Vacation rentals in Old Toronto

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Top-rated vacation rentals in Old Toronto

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Guest favorite
The serene backyard features a stone pathway surrounded by lush green landscaping and autumn foliage. The three-floor home is set back, with large windows illuminated in warm light, enhancing the natural beauty of the evening atmosphere.
Home in Yonge-Eglinton
4.93 out of 5 average rating, 28 reviews

Luxe Forest Hill Retreat

Experience luxury in this Forest Hill home by renowned architect Richard Wengle. Featuring 4 spacious bedrooms (1 king, 3 queens) and 3.5 modern bathrooms, including a spa-like tub, it's perfect for families or groups. Enjoy a home gym, PS 5, Disney+, and Prime Video. Free driveway parking 2 SUVs, Tesla charger, towels, and toiletries included. Just a 10-minute walk to public transit & 15 minutes to downtown. Steps from top dining and shopping, this elegant retreat blends style and convenience.

Top guest favorite
The living room contains a comfortable gray sofa adorned with decorative pillows and a low coffee table. A large smart TV is positioned on a stand, while a light-filled window provides views of the neighborhood. Green plants add a touch of nature to the space.
Guest suite in Davisville Village
5 out of 5 average rating, 45 reviews

Perfect Midtown Pied-à-terre

Welcome to our cozy Midtown home! You have the entire main floor suite where you can relax and recharge. Enjoy the open plan living room with smart TV, dining nook, and full-size, fully equipped kitchen. Two bedrooms, one with a queen-sized bed and walk-in closet and one with a desk and double-size sofa bed, make this a perfect live/work space. You're in a neighbourhood with restaurants, grocery stores, pubs, bars, shopping, parks, and a movie theatre - all within 15 minutes' walking distance.

Top guest favorite
A comfortable living area is featured, highlighting a modern TV mounted on a stylish unit. The room incorporates large windows that allow natural light to fill the space, revealing views of the city. A cozy couch and patterned rug enhance the relaxing atmosphere.
Apartment in Harbourfront
5 out of 5 average rating, 47 reviews

Cozy condo! amazing city views! w/ free parking

Enjoy a stylish experience at this centrally located condo. Our place is 5 minutes from the lake and amazing attractions such as Scotiabank Arena, Ripley's Aquarium, CN Tower, Rogers Centre and so much more. Just steps from Union Station and the underground PATH system. This condo is great for travellers, tourists and business trips. The Space Our condo is located on the 51st floor with Hi speed wi-fi, Smart TV with Netflix, toiletries, hair dryer, kettle, iron, washer/dryer and so much more.

Guest favorite
An open-concept living space is highlighted by large windows and high ceilings. A dining table with blue chairs sits beside a stylish kitchen. A comfortable sectional couch is visible in the living area, while an eye-catching artwork adorns the wall. Stairs lead to the lofted bedroom.
Apartment in Saint James Town
4.97 out of 5 average rating, 78 reviews

Bright Two Story Loft, Downtown TO, FREE Parking

Enjoy a STYLISH experience at Andre's CENTRALLY located home. A statuesque highrise tower with attached suites & lofts. This is your urban address overlooking a European style park, a short walk to the University of Toronto, Metropolitan University and Yorkville. Located in the heart of the city, steps from transit and grocery stores. Minutes from the financial and entertainment districts. A short walk to the Village and its nightlife. You'll have Toronto at your feet. FREE PARKING for 1 car!

Top guest favorite
The exterior of the laneway house features a modern design, characterized by large windows and a dark facade. It is surrounded by mature trees and a well-maintained yard, creating a serene atmosphere. A stone pathway leads to the entrance, inviting guests into the space.
Home in Parkdale
5 out of 5 average rating, 53 reviews

Stylish Oasis: an architect's unique laneway house

Come and experience our laneway house in the heart of Parkdale, Toronto! This brand new (2022) laneway house has been beautifully designed by the homeowner/architect with amazing attention to detail. It is modern and bright with windows on all 4 sides of the house. It’s inviting, clean and nestled in a park-like setting. It’s also completely private and quiet. Close to Roncesvalles Ave, High Park, Sunnyside Beach, Queen Street and venues such as BMO Field, Exhibition, and the Budweiser Stage.

Guest favorite
The exterior of a modern two-story home is viewed at night, featuring large windows that reflect warm light. A spacious driveway is lined with manicured grass, and mature trees frame the entrance, creating an inviting atmosphere.
Home in Etobicoke
4.96 out of 5 average rating, 57 reviews

Luxurious Getaway in the City of Toronto

Net Zero Ready home in Toronto designed for professionals, families, and large groups. This architectural gem blends luxury with creative design features. The homes abundant natural lighting gives a warm feel. You can savour a morning coffee on the balcony and relax in the spa like ensuite bathroom. The open concept main room has 12 ft ceilings and creates an inviting space to gather and spend moments with your family and friends. Located close to Toronto's downtown, highways and the airport.

Top guest favorite
A modern living space showcases an open layout with a comfortable tan sofa and a wooden coffee table. The kitchen is equipped with stainless steel appliances and features a spacious island with seating. Exposed brick walls complement the contemporary design, creating a welcoming atmosphere.
Home in The Beaches
5 out of 5 average rating, 62 reviews

2 level spacious apartment by the lake

Beautiful, newly renovated 1 bedroom apartment in the Beaches neighbourhood of Toronto with free parking. Very spacious, with two levels of living space over the main floor and basement of a three storey century home. Close to Lake Ontario, boardwalk, Woodbine Beach, cycling and walking trails by the lake, and Queen St. The apartment is conveniently located between the Beaches and Leslieville. Getting downtown is very simple, with the Queen streetcar being only a block away from the house.

Top guest favorite
An open concept living area features a spacious sectional sofa, a rustic coffee table, and a wood-burning fireplace framed by modern design elements. Natural light fills the space through recessed lighting and a welcoming staircase leads to the upper level. Decorative wall art and a plush area rug complete the setting.
Apartment in Corktown
5 out of 5 average rating, 25 reviews

Bodega Artist Loft

Stay is the heart of Old Toronto in a unique 2 bedroom, 2 story historical townhouse. We are located a short two minute walk from the Distillery District, with private deck and a chefs kitchen. The streetcar stops out front and can whisk you away to the downtown core, Rogers Center, CN Tower and Scotiabank all within 10 mins. But why leave, when your accommodations are situated above a romantic cocktail bar just featured in Toronto Life Magazine as one of the best kept secrets in the city.

Top guest favorite
An outdoor seating area is showcased, featuring a comfortable couch adorned with patterned cushions. Flanking the couch, two red chairs face a wooden fence, while a decorative lantern and potted plants add touches of greenery, highlighting the inviting atmosphere of this private space.
Home in Cabbagetown
4.94 out of 5 average rating, 588 reviews

Comfy Oasis In Historic Downtown Neighborhood

According to Airbnb, we are "One of the most beloved homes on Airbnb". Now in the top 5% of all listings on AIRBNB. Superhosts for 10 years! This renovated guest house features an open-plan kitchen, a spiral staircase to a beautiful and open loft suite, with custom furniture and decorating accessories (1 bed + 1 sofabed). Enjoy the beautiful garden in the summer, and sip any of the more than 15 different complimentary teas and coffees we offer. This guest house is FULLY equipped.

Top guest favorite
The living area features a modern design with a comfortable sofa accented by patterned pillows. A marble dining table is surrounded by elegant chairs. A striking chandelier hangs above, while a large round mirror reflects the ambient light from windows dressed in soft curtains.
Home in Corktown
4.99 out of 5 average rating, 239 reviews

Stylish 1870s Home near Distillery District & Old Toronto

“Rated a Top 10 listing by BlogTO and frequently featured as a must-stay in Toronto. Love thoughtful details? You’ll find them here in this stylishly remodeled 1870s rowhouse. Start your day at St. Lawrence Market, wander through the pedestrian-friendly Distillery District, and explore nearby cafés, restaurants, and bars. In the evening, retreat to the plush, charcoal-hued bedroom and drift off under the glow of a tiered Restoration chandelier. The perfect Toronto stay awaits.”

Top guest favorite
A panoramic view of Toronto’s skyline captures a vibrant tapestry of illuminated buildings, with varying heights and designs. The scene features reflections of colorful lights on glass façades, creating a dynamic urban atmosphere against the backdrop of a dark sky.
Condo in Entertainment District
4.96 out of 5 average rating, 46 reviews

Modern Condo | Breathtaking Views | CN Tower

Stay in the heart of Toronto! Our stylish, freshly renovated condo is steps from the CN Tower, Rogers Centre (Blue Jays), Scotiabank Arena (Maple Leafs, Raptors), Metro Toronto Convention Centre, exhibitions, concerts, and top attractions. Soak in million-dollar views of Toronto downtown skyline, Lake Ontario, and Centre Islands from your private balcony on the 43rd floor, day or night, Toronto’s most iconic vista. Enjoy modern decor, luxury amenities, and vibrant city living.

Top guest favorite
A modern living area is highlighted by a sleek sofa and a glass coffee table atop a zebra-patterned rug. An open layout reveals a kitchen area equipped with contemporary appliances. Art pieces adorn the walls, and a smart TV is mounted for entertainment.
Apartment in Yorkville
5 out of 5 average rating, 72 reviews

The One in Yorkville-Previously Four Seasons Hotel

Our chic apartment in the heart of Yorkville is within a five-minutes-walk to ROM and Gardener museums, University of Toronto, libraries, theatre, bookstore, parks, subway stations, church, Whole Foods, and all retail stores, from Chanel, Dior, Holt Renfrew, to COS, Sephora, and Winners. Nestled among Park Hyatt and Hazelton Hotel, our building was previously the historic Four Seasons Hotel, and the upscale area around it is bustling with cafes, restaurants and art galleries.

Popular amenities for Old Toronto vacation rentals

When is the best time to visit Old Toronto?

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Quick stats about vacation rentals in Old Toronto

  • Total vacation rentals

    Explore 16,330 vacation rentals in Old Toronto

  • Verified guest reviews

    Over 522,810 verified reviews to help you choose

  • Family-friendly vacation rentals

    5,340 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 3,090 rentals that welcome pets

  • Vacation rentals with a pool

    2,540 properties feature pools

  • Rentals with dedicated workspaces

    8,900 properties have a dedicated workspace

  • Wi-Fi availability

    16,070 of Old Toronto vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Old Toronto rentals

  • 4.8 Average rating

    Old Toronto stays are highly rated by guests—averaging 4.8 out of 5!

  • Nearby attractions

    Old Toronto's top spots, include CN Tower, Rogers Centre, and Toronto Eaton Centre

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