Holiday houses in Old Toronto

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Top-rated holiday rentals in Old Toronto

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

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, 111 reviews

Charming Bedroom near Yorkdale, North York

If you need a parking space, please message me first before booking. 10 minutes drive to Rogers Stadium Comfortable private bedroom Shared kitchen and washroom Quiet neighbourhood in North York ❇️Great Location: - 1 minute 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
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
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.

Top Guest favourite
Private room in Annex
4.95 out of 5 average rating, 785 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.

Top Guest favourite
A bright living area is furnished with a light-colored sofa and a pair of wooden side tables. A textured area rug covers the hardwood floor, while natural light is allowed in through a nearby window. A small desk and chair are positioned against the wall.
Home in Earlscourt
5 out of 5 average rating, 72 reviews

Cozy and Modern Lower-Level Suite in Corso Italia

Welcome to your home away from home! This newly updated, bright and cozy suite is nestled in Toronto’s buzzing Corso Italia neighbourhood. This apartment offers the perfect blend of comfort, privacy, and convenience. Whether you're here for a short stay or a longer getaway, you'll enjoy a comfortable retreat in this recently renovated and thoughtfully designed space. You will have access to the entire apartment accessible via a separate entrance located in the backyard.

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
Home in Toronto
5 out of 5 average rating, 7 reviews

Chic Laneway Home in Riverdale / Leslieville

Welcome to your private retreat where Riverdale meets Leslieville! This bright, modern 1,000 sq. ft. laneway home offers you warmth, comfort, and style—perfect for solo travellers, couples, or families. Steps to Queen and Gerrard’s amazing restaurants, bars, coffee shops, and bakeries. You can easily explore Chinatown, Little India, and the Danforth nearby. Walk to Riverdale Park for stunning skyline views or hop on a streetcar—downtown is just 25 minutes away.

Top Guest favourite
A bright and spacious room features a neat single bed with a simple white cover. A small bedside table holds a soft lamp, and a piece of wall art adds a touch of color. A closet is visibly integrated into the design, providing storage options.
Private room in North York
4.9 out of 5 average rating, 273 reviews

FREE parking- cozy, inexpensive room in bsmt

Enjoy your place in our cozy place at very convenient location. This apartment is prepared especially for you, . We have free Wifi with fiber optic cable and more than 4 parking space so that you can enjoy your stay. We provide breakfast with cereal, breads, milk, tea, coffee with many flavors to choose. If you need iron, shampoo, or any travel essentials, we got them all for free. Note: *PLEASE REMOVE SHOES AT THE ENTRANCE

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!

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, 324 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.

Guest favourite
A private bedroom features a spacious double bed with clean linens and a decorative throw blanket. A small desk and chair are positioned near the door. A lamp and a framed map of Canada adorn the walls, contributing to the room's bright and welcoming atmosphere.
Private room in Eglinton West
4.89 out of 5 average rating, 103 reviews

Clean Cozy Room | Walkout Deck | 5 Min Subway

Private and bright bedroom with free parking and access to a nice deck in the main level of a house in Midtown Toronto. Walking distance to Eglinton West station, restaurants and close to highways. You will have a private keyed bedroom with a double bed, desk, chair, closet and TV. Shared spaces include bathroom, kitchen, living room, and dining room.

Popular amenities for Old Toronto holiday rentals

When is the best time to visit Old Toronto?

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Avg. price$149 NZD$149 NZD$158 NZD$168 NZD$184 NZD$199 NZD$208 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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