
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.

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!

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.

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!

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.

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.

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.

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.

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

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.

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.

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!

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
Other great holiday rentals in Old Toronto

Chic Downtown Retreat with Private Patio

Stay in the Pulse of Downtown + 1 Free Parking

Chic, Centrally Located 1 Bedroom Suite

Modern Yorkville Condo with Dedicated Makeup Room!

College Street Comfort

Private suite in Riverdale, 5 mins to the subway

Vibrant Yorkville Condo – Style, Views & Location

Sunrise & City Views - Downtown - Comfortable Stay
When is the best time to visit Old Toronto?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $109 SGD | $109 SGD | $116 SGD | $123 SGD | $135 SGD | $146 SGD | $153 SGD | $157 SGD | $148 SGD | $136 SGD | $126 SGD | $123 SGD |
| Avg. temp | -3°C | -3°C | 2°C | 8°C | 14°C | 20°C | 23°C | 22°C | 18°C | 11°C | 5°C | 0°C |
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
- Rentals with outdoor seating Old Toronto
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- Rogers Centre
- CN Tower
- Scotiabank Arena
- Union Station
- University of Toronto
- Metro Toronto Convention Centre
- Distillery District
- Port Credit
- The Danforth Music Hall
- Nike Square One Shopping Centre
- BMO Field
- Harbourfront Centre
- Exhibition Place
- Toronto Eaton Centre
- Toronto Zoo
- Trinity Bellwoods Park
- Financial District
- Massey Hall
- Niagara Falls State Park
- Casa Loma
- Dufferin Grove Park
- Lakeridge Ski Resort
- Toronto City Hall
- Casino Niagara
- Things to do Old Toronto
- Things to do Toronto
- Nature and outdoors Toronto
- Food and drink Toronto
- Sightseeing Toronto
- Art and culture Toronto
- Sports activities Toronto
- Things to do Ontario
- Nature and outdoors Ontario
- Tours Ontario
- Food and drink Ontario
- Entertainment Ontario
- Art and culture Ontario
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- Things to do Canada
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