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 Downtown Toronto

5 out of 5 average rating, 49 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 (50+), or couples/families.

Superhost

Apartment in Yorkville

4.81 out of 5 average rating, 42 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

4.71 out of 5 average rating, 17 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 Toronto

4.96 out of 5 average rating, 78 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!

Guest favourite

Guest suite in Brampton

4.82 out of 5 average rating, 56 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

Home in Richmond Hill

4.84 out of 5 average rating, 49 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.

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.

Guest favourite

Apartment in Downtown Toronto

4.93 out of 5 average rating, 111 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

Cottage in Richmond Hill

4.94 out of 5 average rating, 159 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

Flat in Toronto

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, 1,039 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.