Holiday rentals with a kayak in Toronto

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Top-rated Accommodation with a Kayak in Toronto

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

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Home in Mississauga

4.65 out of 5 average rating, 20 reviews

Private Luxury Waterfront Home – Lower Unit

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).

Top Guest favourite

Condo in Toronto

4.96 out of 5 average rating, 84 reviews

Lakefront Stylish 2-Bedroom Condo with Pool

Experience the blend of comfort and character in this beautifully styled condo featuring a spacious open-concept layout, with 10 ft ceilings, a warm fireplace, and inviting vintage decor. Step out onto the large private terrace to take in breathtaking panoramic views of lake, the iconic Toronto skyline, and the lush greenery of Humber Bay Park. Nestled in a prime location just steps from scenic bike paths, water activities, restaurants, grocery stores, public transportation, and the marina!

Superhost

Private room in Toronto

5 out of 5 average rating, 57 reviews

Treetops • Fireplace • Sauna • Pool • Free Parking

Perched in the treetops 🌳, right in the heart of the buzzing city! Centrally located between📍Union Station (15 min),📍St. Lawrence Market (5 min), and📍Distillery District (6 min), you’re just a 4-minute walk from Toronto's renowned 🏝 waterfront at📍Sherbourne Common—home to the city's New Year's Eve fireworks 🎆. My clean, well-equipped home warmly welcomes solo travellers. ⚠️ Compact space—not designed for accessibility needs, special dietary requirements, or family setups.

Top Guest favourite

Home in Toronto

4.99 out of 5 average rating, 154 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

Home in Pickering

3.33 out of 5 average rating, 3 reviews

Shared House (cottage in the city)

Truly a peaceful cottage feel while still in the city (Pickering). This Cozy 2 bedroom bungalow set on a large lot of land and fully gated property is located in Pickering’s prestigious “Nautical Village”. One block north of the beach / lake Ontario with views of frenchman’s bay from the larger covered deck. Walking distance to shops and restaurants within minutes even seconds away. This home is to be shared with one other guest and each will have there own private bedroom.

Superhost

Condo in Toronto

4.91 out of 5 average rating, 117 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

Top Guest favourite

Apartment in Toronto

5 out of 5 average rating, 11 reviews

Condo-mansion with large terrace

Indulge in luxury and comfort at this elegant two-bedroom suite with a spacious den, easily accommodating 6-8 guests. Located just minutes from the airport and key attractions, enjoy the ultimate convenience. Relax in style with an expansive private terrace, plush sofa bed, air mattress, and organic cotton linens. Every detail is curated for your comfort, offering a seamless blend of sophistication and relaxation. A perfect getaway where luxury meets location.

Top Guest favourite

Loft in Mississauga

4.96 out of 5 average rating, 1,060 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.

Home in Pickering

The Knotty Cottage (in the City)

This 2 bedroom bungalow located in the prestigious “Nautical Village” area of Pickering. Truly a peaceful cottage feel while still in the city (Pickering). This Cozy 2 bedroom bungalow set on a large lot of land and fully gated property. One block north of the beach / lake Ontario and siding onto frenchman’s bay with views from the larger covered deck. Walking distance to shops and restaurants within minutes even seconds away.

Superhost

Condo in Toronto

4.91 out of 5 average rating, 106 reviews

Downtown Condo w/ tropical balcony beside CN Tower

Enjoy this luxury condo in the heart of downtown Toronto with city views! Located right in the entertainment district next to Scotiabank Arena, Roger's Centre, CN tower, Harbourfront and so much more! It's a relaxing sweet escape while being in all the action! The condo building is also attached to the Underground Path so you can access many areas of Downtown Core without stepping outside!

Superhost

Private room in Pickering

4.38 out of 5 average rating, 8 reviews

Earth Tone Suites Dwntwn Pickering Basement Room 3

Keep it simple at this peaceful and centrally located place. Relax or create in this spacious basement room. There is recording studio available right in the house! Close to all amenities, and transportation routes. If your a animal lover I'm sure they would add to the scenery, and overall tranquilly however there are no Cats Or Dogs allowed at this time!

Apartment in Toronto

Reno'd Lakeview Suite - Prime Location - Parking

🌆 Skyline Serenity | Stunning Views + Prime Downtown Access Welcome to your stylish escape in the heart of Toronto! This modern suite offers breathtaking panoramic views of the city skyline, CN Tower, and waterfront — day or night. Whether you're here to explore, unwind, or work remotely, this spot blends luxury, comfort, and unbeatable convenience.