Holiday houses in Old Toronto

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Top-rated holiday rentals in Old Toronto

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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, 48 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 spacious studio suite is visible, featuring a large bed with navy bedding and a soft area rug. To the right, a kitchenette with cabinetry and sink is present, while soft lighting highlights the overall neutral decor. The room offers a cozy and functional design.
Private room in Riverdale
4.95 out of 5 average rating, 676 reviews

Private suite in Riverdale, 5 mins to the subway

Americans welcomed with open arms 🤗 Amazing Riverdale Location! Steps to The Danforth, <5 Walk to the Subway, Metres from Restaurants, Bars, Amenities, etc. Private Entrance to Large Studio Suite (Lower Level with High Ceilings), 3 Piece Washroom, Wet Bar, Mini Fridge, Tassimo Coffee Maker and Kettle. Large Smart TV Connected to Firestick for access to your Netflix, Prime, Disney, etc. 1 Private Parking Space Included (pls let us know if you require parking at the time of booking).

Guest favourite
Apartment in Kensington Market
4.9 out of 5 average rating, 21 reviews

Bright Kensington Market studio

Quaint and cozy, second floor studio apartment in Kensington Market. Set in a vibrant community, amid shops and sounds of market bustle. Bright in the mornings and especially lively during weekends If you’re sensitive: It’s an old building. Water temp and pressure takes a brief moment to adjust, as expected. Also there is no elevator, just stairs up to the apartment. It’s not a neighborhood for people who require silence. Light sleepers may want to bring their sleep mask and ear plugs

Guest favourite
A garden path lined with stepping stones leads to a view of the Toronto skyline across the water. Green grass and plants surround a patio table and chairs, providing a serene setting with trees framing the picturesque scene.
Cottage in Toronto
4.94 out of 5 average rating, 71 reviews

Toronto Island Cottage

This beautifully furnished, bright, and airy cottage is located just eight minutes south of the city, on the picturesque Toronto Island. This is a unique opportunity to experience all that the islands offer in a stylish setting. Perfect for a staycation or vacation, the cottage is well-equipped with everything you need to make the most of your time. The serene community is accessible only by ferry or water taxi. The view of the Toronto Harbour and skyline is absolutely epic – enjoy!

Apartment in Playter Estates-Danforth
5 out of 5 average rating, 3 reviews

Digs on Danforth

Enjoy easy access to everything from this perfectly located home base. In a quiet residential area steps from bustling greektown, on the subway line, walk to restaurants, coffee, bars, live music etc. Separate entrance to bright, newly renovated one bedroom basement apt. fridge, hot plate, toaster oven, microwave. Washer/Dryer. Parking available if needed. * basement apt with separate entrance; family with small kids live upstairs. Only registered guests allowed in the suite.

Guest favourite
Private room in Annex
4.94 out of 5 average rating, 776 reviews

Downtown Toronto Private Apartment in the Annex

This 1900s vintage-style modern private apartment is in the lower part of our house in the Annex which showcases stained-glass windows from the famed Honest Ed's store. No part of this space is shared. Heated floors, AC provide comfort year round. Summerhill Market for freshly prepared meals and salads is in the next block across the street. Close to Bathurst subway and bus station. Free underground parking, 3.1 KM away. Paid parking at 10 Walmer Rd. Parking is 1.5 KM away.

Superhost
A narrow hallway leads to a living area, featuring light-colored walls and a smooth wooden floor. A small bench sits beside a large leafy plant in a pot. In the background, a neutral-toned couch is visible next to an adjoining bathroom.
Private room in North York
4.85 out of 5 average rating, 103 reviews

Charming Bedroom near Yorkdale, North York

10 minutes drive to Rogers Stadium at downview. ❇️Comfortable private bedroom ❇️Shared kitchenette and washroom ❇️Quiet neighbourhood in North York ❇️Great Location: - 1 minutes walk from bus - 10 minutes walk from Wilson Subway Station - 30 minutes to downtown - Near Yorkdale Mall and Costco - Right next to a highway for easy access ❇️Perfect For: - Students and workers - Travelers exploring Toronto - Anyone wanting an affordable, convenient stay

Top Guest favourite
Private room in Dovercourt Village
4.94 out of 5 average rating, 290 reviews

The GREEN Room in the trendy Ossington-Bloor area

The Green Room (with no kitchen or laundry but with a small fridge, kettle & coffee maker) is spacious and beautifully decorated. We are a 5 minutes walk to the subway and everything is in this area - all types of restaurants, cafes, a mall, trendy stores, etc. If you like to walk, you can walk downtown, to Chinatown, Koreatown, the UofT, even High Park. I love meeting people from all over and will be available to talk and help you out as needed.

Top Guest favourite
A clean room features a spacious bed dressed with a light blue quilt. Two bedside lamps provide soft lighting, and a comfortable chair sits beside a large window with natural light filtering through. The walls are painted in a calming blue hue.
Private room in Mississauga
4.95 out of 5 average rating, 120 reviews

Room with Dedicated Bathroom (10 min to Airport)

Clean room with dedicated bathroom centrally located in Mississauga. Access to the bathroom is across the hallway, and will be dedicated for your use only during the stay. Free parking in our driveway. Only a 10 minute drive to the Pearson Airport. If you need an airport pickup or drop off, or general driving services, let us know and we can assist you. You will have access to our shared modern kitchen and backyard.

Guest favourite
Home in Toronto
5 out of 5 average rating, 9 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
Private room in Davisville Village
5 out of 5 average rating, 175 reviews

Mid town Toronto LGBTQ Friendly Chic & Comfortable

This urban chic place is perfect for solo, or couples/friends on vacation or business. Centrally located in mid-town Toronto between two subway stops (St Clair and Davisville on Line 1) plus 24 hour bus service, you are only 15 minutes from downtown or a 8 minute drive. On street parking is free! I look forward to hosting you in Toronto, the world’s most multicultural city !

Guest favourite
A well-lit room features a spacious bed with a light-colored bedspread, positioned against a wall. Two large windows allow natural light to filter through blinds. A wooden desk and chair are situated near the window, while a mirror and bookshelf add functionality to the space.
Private room in High Park
4.89 out of 5 average rating, 317 reviews

2nd floor-Sunnyside Beach Room

A very quiet room with a double bed facing trees, the neighbourhood and the setting sun. The house is a 4 minute walk from the boardwalk at Sunnyside Beach on Lake Ontario, a 3 minute walk to High Park and a 7 minute walk to the commercial area of Roncesvalles Avenue with shops, restaurants, cafe's and bars with live music, two 24 hour gyms, and The Revue Cinema.

Popular amenities for Old Toronto holiday rentals

When is the best time to visit Old Toronto?

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Avg. price$133 AUD$133 AUD$140 AUD$150 AUD$163 AUD$177 AUD$185 AUD$190 AUD$179 AUD$167 AUD$176 AUD$145 AUD
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Quick stats about holiday rentals in Old Toronto

  • Total holiday rentals

    Explore 16,330 holiday rentals in Old Toronto

  • Verified guest reviews

    Over 522,810 verified reviews to help you choose

  • Family-friendly holiday rentals

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

  • Pet-friendly accommodation

    Find 3,090 rentals that welcome pets

  • Holiday 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 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

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