
Holiday houses in Old Toronto
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Quick stats about holiday rentals in Old Toronto

Total holiday rentals
Explore 17,890 holiday rentals in Old Toronto

Verified guest reviews
Over 541,130 verified reviews to help you choose

Family-friendly holiday rentals
5,810 properties offer extra space and kid-friendly amenities

Pet-friendly accommodation
Find 3,230 rentals that welcome pets

Holiday rentals with a pool
2,660 properties feature pools

Rentals with dedicated workspaces
9,940 properties have a dedicated workspace

Wi-Fi availability
17,720 of Old Toronto holiday rentals include Wi-Fi 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
Top-rated holiday rentals in Old Toronto
Guests agree: these stays are highly rated for location, cleanliness and more.

Modern 1BR Toronto Downtown Condo, King size bed
Located in the heart of downtown, this new modern and stylish 1 bedroom condo will be the perfect stay for your next Toronto experience. It features an open concept which blends functionality and comfort, it has soaring ceilings and floor-to-ceiling window. All major attractions and arenas are walking distance to where you will be staying. Events at, Roger’s centre, CN Tower, Ripley’s Aquarium, the Exhibition place, Scotiabank Arena, TIFF lightbox and Waterfront activities are a few mins away.

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.

Summerhill 2BR Home • Designer Style • 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.

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.

Stylish 1870s Home near Distillery District & Old Toronto
Stop here...Steps from the Distillery District downtown, this Top rated listing is a beautifully restored 1870s row-house (townhouse) that blends historic charm with modern refinement. Thoughtfully designed throughout, it’s located downtown also close to St. Lawrence Market, 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

Brand New Designer Home Near Downtown
Welcome to our brand-new designer home, thoughtfully furnished for comfort and style. Enjoy a fully equipped kitchen, spacious living area, high-speed WiFi, and modern finishes throughout. Perfect for families, business travelers, and visitors looking for a relaxing stay near Downtown Toronto. Experience a clean, bright, and welcoming space designed to make you feel at home. Street parking is conveniently available on the rear street behind the property.

The Wanderly Suite
A whimsy apartment in an 18th century building, the Wanderly Suite is curated with rustic antique furnishings and merged with modern amenities. Located above our store ~The Wanderly~ the apartment is conveniently situated amongst Little Portugal's best vintage shops + cafés/restaurants! The space features an open concept kitchen/living room + bedroom, complete with a patio off the back. The perfect jumping off point for your next Toronto stay!

Amazing 2 Storey Loft 3 BED In Central Downtown
This unique 2 storey loft is super stylish and a rare find in downtown Toronto. This two storey loft has amazing 9 foot high ceilings finished fully modern kitchen and bathrooms. This super luxurious loft is perfect for nights out or gatherings. Ottoman in the living room is a pullout as well as the chair upstairs in the bedroom, just inform if you want setup and the air bed in the master upstairs is also a twin Equipped with a balcony.

Post House Retreat!
Welcome to your downtown Toronto retreat! Located in the vibrant heart of the city, this modern condo combines style, comfort, and functionality for the perfect stay. Whether you’re a business traveler, digital nomad, or couple, this space caters to work and leisure seamlessly. Book now to experience the best of downtown Toronto living! Fun fact: This condo is named the Post House as it is connected to Toronto's First Post Office!

Modern and bright private suite.
Enjoy a newly built, professionally designed, roomy 1-bedroom basement apartment in East York Toronto. Conveniently located near the Danforth, Woodbine Beach, parks, and trails, the apartment is a short bus/subway ride or a 15 min drive from Downtown Toronto. Self-contained and spacious, it offers a fully equipped kitchen, new laundry facilities, a queen-sized bed, ample storage, and plenty of natural light.

Cozy Greenhills Stay - Close to Subway
A unique and tranquil getaway only 8 minutes away from Keelesdale subway station making it very easy to travel around Toronto. There are beautiful parks in the area, as well as York Recreation Centre with ammenities such as swimming pool and gym (free). It's also very easy and convinient to get to from the Airport on the UP Express train (this train also goes to Union station). We can't wait to have you!

Downtown Toronto Penthouse (CN Tower View)
Experience the heart of Downtown Toronto! This modern penthouse features stunning city views and floor-to-ceiling windows filled with natural light. Steps from top restaurants, nightlife, and transit, it’s the perfect base for business or leisure. Paid parking is available next door. A building form with ID, email, and phone number must be completed before check-in.
Popular amenities for Old Toronto holiday rentals
Other great holiday rentals in Old Toronto

Townhome with Private Rooftop Terrace

Renovated Spacious Basement Apartment

Main fl Annex, private garden oasis, welcome dogs!

Elegant Yorkville Stay Luxury Shopping & Dining!

Midtown Penthouse - Toronto City Skyline View

Sunlit Studio | Balcony Views | Prime Location!

Deluxe 1 Br Unit Excellent location,Downtown point

The Riverdale Laneway Suite
When is the best time to visit Old Toronto?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $154 NZD | $163 NZD | $177 NZD | $168 NZD | $184 NZD | $200 NZD | $208 NZD | $213 NZD | $201 NZD | $186 NZD | $172 NZD | $168 NZD |
| 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 |
Destinations to explore
- Rentals with lake access Old Toronto
- Rentals with a fireplace Old Toronto
- Rentals with a home theatre Old Toronto
- Rentals with an accessible height toilet Old Toronto
- Loft rentals Old Toronto
- Aparthotel rentals Old Toronto
- Townhouse rentals Old Toronto
- House rentals Old Toronto
- Fitness-friendly rentals Old Toronto
- Rentals with an EV charger Old Toronto
- Waterfront rentals Old Toronto
- Beachfront rentals Old Toronto
- Rentals with a washing machine and dryer Old Toronto
- Luxury rentals Old Toronto
- Rentals with breakfast Old Toronto
- Rentals with a kayak Old Toronto
- Rentals with a fire pit Old Toronto
- Private suite rentals Old Toronto
- Rentals with pools Old Toronto
- Family-friendly rentals Old Toronto
- Apartment rentals Old Toronto
- Condo rentals Old Toronto
- Rentals with a patio Old Toronto
- Smoking-friendly rentals Old Toronto
- Pet-friendly rentals Old Toronto
- Bed and breakfasts Old Toronto
- Rentals with an accessible height bed Old Toronto
- Rentals with outdoor seating Old Toronto
- Guesthouse rentals Old Toronto
- Serviced apartment rentals Old Toronto
- Boutique hotels Old Toronto
- Rentals with beach access Old Toronto
- Rentals with a hot tub Old Toronto
- Hotel rooms Old Toronto
- Rentals with a sauna Old Toronto
- Rogers Centre
- CN Tower
- Scotiabank Arena
- University of Toronto
- Union Station
- Metro Toronto Convention Centre
- Downsview Park
- The Danforth Music Hall
- Harbourfront Centre
- Toronto Eaton Centre
- Niagara Falls State Park
- Toronto Zoo
- Scarborough Town Center
- Exhibition Place
- Nike Square One Shopping Centre
- Niagara Falls
- Trinity Bellwoods Park
- Casa Loma
- Yorkdale Shopping Centre
- Massey Hall
- Enercare Centre
- York University
- Sheppard–Yonge Station
- Coca Cola Coliseum
- Things to do Old Toronto
- Things to do Toronto
- Nature and outdoors Toronto
- Tours Toronto
- Art and culture Toronto
- Sightseeing Toronto
- Sports activities Toronto
- Food and drink Toronto
- Things to do Ontario
- Tours Ontario
- Food and drink Ontario
- Wellness Ontario
- Entertainment Ontario
- Sports activities Ontario
- Nature and outdoors Ontario
- Sightseeing Ontario
- Art and culture Ontario
- Things to do Canada
- Sightseeing Canada
- Food and drink Canada
- Entertainment Canada
- Art and culture Canada
- Tours Canada
- Nature and outdoors Canada
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