Vacation rentals in Old Toronto

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Top-rated vacation rentals in Old Toronto

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Top guest favorite
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.

Guest favorite
A modern living space featuring a comfy sofa and an accent chair. The wall is adorned with a flat-screen TV and a stone facade. A dining area with a small table complements the fully equipped kitchen, illuminated by contemporary pendant lighting.
Condo in Harbourfront
4.92 out of 5 average rating, 51 reviews

Condo in downtown Toronto Free Parking

Enjoy a condo with stunning floor-to-ceiling views of the city and skyline. Private balcony, fast Wi-Fi, and easy self-check-in/out. The unit is fully yours—quiet, stylish, and comfortable—with an in-suite washer/dryer, dishwasher, and a kitchen stocked with basic essentials. Located in a secure building with 24/7 security. Unbeatable downtown location—steps to CN Tower, Union Station, PATH, shops, and top restaurant stylish experience at this centrally located place. FREE PARKING UNDERGROUND.

Top guest favorite
A spacious living room is filled with natural light from large windows, offering city views. A large sectional sofa with soft cushions is placed around a glass coffee table. Occasional chairs with a distinctive pattern complement the elegant decor, highlighted by a decorative chandelier above.
Apartment in Saint James Town
5 out of 5 average rating, 27 reviews

Penthouse * Rare * Stunning Views * 2500 sq ft

Be greeted to spacious luxury in the heart of downtown. You'll be surrounded by a tasteful blend of traditional and high end decor - with some pieces dating to early 1900's Europe. Unwind after a long day in the deep soaker tub in front of the fire, while gazing at the city scape just outside the window. Feel at home especially if you desire a chef's kitchen, large and open entertaining spaces with 2 fireplaces, 2 bedrooms, 2.5 bathrooms & private home office. 1 underground parking space incl.

Guest favorite
Home in Summerhill
5 out of 5 average rating, 12 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.

Top guest favorite
An open concept living area features a spacious sectional sofa, a rustic coffee table, and a wood-burning fireplace framed by modern design elements. Natural light fills the space through recessed lighting and a welcoming staircase leads to the upper level. Decorative wall art and a plush area rug complete the setting.
Apartment in Corktown
5 out of 5 average rating, 20 reviews

Bodega Artist Loft

Stay is the heart of Old Toronto in a unique 2 bedroom, 2 story historical townhouse. We are located a short two minute walk from the Distillery District, with private deck and a chefs kitchen. The streetcar stops out front and can whisk you away to the downtown core, Rogers Center, CN Tower and Scotiabank all within 10 mins. But why leave, when your accommodations are situated above a romantic cocktail bar just featured in Toronto Life Magazine as one of the best kept secrets in the city.

Guest favorite
Bright living area features large windows with city views, allowing ample natural light. A gray sectional sofa is adorned with decorative pillows, complemented by a warm throw. A dining table with modern chairs sits nearby, beside a stylish coffee table displaying books and greenery.
Condo in Yorkville
4.95 out of 5 average rating, 75 reviews

Prestigious Yorkville Condo, Free Valet Parking

High-end buildings in the area with Free Valet Parking through out your stay, doesn't matter how many times you have to leave and come back. Enjoy a stylish experience at the heart of Downtown Toronto. Best restaurants, cafe's, Museum and shopping experience you can have. Less than 1 min walk to Bay street subway station. 5 min walk to Royal Ontario Museum, Queens park, University of Toronto. 2 mins walk to Prada, Cartier, Tiffany's, Chanel, LV, Harry Rosen, Holt Renfrew and many more!

Top guest favorite
Condo in Toronto
5 out of 5 average rating, 5 reviews

Modern Designer Suite w/ Lake & City Skyline Views

Welcome to your stylish and contemporary Toronto escape with stunning views! This custom-designed condo offers 2 bedrooms, 2 bathrooms, home theatre with a 4K projector, and a spacious outdoor patio. Nestled amidst key landmarks such as the CN Tower, Scotiabank Arena, Union Station, and Toronto Islands, our retreat offers easy access to the city's top attractions. With a gym, pool, and hot tub, this one of a kind experience promises the ultimate blend of comfort, style, and convenience.

Top guest favorite
The living area features a modern design with a comfortable sofa accented by patterned pillows. A marble dining table is surrounded by elegant chairs. A striking chandelier hangs above, while a large round mirror reflects the ambient light from windows dressed in soft curtains.
Home in Corktown
4.99 out of 5 average rating, 237 reviews

Stylish 1870s Home near Distillery District & Old Toronto

“Rated a Top 10 listing by BlogTO and frequently featured as a must-stay in Toronto. Love thoughtful details? You’ll find them here in this stylishly remodeled 1870s rowhouse. Start your day at St. Lawrence Market, wander through the pedestrian-friendly Distillery District, and explore nearby cafés, restaurants, and bars. In the evening, retreat to the plush, charcoal-hued bedroom and drift off under the glow of a tiered Restoration chandelier. The perfect Toronto stay awaits.”

Top guest favorite
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.
Apartment 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.

Top guest favorite
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, 68 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.

Top guest favorite
A panoramic view of Toronto’s skyline captures a vibrant tapestry of illuminated buildings, with varying heights and designs. The scene features reflections of colorful lights on glass façades, creating a dynamic urban atmosphere against the backdrop of a dark sky.
Condo in Entertainment District
4.95 out of 5 average rating, 44 reviews

Modern Condo | Breathtaking Views | CN Tower

Stay in the heart of Toronto! Our stylish, freshly renovated condo is steps from the CN Tower, Rogers Centre (Blue Jays), Scotiabank Arena (Maple Leafs, Raptors), Metro Toronto Convention Centre, exhibitions, concerts, and top attractions. Soak in million-dollar views of Lake Ontario and the downtown skyline from your private balcony on the 43rd floor, Toronto’s most iconic vista, day or night. Enjoy modern decor, luxury amenities, and vibrant city living.

Superhost
Apartment in Toronto
5 out of 5 average rating, 4 reviews

Bright & Modern Retreat in Cabbagetown

Enjoy a private and professionally decorated condo nestled beside historic Cabbagetown. This stylish retreat is professionally cleaned between every guest to ensure a spotless, welcoming stay. Explore charming Victorian streets, local boutiques, and cozy cafes, or visit nearby attractions like Riverdale Farm, Allan Gardens, and the Distillery District. Perfectly located for both relaxation and city adventures.

Popular amenities for Old Toronto vacation rentals

When is the best time to visit Old Toronto?

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Quick stats about vacation rentals in Old Toronto

  • Total vacation rentals

    Explore 16,330 vacation rentals in Old Toronto

  • Verified guest reviews

    Over 522,810 verified reviews to help you choose

  • Family-friendly vacation rentals

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

  • Pet-friendly vacation rentals

    Find 3,090 rentals that welcome pets

  • Vacation 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 vacation 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

Destinations to explore

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