Holiday rentals in Old Toronto

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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
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, 68 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.

Guest favourite
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.
Flat in Saint James Town
4.97 out of 5 average rating, 79 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 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.

Guest favourite
Flat in Toronto
4.93 out of 5 average rating, 15 reviews

Dream Downtown Condo: Views, Style & Location

This stylish condo offers the perfect escape in Toronto’s Entertainment District. Walk to world-renowned dining, nightlife, and cultural spots like the AGO and Roy Thomson Hall. With a modern, professionally decorated interior, it’s a private and comfortable base for your Toronto adventure. The condo is professionally cleaned between each guest to ensure your space is fresh and welcoming. It’s the ideal spot for a seamless stay in the heart of the city.

Guest favourite
Flat in Toronto
4.83 out of 5 average rating, 18 reviews

Modern & Sleek Condo Near Everything + 1 Parking

Located in Toronto’s historic Cabbagetown, this chic condo is the perfect spot for those looking to enjoy both the tranquility of green spaces and the excitement of downtown. Explore nearby attractions like the Distillery District and Allan Gardens, or relax in this professionally decorated, private condo. With no shared spaces and professional cleaning between each guest, your stay will be both comfortable and effortless.

Superhost
Flat in Toronto
4.74 out of 5 average rating, 19 reviews

Vibrant Stay with Skyline Views + 1 Free Parking

Relax in a professionally decorated condo, designed for comfort and style, and thoroughly cleaned between every guest. Set in Toronto’s lively lakefront area, you’re within walking distance of top attractions including the CN Tower, Ripley’s Aquarium, Rogers Centre, and the bustling Harbourfront. With endless restaurants, shopping, and culture nearby, this private retreat is perfectly located for your downtown adventures.

Top guest favourite
Home in Corktown
4.99 out of 5 average rating, 240 reviews

Stylish 1870s Home near Distillery District & Old Toronto

Named a Top 10 Toronto stay by BlogTO, this beautifully restored 1870s rowhouse blends historic charm with modern refinement. Thoughtfully designed throughout, it’s steps from St. Lawrence Market, the Distillery District, and some of the city’s best cafés and restaurants. In the evening, unwind in the serene, charcoal-toned bedroom beneath the warm glow of a statement chandelier—your refined Toronto retreat awaits

Guest favourite
Flat in Toronto
4.93 out of 5 average rating, 15 reviews

Chic Urban Escape in Cabbagetown + 1 Free Parking

Enjoy a private, professionally decorated condo in a charming and quiet neighbourhood near historic Cabbagetown. This thoughtfully curated space offers comfort and style, and is professionally cleaned between every stay. Walk to nearby parks, heritage homes, and local cafes, or explore top Toronto attractions just minutes away, including Yonge Street, the Village, and the Eaton Centre. Ideal for work or leisure.

Guest favourite
Flat 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
Home in Toronto
4.95 out of 5 average rating, 39 reviews

Cozy Modern Studio in Toronto’s Upper Beaches

Bright Modern Studio in Upper Beaches Enjoy this newly renovated, cozy studio with a full kitchen, private bathroom, and separate entrance. Bright, quiet, and modern, it’s perfect for one or two guests. Includes in-unit laundry, Wi-Fi, and all essentials. Located in a peaceful Upper Beaches neighborhood, close to cafés, parks, transit, and the lake — your relaxing Toronto getaway awaits!

Top guest favourite
A modern living area features a light grey sofa adorned with decorative pillows, complemented by a circular area rug. Floor-to-ceiling windows allow natural light to fill the space, while green plants add a touch of nature. A sleek entertainment unit and a small dining table enhance functionality.
Apartment in Entertainment District
4.99 out of 5 average rating, 102 reviews

Bright & Stylish 1 Bedroom Condo in King West

My condo is at the heart of Toronto’s Entertainment/Fashion Districts and has everything you need for fantastic stay. The city’s trendiest restaurants and bars, theatres and sporting venues are steps away. Whether enjoying a short vacation or staying for an extended time, you’ll have all the comforts of home and access to the best Toronto has to offer. Welcome!

Popular amenities for Old Toronto holiday rentals

When is the best time to visit Old Toronto?

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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 & child-friendly amenities

  • Pet-friendly holiday rentals

    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

  • Wifi availability

    16,570 of Old Toronto holiday rentals include wifi 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

Destinations to explore

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