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Holiday houses 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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Guest favourite
The serene backyard features a stone pathway surrounded by lush green landscaping and autumn foliage. The three-floor home is set back, with large windows illuminated in warm light, enhancing the natural beauty of the evening atmosphere.
Home in Yonge-Eglinton
4.93 out of 5 average rating, 28 reviews

Luxe Forest Hill Retreat

Experience luxury in this Forest Hill home by renowned architect Richard Wengle. Featuring 4 spacious bedrooms (1 king, 3 queens) and 3.5 modern bathrooms, including a spa-like tub, it's perfect for families or groups. Enjoy a home gym, PS 5, Disney+, and Prime Video. Free driveway parking 2 SUVs, Tesla charger, towels, and toiletries included. Just a 10-minute walk to public transit & 15 minutes to downtown. Steps from top dining and shopping, this elegant retreat blends style and convenience.

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

Luxury Downtown Penthouse • Breathtaking Views

✦ Experience penthouse downtown living in this stylish 2-bedroom, 2-bath condo with floor-to-ceiling windows and sweeping city and lake views. The open-concept layout features a designer kitchen with a marble island, Bosch appliances, and wine fridge. Relax in the chic living room or unwind in plush bedrooms with quality linens. Enjoy in-suite laundry, fast WiFi, and modern bathrooms. Perfect for professionals or travellers seeking comfort, style, and an unbeatable Toronto location with parking!

Top Guest favourite
Apartment in Playter Estates-Danforth
5 out of 5 average rating, 10 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. Overnight street parking available at modest cost if needed * basement apt with separate entrance; family with small kids live upstairs. Only registered guests allowed.

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.
Apartment in Saint James Town
4.97 out of 5 average rating, 78 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, 53 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 bright living area is displayed with a spacious sectional sofa, accented by colorful throw pillows. A wooden coffee table rests on a patterned rug, with sunlight filtering through large windows, illuminating potted plants placed strategically around the room.
Apartment in Entertainment District
4.98 out of 5 average rating, 93 reviews

Downtown Oasis with Serene Patio

Welcome to our cozy downtown apartment — the perfect hideaway in the heart of the city. We love that it’s central to everything, yet calm and relaxing when you need a break from the bustle. This is our home when not hosting so we filled it with things we love: books, plants, candles, music, and games for a chill night in. The patio is our favourite spot to sip coffee or unwind under the stars. We hope you treat it with the same care we do and enjoy all the little things that make it special.

Home in Toronto
5 out of 5 average rating, 3 reviews

Cozy 2BR in DT Toronto with Parking+Laundry

Enjoy classic Toronto living in this bright and spacious 2-bedroom, 2-bath apartment in The Annex, just steps from Bloor Street’s vibrant cafés, restaurants, and boutiques. ***We block off the entire home for guests who only need 1-bedroom for maximum privacy & value. Walk to the UofT, Casa Loma, the ROM, or hop on the nearby Spadina or Bathurst subway. Enjoy a fireplace, balcony, fully equipped kitchen, in-unit laundry, and parking - your stylish home for an extended Toronto stay.

Apartment in Toronto
5 out of 5 average rating, 3 reviews

Luxury Downtown Condo

Enjoy comfort and convenience in this stylish bright, modern 2-bedroom condo located in the heart of downtown Toronto. The unit features an open-concept living area, full kitchen, in-suite laundry, and floor-to-ceiling windows for plenty of natural light. Both bedrooms are furnished for restful sleep. Perfect for business travelers, couples, small families, or anyone looking to stay close to Toronto’s top attractions. Metered parking under the building $24 per day.

Top Guest favourite
A modern living area showcases floor-to-ceiling windows offering city views. A sleek black sofa with decorative cushions is paired with two white chairs. A marble feature wall serves as a backdrop for a fireplace, complemented by a round coffee table accessorized with decor.
Apartment in Entertainment District
4.97 out of 5 average rating, 33 reviews

Rare One of a Kind Sub-Penthouse + Parking

Welcome to our luxurious downtown sub-penthouse retreat. Designed with comfort and style in mind, this spacious home features two queen beds and a cozy sofa bed, making it ideal for families or groups. Enjoy cooking in the sleek, fully equipped kitchen, and unwind with modern amenities throughout. Whether you're visiting Toronto for business or leisure, this is the perfect home base for your stay.

Top Guest favourite
Home in Toronto
4.97 out of 5 average rating, 30 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!

Condo in Toronto
5 out of 5 average rating, 3 reviews

Elegant Sunset Lake View Suite with Parking

Experience modern city living with stunning lake and skyline views in this high-floor 1 bedroom + den condo. Designed with a clean, minimal aesthetic and heated bathroom floors for a touch of luxury. Enjoy floor-to-ceiling windows, a fully equipped kitchen, and a bright, airy layout—perfect for business trips or weekend getaways. Steps from Lakeshore, parks, cafes, and transit.

Superhost
Apartment in Toronto
New place to stay

Downtown Condo w/ Free Parking

Enjoy breathtaking, unobstructed lake views from this high-floor corner suite in downtown Toronto. Floor-to-ceiling windows fill the space with natural light, creating a bright and airy atmosphere. Soak in sweeping views of the city skyline 🌆 and the iconic CN Tower 🗼 — your perfect urban retreat in the heart of the city.

Popular amenities for Old Toronto holiday rentals

When is the best time to visit Old Toronto?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. price$149 NZD$149 NZD$157 NZD$168 NZD$183 NZD$199 NZD$207 NZD$213 NZD$201 NZD$187 NZD$197 NZD$163 NZD
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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 Scotiabank Arena

Destinations to explore

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