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Holiday houses in Old Toronto

Find and book unique accommodation on Airbnb

Top-rated holiday rentals in Old Toronto

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

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Top Guest favourite
Apartment in Discovery District
4.88 out of 5 average rating, 33 reviews

Luxe Cozy Downtown 1BR Condo w/Views

Welcome to your 1-bedroom luxurious high-floor retreat in the heart of downtown Toronto! All just steps from Bay & College What You’ll Love: • High floor with city skyline views • Extra tall ceilings & full-height windows • Bright and airy space with abundant natural light • Fully equipped kitchen & in-unit laundry • High-speed Wi-Fi&Smart TV • Walk Score 99 – subway, U of T, Eaton, Restaurant all within minutes Perfect for couples, or solo traveler who want premium comfort in a prime location.

Top Guest favourite
A modern living area is highlighted by large windows allowing natural light. A sleek black sectional couch faces a glass coffee table, while a light-colored armchair adds comfort. A wall-mounted TV is positioned for viewing, contributing to a relaxed atmosphere.
Condo in Entertainment District
4.96 out of 5 average rating, 156 reviews

Spacious 1 Bed + Den + Downtown + Free Parking

Spacious 1 bed+den modern condo located in the heart of downtown. Steps from the lake, parks, recreation centers. Short walk to CN Tower, Union Station, Rogers Center, Convention Center. → FAST WIFI Perfect for WFH, video calls, & streaming → Approx size 620ft² / 57m² → Dedicated Working space → 60" QLED TV → *NEW 2024* Fully equipped kitchen w/ set of cookware → Walking distance to dining & night life option → Minutes away from grocery, liquor stores, & city transit network (94 Transit Score)

Guest favourite
A stylish living area features a leather sofa and an accent chair, creating a cozy seating arrangement. A modern coffee table is positioned centrally, with a small plant and decorative items. The open kitchen area includes sleek cabinetry and a microwave, enhancing the contemporary design.
Condo in Yorkville
4.99 out of 5 average rating, 85 reviews

Luxury Stay in Yorkville Prime Toronto Location

Indulge in luxury living at this beautifully furnished 1-bedroom apartment, ideally located in the prestigious Yorkville neighborhood of Toronto. Designed for comfort and style, this serene retreat features high-end finishes and a warm, welcoming ambiance. Just steps from Toronto’s main transit line, you’ll be surrounded by designer boutiques, renowned art galleries, chic cafés, stylish bars, and top-rated restaurants. Whether you’re here to shop, explore, or relax, enjoy the this upscale suite.

Top Guest favourite
A modern dining area features a long wooden table surrounded by various chairs. A colorful artwork decorates one wall, while large windows allow natural light to brighten the space. The kitchen can be seen in the background, showcasing a clean and contemporary design.
Home in Trinity-Bellwoods
4.93 out of 5 average rating, 67 reviews

Big Bright Artist’s Own Victorian - Modern Scandi

Enjoy charm and style in this artist’s own spacious and bright 1 bdrm. This restored Victorian home features a modern Scandinavian kitchen with Cambria quartz counters and Bosch appliances. Unwind with in-ceiling speakers and movie nights on a 65” Frame TV. Walk to trendy Dundas & Ossington district, known for its top restaurants, lively nightlife, cafés, and boutiques. Stroll through nearby Trinity Bellwoods Park. Transit and bike share steps away. Private entrance and foyer. True urban oasis!

Top Guest favourite
A modern two-story cottage is surrounded by lush greenery and trees. The exterior features a combination of natural wood and dark green siding. A covered porch is visible with a personal entrance and outdoor seating. Bicycles are parked nearby, enhancing the outdoor activities available.
Guest suite in Toronto
4.94 out of 5 average rating, 213 reviews

Cozy small newly built Toronto Islands getaway

Escape to a modern cottage on Toronto Island Looking onto Lake Ontario is our newly constructed modern home. Enjoy our cozy private guest suite in our family home with a kitchenette, ensuite bathroom, and private entrance Just a quick ferry ride from the bustling downtown core come explore the Toronto Islands which is the biggest car-free community in North America; with beaches, trails & skyline views as well as an amusement park in the summer. We also have 2 bikes you can use to explore.

Top Guest favourite
Townhouse in The Pocket
5 out of 5 average rating, 18 reviews

The Cozy Getaway

A cozy top-floor apartment with a patio through bedroom, private walk-out, and parking spot in the back (check instructions). You may also park for free in the front, BUT only until midnight. :) Prime location in Greektown, walking distance from countless restaurants and shops on the Danforth. Also close to the newly renovated Donlands and Pape subway stations. Listing includes airconditioning, free WiFi and Netflix, coffee and tea, cookware, and bathroom amenities. Have a wonderful stay!

Top Guest favourite
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, 55 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.

Top Guest favourite
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, 73 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.

Top Guest favourite
Apartment in Toronto
5 out of 5 average rating, 19 reviews

Luxury Lakeview | Downtown | Sleeps 6 | Parking

Welcome to your luxury escape in the heart of Downtown Toronto! Walking distance from Toronto’s most famous landmarks, CN Tower, Rogers Centre, and Scotiabank Arena. In a prime location, most concert, events & venues are held nearby. You’ll be surrounded by a selection of top restaurants & nightlife, making it easy to experience the best of the city! You will have panoramic views of the lake and skyline, showcased through floor-to-ceiling windows!

Guest favourite
A spacious living area features a red sofa, a coffee table, and a dining table surrounded by black wire chairs. A large mirror reflects the light fixtures and the white cabinetry in the background, while a colorful piece of artwork adds a pop of color to the wall.
Guest suite in Cabbagetown
4.85 out of 5 average rating, 136 reviews

Spacious and Modern Garden Suite Studio

Bright, modern and large studio of nearly 700sqft/70sqm in North America’s largest Victorian district just minutes from Yonge Street, Ryerson, and the Village. Great for those who don’t want the hassle or sterility of condo rentals. Queen Murphy bed with extra deep mattress plus a Bensen sleeper sofa that sleeps one adult or two children. Full shutters that block out light or let some in while maintaining privacy during the day.

Guest favourite
Apartment in Toronto
4.88 out of 5 average rating, 17 reviews

Trendy Condo with Amazing Views & Central Location

Relax and recharge in this professionally cleaned and tastefully decorated condo located in Toronto’s prime downtown district. Ideal for travellers seeking both location and peace, the suite is just a short walk from TIFF, CN Tower, and the city’s best entertainment. Whether you’re catching a game or exploring nearby neighbourhoods, you’ll love having a calm and stylish space to return to.

Top Guest favourite
A welcoming entryway features a stone staircase leading to a pair of wooden double doors. Flanking the entrance, potted plants add greenery, while large windows provide views of the surrounding yard. The roof is tiled, and a well-maintained lawn adds to the home's appeal.
Place to stay in Etobicoke
4.94 out of 5 average rating, 80 reviews

The Snug Oasis - Burrow (Near Airport)

Make some memories at this enchanting, family-friendly ranch style estate. Welcomed by old Oak trees and classic stone facades, your suite is on the ground floor. A warm wooden chamber abundant in antique charm, it overlooks the gorgeous garden and resort size pool. Birds chirping, bunnies visiting; nearby restaurants and poolside barbecues make it the perfect retreat!

Popular amenities for Old Toronto holiday rentals

When is the best time to visit Old Toronto?

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Avg. price$143 NZD$143 NZD$151 NZD$161 NZD$176 NZD$191 NZD$200 NZD$205 NZD$193 NZD$180 NZD$190 NZD$156 NZD
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Quick stats about holiday rentals in Old Toronto

  • Total holiday rentals

    Explore 16,850 holiday rentals in Old Toronto

  • Verified guest reviews

    Over 538,960 verified reviews to help you choose

  • Family-friendly holiday rentals

    5,610 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 3,230 rentals that welcome pets

  • Holiday rentals with a pool

    2,620 properties feature pools

  • Rentals with dedicated workspaces

    9,230 properties have a dedicated workspace

  • Wi-Fi availability

    16,570 of Old Toronto holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Kitchen, Wi-Fi 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

Destinations to explore

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