Toronto's Coolest Airbnbs, From Waterfront Apartments to Classic Victorians
Canada’s largest city (and North America’s fourth-largest), is known for being one of the most diverse places on earth. Not only does it draw visitors and residents from every corner of the earth, but its layers and layers of history have made it an architecturally complex place, as well. Here, each neighborhood has its own distinctive character, from the glossy boutiques of Yorkville to the shabby-chic cafes and vintage shops of Kensington Market. And while there’s no shortage of amazing hotels in this city—the eco-luxe 1 Hotel Toronto and the city’s pioneering lifestyle concept The Drake Hotel come to mind—the variety of desirable neighborhoods means that this is an excellent city for rentals. Looking for a sheer glass skyscraper overlooking Lake Ontario? Or perhaps a Victorian-style townhome? Or maybe a quirky modern bungalow? You’ll find all of the above Airbnbs while you’re in Toronto—here are 13 of our favorites.
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- Courtesy Airbnb
A spacious home perfect for large groups in Wychwood
Bed & bath: 5 bedrooms, 3 baths
Top amenities: Large back deck with retractable awning, chef’s kitchen, Edwardian fireplace with logs provided
Nearby attractions: St. Clair streetcar line, Wychwood BarnsIn a city filled with contemporary-style condos, opt for something a little more residential feeling (and spacious) in the adorable neighborhood of Wychwood, known for its tree-lined streets and charming architecture. This lovingly restored Victorian townhome has much of its original detailing and woodwork, but has been updated to accommodate larger groups, with five bedrooms and three baths—not to mention four fireplaces! There’s a large oak-paneled dining room that can seat 16 guests, as well as a massive back deck with retractable awning. If you’re staying here, make sure to check out Wychwood Barns, a converted streetcar facility that now hosts farmers markets, art installations, and various community events.
- Courtesy Airbnb
Cozy condo with CN Tower views in downtown
Bed & bath: 1 bedroom, 1 bath
Top amenities: 50" Smart TV, coffee table that converts into a small work desk
Nearby attractions: All that downtown has to offer, but especially the CN Tower (right outside your window)Downtown Toronto is filled with sky-high glass condo buildings that offer a 21st century take on this historic Canadian city. And while many of such condos can feel a little cookie-cutter and impersonal, this one offers cozy touches that make you want to curl up and spend a little time, from the comfy velvet couch to the dinner table for four. Can’t you just see yourself having some friends over here for a glass of wine as you take in those stunning CN Tower views?
- Courtesy Airbnb
A renovated, 100-year-old Victorian in Trinity-Bellwoods
Bed & bath: 3 bedrooms, 2.5 baths
Top amenities: Heated bathroom floors, rooftop patio
Nearby attractions: Trinity Bellwoods Park, tons of hip and happening restaurantsIn-the-know Torontonians consider Trinity-Bellwoods to be one of the most hip and happening neighborhoods of the moment, thanks to the abundance of trending restaurants. This stunning 100-year-old Victorian home has been completely renovated, with gorgeous light fixtures, a stunning kitchen that would be the envy of any chef, as well as luxurious touches such as heated washroom floors. And despite the renovation, these homeowners have managed to keep that original charm which makes these Toronto Victorians so appealing.
- Courtesy Airbnb
A modern, renovated Victorian townhome in Cabbagetown
Bed & bath: 2 bedrooms, 2 baths
Top amenities: 24/7 guest support, hotel-quality linens
Nearby attractions: Riverdale Park, beautiful restored Victorian houses, tons of cozy pubs and cafes
Never judge a book by a cover. This Cabbagetown townhouse blends in seamlessly with the rest of this historic neighborhood, but step inside and you’ll enter a modern oasis indicative of this city’s penchant for design risks: it’s done almost entirely in a sophisticated palette of black and white. The kitchen opens onto a sunny, vine-covered garden, and homey touches like hotel-quality linens make this a serene escape from the hectic city streets.
- Courtesy Airbnb
A jewel box condo in the Harbourfront
Bed & bath: 3 bedrooms, 1 bath
Top amenities: Customized wallpapers, green velvet blackout curtains for privacy
Nearby attractions: Scotiabank Arena, TIKI ferry to the Toronto IslandsSo often, condos in the downtown of Toronto—or any major city, at that—can feel a little sterile and lifeless. Not the case with this colorful jewel box of an apartment. The primary bedroom is finished with a jaw-dropping handprinted wallpaper, and there are multiple antique pieces of furniture scattered throughout that add color and charm.
- Courtesy Airbnb
A home with seasonal pool and year-round hot tub in The Beaches
Bed & bath: 4 bedrooms, 5 baths
Top amenities: Kayaks in summer, ice skates in winter
Nearby attractions: Basketball and tennis courts, an outdoor ice rink, lots of walking trailsThis neighborhood, while somewhat removed from the downtown core—but not by much!—feels like one of Toronto’s best-kept secrets. From here, you can walk to the gorgeous shores of Lake Ontario and take advantage of all that this great lake has to offer. Back at the house, keep those beach vibes going with a large pool (open seasonally) and beautiful hot tub (open year-round).
- Courtesy Airbnb
Modern Victorian home in Parkdale
Bed & bath: 2 bedrooms, 1 bath
Top amenities: 2 parking spaces, private deck with gas grill
Nearby attractions: Great bars and restaurants on Queen StreetIf convenience is what you’re after, then consider this renovated Victorian home in the quaint neighborhood of Parkdale, just beyond the western limits of downtown Toronto but easily accessible to all that the city has to offer. It comes with not one but two parking spaces (a rarity for anywhere in Toronto), making it a great option if you’re driving around the city, as well as a private deck with a grill so you can do some warm-weather alfresco dining. The home is finished with some hotel-like amenities, too, such as a Nespresso machine with a selection of coffees and teas, a Smart TV with streaming services, and a Sonos system for music.
- Courtesy Airbnb
Treetop tranquility in Roncesvalles
Bed & bath: 3 bedrooms, 2 baths
Top amenities: Two decks, chef’s kitchen, Scandinavian decor
Nearby attractions: Dundas West, Queen West, High ParkOver on Toronto’s west end is a hidden gem of a neighborhood with almost European-feeling fair. But it wasn’t just the proximity to cute shops and restaurants and highly walkable streets that made us fall for this one—it was the stunning treetops view from the open-concept kitchen and living room space. Eight-foot windows around the dining table offer direct views onto some trees surrounding the house, for a transportive experience that feels less like you’re in the heart of one of North America’s largest cities, and more like you’re in a bucolic escape. Oh, and did we mention that each bedroom has a queen mattress plus a sofa bed or daybed, so the home sleeps up to 10 people?
- Courtesy Airbnb
A quirky bungalow with lovely garden in Cabbagetown
Bed & bath: 1 bedroom, 1 bath
Top amenities: A spacious backyard with outdoor furniture
Nearby attractions: House of Parliament (one of the best pubs in the city)Isn’t it special to have a garden in the middle of a large city? This unique bungalow-style accommodation offers an expansive outdoor seating area complete with comfortable outdoor furniture, designed for entertaining friends and making the most of those balmy Toronto summer nights. These Superhosts offer a complimentary selection of more than 15 different teas and coffees, over 200 DVDs for lazy days (not that you’ll need them, as the location is prime for exploring downtown), as well as a free bottle of Ontario wine with every two-night reservation. Yes, this one is comfortable and stylish and filled with personality—but it also has those personal touches that both Airbnb hosts and Canadian hospitality, more generally, is known for.
- Courtesy Airbnb
Modern convenience in the middle of Little Italy
Bed & bath: 1 bedroom, 1 bath
Top amenities: A Sonos system, Apple TV, and sleek chef’s kitchen
Nearby attractions: Playgrounds, parks, local favorite restaurants, like Bar IsabelLive like a real Torontonian in this convenient and popular neighborhood. This condo, situated in a 100-year-old historic home, was recently renovated and updated with all the custom hardwood floors and sleek marble countertops you could desire. It’s the charm of a historic home, but the convenience and panache of a contemporary one.
- Courtesy Airbnb
Dog-friendly home with large outdoor space in Danforth
Bed & bath: 3 bedrooms, 1.5 baths
Top amenities: A large outdoor space with seating, an open-concept kitchen and living room complete with grand piano
Nearby attractions: Monarch Park, with a large outdoor poolRemember when the Barenaked Ladies sang about that “old house on the Danforth?” No? Well, trust us, this has been a hip, desirable residential neighborhood since even before the Barenaked Ladies were singing about it. By staying outside the immediate environs of downtown, you’re afforded so much more space—just look at this home’s three spacious bedrooms, proximity to Monarch Park, and the large outdoor living area complete with a hot tub. If you’re traveling with Fido, they’ll have plenty of space to play outdoors at this is a pet-friendly home.
- Courtesy Airbnb
A waterfront condo in the heart of downtown
Bed & bath: 2 bedrooms, 2 baths
Top amenities: Extra plush towels, free parking, a welcome snack basket
Nearby attractions: Rogers Centre, Scotiabank Arena, Exhibition Place, Budweiser StageYou can’t get closer to Lake Ontario unless you fall in. This renovated two-bedroom, two-bath condo features a bonus den space so everyone has plenty of room to spread out. Staying here, you’ll have all the comforts of condo living, including a state of the art gym, indoor pool, hot tub, and sauna, as well as free underground parking (a rarity for this part of the city). If you want to be in the center of it all–and enjoy harbor and skyline views during your stay–this is where to do it.
- Courtesy Airbnb
A great-for-groups condo with floor-to-ceiling windows in downtown
Bed & bath: 3 bedrooms, 2.5 baths
Top amenities: Floor to ceiling windows with fantastic views
Nearby attractions: King Street West, Billy Bishop Downtown AirportIf you’re traveling in a group, this sleek two-level downtown condo features three bedrooms and two and a half separate bathrooms, so everyone can sleep and get ready with their own space. The stunning floor-to-ceiling windows offer a dramatic views over downtown, and the ideal location puts you within just a few minutes’ walking distance from Scotiabank Arena, Ripley’s Aquarium, the Metro Convention Center, as well as shopping and nightlife on King Street West.
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