Vacation rentals with a kayak in Old Toronto

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Top-rated kayak rentals in Old Toronto

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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 The Beaches

4.99 out of 5 average rating, 143 reviews

Heated Pool-tub Open 365 Days

** Ask about MID WEEK Specials. 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 (bring your own equipment) and lots of walking to be had. We decorate for for holidays, and the house has a real wood burning fireplace.

The cottage exterior is nestled among lush greenery, showcasing a contemporary design with dark walls and vibrant red accents. A pathway leads to the entrance, framed by a variety of plants and trees, enhancing the natural surroundings.

Cottage in Port Perry

4.83 out of 5 average rating, 12 reviews

Pet friendly, Hot Tub and Unli Wi-Fi w/Great View!

Discover the perfect pet-friendly haven just 45 mins from Downtown Toronto with hot tub, unlimited Wi-Fi, stunning sunset & sunrise views! Lakeridge Hideaway is 1km from 2 ski resorts and steps to the private dock on Chalk Lake. Sleeps 6 adults + 4 children, featuring open-concept living, fully renovated kitchen & rooftop outdoor shower. Explore mountain bike trails & enjoy the canoe & kayaks. Cozy up with the woodstove, 55” smart TV with Netflix & Disney+ and DVD library. Escape the city today!

Guest favorite

Two kayakers are seen paddling along a calm river, surrounded by lush greenery and tall reeds. Fluffy white clouds float in the bright blue sky, reflecting softly on the water's surface.

Home in Pickering

4.81 out of 5 average rating, 32 reviews

Life is Better at The Lake

Ideal for families, couples, and business travellers seeking a retreat on a cul-de-sac by the lake. Features 3-bedrooms-3 queens, a complete kitchen with all your essentials, a dining room for six, and cozy living space—private backyard and patio, BBQ, and a garden full of flowers and plants in the summer. Bring the family for a day at the beach which is a 5-minute walk. Downtown Toronto 30-min. 5-min to GO-Train, Toronto Zoo, mall, casino, movies, easy access to trails, parks. Book today!

Superhost

A modern studio living space features a comfortable blue sofa adorned with patterned cushions. A glass dining table is set with pink plates and elegant glassware, while a sculpture lamp provides Soft illumination. Large windows offer a view of the bustling cityscape.

Condo in Yorkville

4.82 out of 5 average rating, 28 reviews

High-End Prime Fashion District

Gorgeous modern studio located in the heart of downtown hi-end fashion district - Yorkville. You'll stay in the middle of Toronto's main luxury shopping hub with Cartier, Versace, Chanel, Gucci, LV, D&G, and many more. With an array of upscale dining options, cultural attractions, and entertainment venues nearby, you'll find anything you crave for. It's at the crossing of main streets Yonge and Bloor, providing a convenient access to 2 main subway lines to take you anywhere. Fully equipped.

Home in Lorne Park

4.62 out of 5 average rating, 13 reviews

Luxury Private Water Access Executive Home - Lower

Enjoy a luxurious stay in a unique property in the highly sought-after Mineola neighbourhood of Port Credit, Mississauga. 5' walk to Port Credit go, 1 train to Union, downtown Toronto. This is the lower unit in the house with a separate entrance from the upper unit. This spacious & well-designed house gracefully perched on the edge of the Credit River with a take-your-breath-away view. Kayak, fishing... in the summer or skating on the frozen Credit River in the winter (weather permitting).

Superhost

A modern blue sofa with two decorative light blue pillows is positioned against a softly colored wall. A small nightstand, featuring a dark finish, is placed beside the sofa. The flooring is a light wood texture, contributing to the overall welcoming ambiance.

Guest suite in Brampton

4.8 out of 5 average rating, 50 reviews

Private comfy Basement Apartment w/parking

Your family will be close to everything you need when you stay at this centrally located place. Major highway is right beside, walk to many amazing restaurants, brand shopping, cinema, GO/ Brampton bus stop, Shoppers, Metro, etc Newly Renovated Unit with everything smart tv, kitchen and eating area, all you’ll ever need during your stay. Separate private entrance, parking, high-speed wifi and TV with Amazon firestick (your login to Netflix etc). Sound of walking from upstairs in basement.

Superhost

A serene view of a calm lake is captured, with kayakers in vibrant red and blue boats paddling across the water. A small motor boat is seen in the distance. The lush green grass leads down to a stone path, creating an inviting outdoor space.

Home in Richmond Hill

4.85 out of 5 average rating, 39 reviews

Awesome Lakefront House/5Bedrooms/Private Dock

5 Bedrooms, sleeps up to 16 guests. 7 Queen Beds & 1 Air Mattress. 1 Family room & 1 Living room. Smart TV with movable set. All guests could have dinner together with Dining table & Island. 5 free parkings. Romantic Tub, Sauna Room are avalable. This exceptional cottage offers a luxury and comfort space. The stunning interior and meticulous attention to detail is accompanied by a spectacular view. The property offers great outdoor space & direct water access plus extended private dock.

Guest favorite

A modern living area showcases a plush velvet sofa in rich teal, paired with a round glass coffee table. A sleek fireplace is mounted on the wall beneath a flat-screen television. Dining chairs are visible in the background, completing the open concept design.

Condo in Toronto

4.96 out of 5 average rating, 71 reviews

Lakefront Stylish 2-Bedroom Condo with Pool

Cozy vintage style 2 bedroom apartment with a large terrace and stunning views to the lake, Toronto skyline and Humber Bay park. Beautiful location with bike paths, beaches and water activities. Steps away from restaurants, groceries, marina, transportation and more. Only 15 min drive to CN Tower and Downtown. Open concept floor plan with 10 ft ceilings, a cozy decor and a fireplace. Resort style amenities with heated indoor pool, jacuzzi, sauna, gym, yoga studio, rooftop deck and BBQ.

Guest favorite

A skyline view reveals towering buildings partially shrouded in fog, creating a mystical atmosphere. Bright sunlight beams down from a clear blue sky, illuminating the scene and enhancing the serenity of the cityscape.

Condo in Downtown Toronto

4.94 out of 5 average rating, 100 reviews

Luxury 3BR Sky Condo - Award Winning Design

- Rated one of the best in the city with direct underground path to Union Station, the shopping mall, grocery store, LCBO, & Scotiabank Arena - This condo offers luxurious living on the 63rd floor with stunning views of the lake, Porter Airport, & everything iconic about Toronto - Indulge in vibrant nightlife, major league games, conferences & concerts, or just cozy up by the fireplace - Dedicated office space - Spacious bedrooms with gorgeous views of the city and lake

Superhost

The spacious terrace features wooden decking with a railing that offers views of the surrounding greenery. Sunlight creates patterned shadows on the floor, enhancing the outdoor space's inviting atmosphere. Lush trees provide a natural backdrop, contributing to the serene environment.

Cottage in Richmond Hill

4.93 out of 5 average rating, 152 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

Top guest favorite

Loft in Lorne Park

4.96 out of 5 average rating, 1,017 reviews

Waterfront Coach House Loft

This friendly, private open concept loft apartment is located on the top floor of a guest coach house located on a 2 acre waterfront estate. The loft apartment is a separate building from the main house. There is a maximum occupancy for the loft of 2 people, parties, get togethers and events are not permitted. Due to the tall spiral staircase, children are not permitted due to safety. Extra charges will apply if additional guests are present in the loft.

The living area features a plush couch facing a large Smart TV, enhancing the gathering space. A wooden coffee table sits centrally, surrounded by a soft rug. A small dining table with white chairs is positioned against a wall, complemented by art and decor that adds character.

Home in Brampton

4.91 out of 5 average rating, 11 reviews

2-Bedroom Apartment | Near Airport & YYZ Downtown

Experience a spacious two-bedroom apartment ideal for families or groups. Featuring queen beds, a private entrance, fully equipped kitchen, and a cozy living room with a 65-inch Smart TV, this home blends comfort and convenience. Just 15 minutes from Pearson Airport and close to Toronto Downtown, Professor’s Lake, and local attractions, it’s perfect for a memorable stay with family or friends!