The 17 best Airbnbs in Toronto, from posh penthouses to whimsical solo stays

Neighborhood: South Parkdale

This two-bedroom suite on the corner of King Street West and Spencer Avenue holds sophistication at its core, with bold color schemes, minimal-but-effective decor and oh so comfortable bedding that’s certain to please. There’s even a little garden for fresh air, but our favorite part is almost all-black kitchen, incredibly cool and fully stocked. 

Time Out tip: Visit in September, and you’ll be staying in the heart if the Toronto International Film Festival (TIFF), where you might get lucky with some iconic celebritiy sightings. 

Sleeps: Four. 

Perks: The trendy neighborhood, the ridiculously stylish decor, the fresh garden, and the dozens of restaurants and nearby transit. Take your pick. 

Price: From $326 CAD per night. Three-night minimum. 

Neighborhood: Trinity Bellwoods

If you’re looking to explore the area of Trinity Bellwoods, this renovated Victorian home is one chic spot to do so. Decorated with thoughtful artwork and decor, this white-walled home has splashes of colour that bring it to life. There are two bedrooms, great for small families or couples who like a little extra luxury, and the neighbourhood is walkable, with Ossington Avenue, Little Italy, Parkdale, Kensington Market and the west end waterfront all close by. There are also plenty of cracking restaurants if you’re looking for date nights, too. 

Time Out tip: Lap up the natural light, gorgeous artwork and get lost in one of the many titles on the bookshelf. Go wild.

Sleeps: Four.

Perks: Trinity Bellwoods Park is lovely, and only a block away. 

Price: From $425 per night. Two-night minimum.

Neighborhood: Cabbagetown

For a city escape with your own private garden, this guesthouse is just what you need. Coming to life in the summer months, its outdoor space is filled with lush fauna, comfy garden furniture and heaps of natural light. You’ll be in your own private space, detached from the main house, in a home that’s complete with quirky touches and custom furniture. Plus, the hosts have gone the extra mile by adding 15 different teas and coffees, over 200 DVDs and a free bottle of wine when booking for over two nights.  

Time Out tip: This place has a spiral stair case that looks pretty cool, but might be tricky for large luggage or anyone with mobility issues. 

Sleeps: Four. 

Perks: You’re conveniently located near downtown, and within walking distance of all the neighborhood's best food and drink. 

Price: From $387 CAD per night.

Neighborhood: Brockton Village

The host describes this place as whimsy, and there’s honestly no better word for it. This one-bed sancturary feels like living in Jack Johnson’s sepia-toned dreamworld. It’s a lovely space in Little Portugal with an open-plan kitchen and dining area, a rustic-style bedroom, a full bathroom (with a tub!) and a small outdoor patio. It sleeps two, but we’d keep it for one to enjoy whimsical solo trip in Toronto.  

Time Out tip: The apartment is just above The Wanderly shop. Have a browse and you might find some whimsical pieces to take home with you. 

Sleeps: Two. 

Perks: You’re in the heart of Dundas Street, surrounded by great independent shops and restaurants, and convenient great transit options nearby. Bonus tip: Visit Honey’s Ice Cream for delicious vegan treats! 

Price: From $407 CAD per night. Two-night minimum. 

Neighborhood: Yorkdale-Glen Park

Ten-foot ceilings, corner-to-corner windows and a shipload of natural light. This pretty penthouse sits between Torkdale and Glen Park, two great neighborhoods with plenty of action to delve in. The bedroom is bright and airy, the kitchen is stocked and the views are certain to impress—especially from the balcony. But even more impressive are the building’s amenities, a pool a hot tub and a giant gym, rare to find in affordable Airbnb real estate. 

Time Out tip: If you need anything during your stay, there’s a 24-hour grocery store right across the street. 

Sleeps: Four. 

Perks: Aside from the epic views, have we mention the hot tub, gym and pool? Just make sure they’re not closed for the colder seasons. 

Price: From $261 CAD per night. Three-night minimum. From 2027, it turns into a minimum month-long rental. 

Neighborhood: Trinity-Bellwoods 

Visiting Toronto in the summer? This Airbnb comes with its own sun deck, giving you plenty of opportunities to top up your tan with a cocktail to hand. Inside, the home has rustic exposed bricks and a cool, grey colour palette, with a slouchy L-shaped sofa acting as the perfect sanctuary for post-exploring laziness. What’s more, you’ll be overlooking the CN Tower, a Toronto staple. Complete with four bedrooms and four bathrooms, it’s a comfortable stay for any kind of family. 

Time Out tip: This is quite a spenny spot, but if you’re in Toronto for the longhaul, it’s definitely worth the grab. 

Sleeps: Eight.

Perks: Nearby, you’ll find grocery stores, cute little boutiques, coffee shops and a variety of cuisines, and the Dundas & College Streetcar is right at your doorstep.

Price: From $392 per night. 28-night minimum. 

Neighborhood: The Annex

We’re big fans of dramatics, and the décor in this home does the job. This Victorian-inspired apartment delivers dark hues, romantic artwork and a buoyant collection of cushions that make the living room feel like ultimate reading nook for Oscar Wilde classics. However, head to the kitchen and it’s a totally different vibe. The deep red paint, chequered walls and quirky art make for a lively cooking spot. But our favorite part is the decadent bathroom with printed wallpaper, a panelled shower divider and dark olive tiling.

Time Out tip: Take a nice stroll or quick car ride to the Royal Ontario Museum nearby. 

Sleeps: Two.

Perks: Hungry? You won’t be for long. You’re close to some great restaurants likee Makann for breakfast, and El Pocho Antojitos Bar for dinner.  

Price: From $165 CAD per night. 30-night minimum (lengthy, but worth it!) 

Neighborhood: King West 

Located in the city’s buzziest neighborhood, within walking distance to some of the city’s key attractions like the CN Tower, Rogers Center, The Well, and Scotiabank Arena, this bright, sixth-floor, white-walled flat is minimal, but effective. There’s a comfortable bedroom, full bathroom and kitchen, and cozy lounge for elite TV watching. And when you need fresh air, the sunny balcony does the job. The neighbourhood also contains a bevvy of restaurants and bars that showcase Toronto’s cuisine and culture. 

Time Out tip: There’s no on-site parking, but there are tonnes of parking lots within walking distance.  

Sleeps: 2

Perks: Prince Street Pizza is a 10-minute walk, and serves delectable squares of cheesy dough. 

Price: $225 CAD per night. Six-night minimum.

Neighborhood: Corktown

If you’re a sucker for modern design, head to this remodelled 1870s Row House in Corktown, right next to Old Toronto. This two-bedroom home is right in the heart of the buzzing downtown area, where you’re a short stroll from St Lawrence Market and the Distillery District, while great cafes, restaurants and bars are all close by. Once you’re done exploring, you’ve got a chic, relaxing place to go back to that includes a king-sized bed that shines under a rose chandelier, a large dining area and a state-of-the-art kitchen. The exterior is a chic black-and-white color scheme, blending old and new influences seamlessly. 

Time Out tip: If you’ve got kids, you’ve hit the location jackpot. Sackville Playground is just next door. 

Sleeps: Four. 

Perks: The heated floors, Foster mattresses and complimentary toiletries are just a few of the bonuses that elevate the stay.  

Price: From $787 CAD per night. 

Neighborhood: The Annex

Dark interiored lounge, exposed brick and what looks like a freaking Tiffany-style chandelier. This cozy, yet elegant aparment has an abundance of characterful touches. We’re talking open fireplaces, stained glass windows, a spacious all-wood dining table and more. But head to the bedroom, and the style transforms into neutral pale tones, and zen, minimalist vibes. It’s a spacious place to rest of your head, and the bathroom is just as relaxing, with pale pink tiling and nice bath. All finished off with hardwood flooring for extra warmth, this is a top spot for planting your Toronto roots. 

Time Out tip: Pay @915dupont a little visit while you’re in town. No regular Coffee shop, here you’ll find a Hi-Fi listening bar with multiple rooms, delicious brews and cocktails. 

Sleeps: Four.

Perks: You’re right by the trendy DuPont, where you’ll find a tonne of great food spots, bars and shops.

Price: From $701 CAD per night. Four-night minimum. 

Neighborhood: Victoria Village

A big house for big groups, this six-bedroom home in Victoria Village comfortably sleeps twelve guests in its large, light-filled bedrooms. The rest of the house is just as spacious, with a modern shared kitchen, dining room with high wood-panelled ceilings and garden that’s perfect for entertaining in the summer months. You might get a little lost at first, but there’s something quite spectacular about opening door after door to each whopping big space. 

Time Out tip: Another month-long rental, this home suits families or big parties that love a bit of nature with their city escape. It’s a great pick for the holidays, when the bordering Wigmore Park is filled with snow. 

Sleeps: 12.

Perks: You’re only Just 15 minutes away from Toronto's Entertainment District.

Price: From $515 CAD per night. 28-night minimum.

Neighborhood: the Annex

Couples’ getaways don’t get much better than staying at this vintage-style apartment in Annex. A separate basement suite of a semi-detached home is filled with antique furniture, artwork, and even a stained-glass window from the famed Honest Ed’s store. The kitchen has a custom backsplash, and custom woodwork is scattered throughout the home. Extra comfort comes from the heated flooring, perfect for wintery Toronto weather. 

Time Out tip: You’re right across to the Spadina metro station. From there, it’s a 30-minute ride to downtown. There’s also a convenient tram stop at the bottom of the street.

Sleeps: Two. 

Perks: You’re a seven-minute walk from Bloor treet in Koreatown, and 20 minutes from Casa Loma. 

Price: From $263 CAD per night. Two-night minimum. 

Neighborhood: Hoggs Hollow / York Mills 

Imagine you earn just a smidgen more than you probably do now, and this place is where you could be livin’ it up. Split it between you and nine friends for a supercharged weekend. It’s still expensive AF, but honestly, there’s so much to enjoy and it’s worth it for a once-in-a-lifetime Toronto trop. The grand, contemporary five-bedroom home features a home cinema and games room, a privite gym and a pool. Oh, the pool. If we didn't have to go exploring, we’d be tempted to spend all day right here.

Time Out tip: This is a great place for green-space lovers. You’re surrounded by foliage, and near Jolly Miller Park. 

Sleeps: Ten.

Perks: For the money you’re dropping, the whole house is the perk. 

Price: From $5751 per night. Five-night minimum. (Yields just under $3k per guest)

Neighborhood: Entertainment District

Be right in the hustle and bustle of Toronto’s financial core, right opposite the CN Tower to be exact. You’ll watch over city slickers heading to high-octane office jobs while you sip your morning coffee overlooking Lake Ontario. The executive-style condo is great for businesspeople and tourists alike, thanks to its neat interiors that maximise the compact space. As well as offering a stylish place to crash, it’s got a recreation area downstairs with a swimming pool, sauna and gym. Perfect for a post-exploring splash around.

Time Out tip: Spend a night in with extavagant views of the CN Tower and Lake Ontario. 

Sleeps: Three.

Perks: There’s great shopping right next to the apartment, and the CN Tower, Rogers Centre and Scotiabank Arena are all two minutes away.

Price: From $562 CAD per night. 

Neighborhoood: Dovercourt Village

We love tiny home-living, and this Dovercourt Village property is no exception. You’re in a great Downtown location, near restaurants, bars and galleries to tempt you each day, yet the place still feels like a tranquil space. There’s lots of natural light, stylishly uncluttered spaces and Japanese tatami mats. Plug yourself into a meditation app, and you’ll be floating on a cloud of happiness.

Time Out tip: Order all the sides when you explore the eateries of Bloordale and beyond.

Sleeps: Four.

Perks: The rooftop is a nice little respite for an evening cocktail or two. 

Price: From $313 CAD per night. Two-night minimum. 

Neighborhood: Financial District

Immerse yourself in cosmopolitan living with a stay in this grey-and-white painted Financial District apartment. Perched on the 40th floor of a postmodern boutique hotel, this condo is decked out with plenty of nifty features. There are floor-to-ceiling windows that fill the room with natural light, chic granite countertops for meal prepping and access to the spa within Pantages Hotel. Really, is there no better way to eat your dinner than overlooking the city? We doubt it. Soak up all of the city in its lit-up glory from night until day.

Time Out tip: Try the building’s restaurant, Trios Bistro, for a brilliant seasonal-inspired meal. 

Sleeps: Two. 

Perks: We love a cool open-concept layout especially when it’s accompanied by skyline views. 

Price: From $433 CAD per night. Two-night minimum. 

Neighborhood: Trinity Bellwooods. 

In one of Toronto’s most exciting neighbourhoods, this urban cottage on Ossington Avenue ticks all the boxes for a charming couples stay. Priding itself on being a calm oasis within the city, the stay is set on two floors of an interior designer’s home, with a large dining room, fully-equipped kitchen, artsy living room, and a spacious green garden with a fire pit. 

Time Out tip: The streets can get a little loud on weekends, but if you ask your host, she’s happy to provide earplugs. 

Sleeps: Two. 

Perks: Come autumn, when the weather is chilly, the firepit is the perfect place to cuddle around. 

Price: From $322 CAD per night. Two-night minimum. 

RECOMMENDED:

📸 The best things to do in Toronto
🦀 These are some amazing Toronto restaurants to try🍸 The best bars in Toronto
📍 Discover our ultimate guide to all things Toronto