrant sunset sky, casting a warm glow over the outdoor space.

Condo in Innisfil

4.95 out of 5 average rating, 105 reviews

Upscale Spa Getaway w/ Private Sauna

Welcome to our most Dramatic, Romantic Spa Getaway Suite! Reconnect with your loved one in our incredible professionally designed to play with all your senses PH suite, this escape will melt away all your woes and leave you feeling refreshed and relaxed! Cozy up to any of 3 fire elements and cleanse your soul in your own private in suite infrared Sauna! Cook up a gourmet meal in our fully equipped kitchen and brand new Weber BBQ! Catch some rays in our pool and hot tub, NOW OPEN!

A wooden dock extends into a calm lake, reflecting fluffy white clouds and blue skies. Lush greenery is visible along the shoreline, creating a serene natural backdrop.

Cottage in Kawartha Lakes

4.93 out of 5 average rating, 114 reviews

Ke's Rustic Retreat in Kawartha Lakes

WELCOME TO KE’S PLACE! This rustic, private, 4 season, lakefront cottage on Pigeon Lake features 3 bedrooms, 3 full/double sized beds, large bright living room with sleeper sectional, newly renovated kitchen, updated bathroom, private dock, indoor fireplace, enclosed patio room, outdoor fire pit, and large yard for games and more. Located approximately 1.5 hours from Toronto, this cottage is the perfect place for families and friends to escape the hustle and bustle, relax and unwind.

Top guest favorite

The serene backyard features a heated saltwater pool surrounded by a stone deck, bordered by lush greenery and blooming trees. A patio area includes outdoor seating and a grill, while large windows overlook the pool, enhancing natural light in the adjacent indoor space.

Home in Toronto

4.99 out of 5 average rating, 148 reviews

Heated Pool-tub Open 365 Days

Welcome to the Toronto Beach. We are right next to the lake and have a HEATED private pool and spa that are both open year round. Explore local shops on the high street and swim, kayak (provided), volleyball, basketball and tennis courts right beside us. In winter, an outdoor ice rink (skates provided), cross-country ski trails, and lots of walking to be had. We decorate for the holidays, and the house has a real wood burning fireplace. **note quiet hours are 11:00 pm to 7:00AM

Top guest favorite

Seating is arranged in a sunlit room overlooking Lake Ontario. Rattan furniture with navy and white striped cushions invites relaxation. Large glass doors provide unobstructed lake views, while tile flooring enhances the bright and airy atmosphere.

Cottage in Ransomville

5 out of 5 average rating, 102 reviews

Restful Retreat - Waterfront

Welcome to our beautiful lakefront cottage on Lake Ontario. Convenient to Niagara Falls, Niagara on the Lake, Lewiston, and the Niagara Wine Trails. Our cottage exudes a beach vibe and has been fully remodeled to accommodate guests with a flair for design. Enjoy our clean, beautifully decorated private cottage that has all the amenities you need. Relax during the evening in the hot tub or start a fire and watch the stars. Weber gas grill, Jenn Air electric double oven.

Top guest favorite

A vibrant autumn tree with orange and yellow leaves stands by the serene waters of Lake Scugog. The lake reflects the clear blue sky, and a small dock is visible with chairs positioned for relaxation. Lush vegetation frames the scene.

Apartment in Port Perry

4.97 out of 5 average rating, 175 reviews

Modern Lakefront Apartment

Modern, Private self contained apartment with use of Kayak and Canoe. One bedroom/queen bed, located in our home on the lower level. Our home sits on 1/2 acre property on the shores of Lake Scugog. If you are looking to relax and enjoy nature and peace and quiet then this place is for you. This is NOT a party place and sorry NO PETS/children. Seasonal items: Canoe, Kayak, outdoor furniture may not be available for use if your booking early spring or end of Sept/Oct.

Vacation rentals for every style

Get the amount of space that is right for you

Chalets

Adventure-ready homes with après-ski style

Cabins

Kick off your hiking boots at these rustic lodgings

Houses

A space thats all yours, with room for everyone

Popular amenities for Greater Toronto Area kayak rentals

Free parking on premises

Air conditioning

House rentals with a kayak

Top guest favorite

A spacious porch offers a relaxing seating area with wicker chairs and decorative cushions. Flower pots hang from the ceiling, providing greenery. The view includes the waterfront and landscaped backyard, with recreational amenities visible in the distance.

Home in Innisfil

5 out of 5 average rating, 28 reviews

Blu Lake House | Waterfront June Special

The exterior of a lakeside cottage is shown, featuring a large wooden deck and a covered seating area. Surrounding foliage includes tall trees reflected in the water, which mirrors the clear blue sky. Direct access to the shoreline enhances its tranquil setting.

Home in Peterborough

4.97 out of 5 average rating, 30 reviews

Kawartha Lakes , Chemong lake front property

A cozy living area features warm wooden paneling and a rustic brick wall. A dark purple couch and a wooden coffee table create a welcoming setting. A wood stove is positioned near the entrance, adding a touch of warmth to the space.

Home in Wasaga Beach

4.88 out of 5 average rating, 117 reviews

2min walk to the beach & 20 min drive to Blue Mnt

An open-concept living area features large cathedral windows that frame views of the lake. A comfortable couch and armchair are positioned around a glass coffee table, while a stone fireplace adds warmth. The space is brightened by natural light and showcases a seamless connection to the outdoor deck.

Home in Roseneath

4.85 out of 5 average rating, 85 reviews

Chic Loft at Rice Lake: Ultimate Lakefront Rental

A private dock extends over calm, reflective water, with two Muskoka chairs positioned for serene views. A yellow paddle boat rests nearby, surrounded by lush greenery and colorful flower arrangements at the dock's edge, enhancing the peaceful riverside scene.

Home in Washago

4.89 out of 5 average rating, 56 reviews

Waterfront Muskoka guest suite near Casino Rama

Top guest favorite

A spacious modern house is viewed from above, positioned along the edge of the serene Niagara River. Lush green lawns frame the property, with walking paths visible beside the water. Nearby, charming residences and a circular stone gathering area can be seen, enhancing the inviting surroundings.

Home in Tonawanda

4.96 out of 5 average rating, 26 reviews

The Niagara Shores

A spacious outdoor area is highlighted by a circular stone fire pit surrounded by wooden seating. In the background, a two-story building features large windows and a welcoming porch, complemented by a bright red umbrella and lush green trees, creating a relaxed setting.

Home in Elmvale

4.89 out of 5 average rating, 19 reviews

Cozy Lakefront Cottage with Hot tub and Pool.

A hot tub is positioned under a wooden pergola, offering comforting views of the lake and surrounding gardens filled with colorful flowers. The clear water reflects the blue sky, inviting relaxation in a serene outdoor setting.

Home in Lincoln

4.92 out of 5 average rating, 304 reviews

Amazing Lake-Front Retreat!

Cottage rentals with a kayak

Cottage in Albion

4.94 out of 5 average rating, 216 reviews

Lake Front: Beautiful Cottage on Lake Alice

Top guest favorite

The living area features large windows that offer views of the expansive lawn. A wooden coffee table is centered between a floral-patterned couch and a comfortable armchair. Light wood flooring complements the cozy atmosphere of the room.

Cottage in Georgina

4.99 out of 5 average rating, 163 reviews

Granny's Cottage

Top guest favorite

A charming cottage-style home showcases a combination of brick and wood features with a steeply pitched roof. The bright red front door is framed by lush greenery and well-maintained flower beds, enhancing the inviting entryway. A manicured lawn surrounds the home, creating a serene atmosphere.

Cottage in Innisfil

4.98 out of 5 average rating, 40 reviews

The Gingerbread Guest House

Cottage in Innisfil

4.92 out of 5 average rating, 39 reviews

Lakefront Luxury with Private Dock

Top guest favorite

A charming cottage is surrounded by manicured grassy areas and mature trees. The view reveals a gazebo overlooking the waterfront, with boats visible in the distance. A wooden deck extends from the cottage towards the water, providing a space for outdoor relaxation.

Cottage in Innisfil

4.98 out of 5 average rating, 132 reviews

Charming waterfront cottage on Lake Simcoe

Cottage in Kirkfield

4.92 out of 5 average rating, 203 reviews

Balsam Lake fully renovated 4BR 2BA modern cottage

Top guest favorite

A spacious hot tub overlooks the Severn River, surrounded by greenery. Chairs are positioned nearby on the grassy lawn, providing a relaxing space to enjoy the water views and sunshine. The calming river scene features boats gently cruising by, enhancing the outdoor experience.

Cottage in Severn Bridge

4.96 out of 5 average rating, 127 reviews

CARL in Muskoka: Waterfront Cottage with Hot Tub

A cozy corner is depicted with a uniquely designed chair featuring a woven seat and warm cushions. A small table holds a book and a beverage. A wooden sign displayed on the wall contributes to a cottage theme, while a view of greenery is visible through the window.

Cottage in Little Britain

4.9 out of 5 average rating, 21 reviews

Cozy All-Season Lakeside Cottage with Sauna

Cabin rentals with a kayak

The image presents a view of the property from above, showcasing three distinct buildings nestled among trees near the water. The main cabin features a spacious deck with outdoor seating. A dock extends into the lake, providing access for boating and fishing.

Cabin in Harcourt

4.91 out of 5 average rating, 74 reviews

The Thunderbird Cabin

A wooden dock extends into calm waters, featuring two red chairs positioned for relaxation. The surrounding landscape includes lush greenery and several cottages nestled in the background, providing a serene waterfront setting.

Cabin in Elmvale

4.93 out of 5 average rating, 30 reviews

The Blue Cottage

A warm wooden interior is presented, featuring a cozy seating area with a gray sofa, and a stone-tiled floor. A wood-burning stove is positioned in a corner, surrounded by bookshelves and decorative items. Light streams in through windows, enhancing the inviting space.

Cabin in Kimberley

4.81 out of 5 average rating, 234 reviews

Deer Park, Cozy Cabin with Hot Tub, Amazing View

A stylish living area features a tufted gray sofa adorned with decorative pillows. A round marble-top coffee table is centered on a textured rug. Recessed lighting illuminates the space, highlighting the dark wood ceiling and modern chandelier, while a mirror reflects the room's design.

Cabin in Kawartha Lakes

4.96 out of 5 average rating, 47 reviews

Vintage Hollywood Cabin: Hot Tub/ BBQ/Sauna/ Beach

A charming wooden cabin is set amidst lush greenery, with a stone pathway leading to its entrance. The deck extends out, inviting guests to enjoy the surrounding nature. Bright sunlight filters through the trees, highlighting the rustic exterior and inviting atmosphere of the home.

Cabin in Trent Lakes

4.94 out of 5 average rating, 34 reviews

18 Acres of Summer Fun: Dock, Games Room, River

A spacious outdoor area is highlighted by a stone fire pit, surrounded by two green adirondack chairs. In the background, a cottage with a sunroom and wooden deck is visible, set against a backdrop of lush trees and open grass.

Cabin in Severn Bridge

4.7 out of 5 average rating, 153 reviews

Moon River Place Unit 4B

Top guest favorite

The exterior of a cottage is presented, showcasing a light green facade. A wooden deck with red chairs is visible, along with a white door leading inside. Two large windows are equipped with blue curtains, providing a glimpse into the interior. A small boat is seen nearby.

Cabin in Sebright

5 out of 5 average rating, 14 reviews

90 Min to GTA Waterfront Cottage in Kawartha Lakes

Cabin in Harcourt

4.93 out of 5 average rating, 57 reviews

Water Front MCM Family Log Cabin 3Bedroom 2Bath

Destinations to explore