Vacation rentals with a kayak in Old Toronto

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Top-rated kayak rentals in Old Toronto

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Guest favorite

A vibrant city skyline is framed by lush greenery below, with tall buildings and modern architecture contrasting against the clouds. This urban setting showcases seasonal changes, featuring trees adorned with golden leaves and a skyline illuminated by city lights at night.

Private room in Saint Lawrence

5 out of 5 average rating, 51 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 the📍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 travelers. ⚠️ Not suitable for guests with dietary restrictions, medical/physical needs, seniors (55+), or couples/families.

Top guest favorite

A small room located under the entrance stairs is visible. Inside, a bed is positioned against the back wall, with a bedside table and a white lamp on one side. A white cabinet and a water bottle are also present. The entrance is framed by wooden stairs and the area is illuminated softly.

Private room in Richmond Hill

4.97 out of 5 average rating, 39 reviews

Small room below stairs - low ceiling

Low Room - 50” high -below entrance stairs -must sit to enter room -can sit in room & lie on bed -cannot stand or walk into room -8 ft long x 5 ft wide + single bed -tiled & carpeted floor -plugs, dimmer lights -Heater/Fan needed can be noisy -No lock on room doors Shared house -modern kitchen & tv -spa bathroom -Backyard, river, 420 -Wifi -carbon filtered water -Parking Extras: -Laundry -driver -Bikes SCENT FREE Exempt from hosting guests with Service Animals or Emotional Support Animals

Home in Mississauga

4.72 out of 5 average rating, 18 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).

Top 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 Humber Bay Shores

4.96 out of 5 average rating, 82 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!

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, 151 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

Superhost

A bright and inviting lower-level living area is presented, featuring a comfortable sofa across from a wooden coffee table. A dining table with four chairs is nearby, and a wall-mounted artwork adds a splash of color. Soft lighting enhances the welcoming feel of the space.

Home in Brampton

4.92 out of 5 average rating, 12 reviews

2BR Cozy Unit | Kitchen | Spacious Stay | Airport

Unwind in this thoughtfully designed, family-friendly 2-bedroom lower-level suite featuring 14” Gel Memory Foam mattresses, a full kitchen, cozy living room with a 65” Smart TV, and a spa-style bathroom with a glass shower. Located just 15 minutes from Pearson Airport and minutes to Costco, Walmart, parks, and major highways, it’s the perfect stay for families, wedding guests, or business travelers. With comfort-first touches, this space books quickly—secure your dates now.

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 Harbourfront

4.92 out of 5 average rating, 118 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 favorite

Apartment in Humber Bay Shores

5 out of 5 average rating, 9 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 favorite

The open concept loft features a spacious living area with large windows and sky lights that illuminate the room. A dining table is surrounded by four chairs, a cozy seating area includes a sofa and a coffee table. Exposed wooden beams accentuate the high ceiling.

Loft in Lorne Park

4.96 out of 5 average rating, 1,053 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 comfortable black leather sofa positioned on a soft area rug, complemented by a cozy throw blanket. A flat-screen TV is placed on a stand, and natural light enters through the glass door leading to the outside. A chair and plant enhance the space.

Guest suite in Churchill Meadows

4 out of 5 average rating, 7 reviews

Bright Basement retreat in Mississauga

Welcome to our cozy 2-bed, 1-bath basement apartment, perfect for a comfortable stay in the Churchill meadows area. Each room has a queen-sized bed, and the living area has a comfy sofa, flat-screen TV, and free Wi-Fi. Whether you’re here for business, visiting family, or simply exploring the city, our basement suite is the perfect starting point for your Mississauga adventure. We look forward to welcoming you!

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Home in Richmond Hill

4.75 out of 5 average rating, 24 reviews

Huge house/Yard/office in Richmond Hill/Vaughan

No tax over 31 night and above. Best for family and elder people. One of the two units within a huge yard and big lots (90 x 110 feet). Bright and Spacious. With 2 bedrooms. Steps to bus station route 88 , to Finch Subway , Shops & Restaurants. Main floor includes new kitchen , breakfast, formal dining Area , elegant living Rm with large windows overlook garden. 2nd floor w/2 bedrooms & 2 full Bath.

Guest favorite

A tropical balcony area features two stylish chairs beside a decorative wall adorned with greenery. Vibrant cushions add color, while potted plants enhance the calming atmosphere. A textured rug lies beneath, complementing the space, which offers a view of the city through large glass doors.

Condo in Harbourfront

4.93 out of 5 average rating, 98 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!