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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Superhost
A spacious living area is characterized by hardwood floors and contemporary furnishings. Two armchairs, a round coffee table, and a dark sofa are arranged for comfort. Natural light filters through a window, enhancing the inviting ambiance, while a mirror reflects the space.
Private room in Leslieville
4.92 out of 5 average rating, 130 reviews

Couples room w/ king bed in spacious & modern home

Enjoy a room in this spacious, airy and light filled home in historic downtown east end Leslieville neighbourhood. Enjoy this 10/10 location within steps to Queen St. East and independent coffee shops and retailers, an amazing assortment of restaurants and bars, parks, transit and close to downtown. Uncluttered open concept space, hardwood floors throughout, minimalist and contemporary furniture. Use the spacious kitchen and relax in our inviting living/dining space. Multiple places to work.

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, 47 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
Home in Summerhill
5 out of 5 average rating, 9 reviews

Summerhill Designer 2BR Home • Must See • Sleeps 4

✦ Design-forward retreat with a sunlit living room—large leather sofa, lounge chairs, wall-mounted TV, and a sleek linear fireplace. Glass-top dining for four flows to a chef-ready galley kitchen with wall oven, quartz counters, and a breakfast bar for two; slide the doors to a private, greenery-framed deck. Two serene bedrooms (king + queen). Spa bath with walk-in shower, and soaking tub. In-home laundry, hardwood floors and fast Wi-Fi. Modern and thoughtful decor—perfect base for your stay.

Guest favourite
A spacious sleeping area is furnished with a large bed covered in a white quilt, accompanied by neatly arranged towels. A desk with a computer is positioned nearby, while a decorative rug adds texture to the polished concrete floor. Exposed brick walls provide a touch of character.
Flat in Cabbagetown
4.94 out of 5 average rating, 156 reviews

Modern Victorian

Modern stay in a Cabbagetown Victorian. Welcome to our renovated, self-contained basement apartment in the heart of Cabbagetown, Toronto. This chic space is ideal for solo travelers or couples. Our apartment is nestled in the charming Cabbagetown neighborhood, known for its Victorian houses, tree-lined streets, and vibrant atmosphere. Cafes, restaurants, and boutiques are within walking distance, and nearby parks offer tranquil escapes. Book now to experience the best of Toronto.

Guest favourite
A cozy living space is highlighted by a flat-screen television on a light wood media console. An armchair and a small side table are positioned nearby, with a floor lamp providing soft illumination. Natural light enters through a small window, complementing the neutral wall color.
Guest suite in Parkview Hills
4.96 out of 5 average rating, 69 reviews

Fabulous home in Toronto

Welcome Home! We are delighted to open our doors and hearts to you, inviting you to experience a stay that combines the warmth of home with the luxury of a dreamy getaway. Nestled in the heart of Toronto/East York, our charming basement apartment offers a unique blend of modern convenience and homely comfort. Whether you are traveling for business, planning a romantic escape, or embarking on a family adventure, our carefully curated space is designed to cater to all your needs.

Top guest favourite
A stylish living room is filled with various plants and natural light. A comfortable sofa is flanked by two chairs, with a small coffee table in front. A large artwork is displayed on the wall, and a decorative rug is laid on the floor.
Flat in Annex
5 out of 5 average rating, 42 reviews

Grande Victorian Retreat

Enjoy a stylish, luxury experience at this centrally located apartment on the main floor of a Victorian home. Walking distance to CasaLoma, Royal Ontario Museum, University of Toronto, Yorkville Village Shopping! Only a 2 minute walk to the TTC. The space Living Room: Smart TV and High-speed internet. Bedroom: Queen-sized bed, large walk-in closet, Smart TV. Kitchen: Fully-stocked to make your extended stay feel like home. Bathroom: Large walk-in shower, Washer dryer unit.

Flat 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

Guest favourite
A clean private room features a full-size bed with neatly arranged white linens and two rolled towels placed at the foot. A small desk and chair are situated by a window, allowing natural light to brighten the space.
Private room in Toronto
4.92 out of 5 average rating, 133 reviews

#2 Private room close to Lansdowne Subway Station

Clean Private room that locate close to Lansdowne subway station. This room for 1 person only. if you have an extra guest, please book room 1 or 3. A 8 minute walk or 2 mins with Bus (3 stops away) from Lansdowne station. No Kitchen. Full size bed, wifi, shared washroom, towel, Shampoo and bodywash Bathroom will be clean daily. Street parking only (midnight - 7AM need permit) for parking options, please check "other details"

Guest favourite
Home in Toronto
5 out of 5 average rating, 6 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, 174 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 !

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 16,330 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 & child-friendly amenities

  • Pet-friendly holiday rentals

    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

  • Wifi availability

    16,070 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

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