Holiday rentals with a kayak in Old Toronto

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Top-rated rentals with kayak in Old Toronto

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

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Top guest favourite

Private room in Saint Lawrence

5 out of 5 average rating, 60 reviews

Treetops • Private Bathroom • Sauna • 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.

Home in Mississauga

4.74 out of 5 average rating, 19 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 favourite

Apartment in Humber Bay Shores

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 Richmond Hill

4.75 out of 5 average rating, 20 reviews

Comfortable Gazebo, shared house, forest and river

Camping outside (Camping in private Gazebo) - curtains + screen - Raised floor - Queen air mattress - single mattress avail - lights, dimmer, remote - heater, fan, bug zapper - electric blanket & mattress pad - dresser, desk, chairs - no A/C in Tent Forest & river behind Shared kitchen, bathroom & backyard Free -Wifi -carbon filtered water -parking Extras: laundry, driver, bikes, paddle board 420 friendly SCENT FREE Exempt from hosting guests with Service + Emotional Support Animals

Guest favourite

Guest suite in Brampton

4.83 out of 5 average rating, 58 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.

Top guest favourite

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

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.

Superhost

Apartment 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 favourite

Flat 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 favourite

Loft in Lorne Park

4.96 out of 5 average rating, 1,056 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.

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!

Superhost

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.