cool toronto airbnbs Rouge Valley National Park Cabin
Photo Credit: Airbnb

10 Coolest Airbnbs in Toronto To Experience Its Charms

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With 28 million people visiting Toronto in 2019, this megacity is Canada’s biggest metropolis with its diverse, dynamic and lifestyle. Thanks to a wide array of attractions scattering across this dizzyingly big city, choosing a proper place amongst the concrete jungle to stay for first-time travelers to Toronto is a little tricky. 

However, it doesn’t mean that you have to break the bank for a night at a high-end hotel downtown. The innovative home-sharing platform of Airbnb has introduced us to a forest of cookie-cutter condos filled with styles and characters. That said, if you’re hunting for the best places and neighborhoods to maximize your vacation in Toronto, here are 10 of our favorite private places in Toronto you can find on Airbnb.

1. The Charmer Near Downtown

cool toronto airbnbs The Charmer Near Downtown
Photo Credit: Airbnb

Price: $$ 
No. of guests: 2

Bedroom: 1
Rating: 4.98

Downtown Toronto is always that first choice that pops into our minds but it doesn’t mean you should limit yourself to this area only. Travel further afield to the outskirts and spend your night in this custom-designed coach house for a weekend getaway. Not only can you get rid of the unwanted noise from the chaotic cityscape but also have an opportunity to seize the true charm of Toronto’s daily life!

What we love about this charmer is the home-away-from-home feeling that always puts a smile on your face every morning you wake up. Imagine sipping a cup of tea on a comfy leather couch to give your day a boost! That’s what we call simple happiness! 

Brett’s wooden charmer features a quaint, secluded private courtyard where you can cook up some BBQ or laze around on the hammock. The extraordinary neighborhood adds in the charm of its prime location, where you can walk down the street to grab some cheesy bread, or indulge in a beautiful, vibrant street art jam-packed with eccentric people around the St. Lawrence market. Brett’s 1-bedroom rustic charmer can accommodate 2 guests and is available for a minimum booking period of 2 nights. 

2. Sun-Filled Sanity Saver Sanctuary

cool toronto airbnbs Sun Filled Sanity Saver Sanctuary
Photo Credit: Airbnb

Price: $$
No. of guests: 2

Bedroom: 1
Rating: 4.96

How about staying at a historic building in Toronto instead of a fancy condo building? If traveling with style is what you’re looking for, then Marie’s Airbnb is the right place for you! This rustic loft was once a shoe factory during the two World Wars and has been featured in numerous movies, music videos, and magazines. How cool is that? Not only can you look back on an interesting piece of Toronto’s history but also have a chance to embrace the Southern Eastern exposures in this authentic hard loft.

What we love about Marie’s sun-filled saver sanctuary is how all the furnishings, colors, and materials are put together to complement the character of the old Toronto. The brick walls, wood beams, and leather lounge are placed spontaneously surrounding a Heintzman piano with the hallway containing artwork. 

This loft is the real deal and was proudly ranked as “’Airbnb of the Week” by Toronto Life Magazine. Marie’s sun-filled historical studio is available for a minimum booking period of 1 night and can host 2 guests at a time. No party is allowed so consider booking this place if you’re down for a private and serene moment! 

3. Rouge Valley National Park Cabin

cool toronto airbnbs Rouge Valley National Park Cabin
Photo Credit: Airbnb

Price: $$
No. of guests: 2

Bedroom: 1
Rating: 4.93

Making a getaway into the woods right in the heart of Toronto is not only worth an imagination! Norman’s cabin is here to make your dream come true! Unlike other Airbnbs, this cabin is a peaceful cottage hidden in the heart of the Rouge Valley National Park where you can make a great escape from the chaotic city life. 

Designed by Redriverdesigns, the lodge inclines towards a serene experience. For those travelers who love to go off the grid and experience things in a cooler way, this lovely wooden cabin will come in handy and allow you to disconnect from the daily grind. 

With a short 30-minute ride from Toronto center, this hidden cabin is a real deal that provides you all essential amenities you may ask for from a hideout vacation. A fully-equipped kitchen, a fire pit, BBQ wood stove, and a bathroom with composting toilet are available to take your vacation up a notch! Norman’s lodge is next door to a hiking trail where you can work your legs every morning in a secluded nature. No power to the cabin means more serenity and a better hideaway! The minimum booking period is 1 night so seriously consider Norman’s 1-bedroom Airbnb if you want a great escape!

4. Penthouse Seven: Luxury Panoramic View Tower 

cool toronto airbnbs penthouse seven
Photo Credit: Airbnb

Price: $$$
No. of guests: 6

Bedroom: 2.
Rating: 4.76.

Chic, stylish, lavish, and elegant are the best words to describe this fabulous penthouse! The oversized glass walls overlooking the city skyline turns this extravagant penthouse into a luxury panoramic open-concept suite! The staff has gone above and beyond to make you feel at home in this fully-furnished, minimalistic solarium. You can kick start the day by taking a dip in the indoor swimming pool or engaging your core at the gym in the same building before hitting the streets of Toronto. A hot tub and sauna are also available to welcome you home by the end of the day. 

More than just a luxurious stay, Penthouse Seven is a true photo-perfect charmer as you can turn it into your own photo shooting studio during the stay! The condo requires 2 nights minimum for a booking and can accommodate up to 6 guests with 2 spacious bedrooms. 

5. Boutique Treetops in Serene Downtown

cool toronto airbnbs Boutique Treetops in Serene Downtown
Photo Credit: Airbnb

Price: $$ 
No. of guests: 3

Bedroom: 1
Rating: 4.93

Nestled down the street on the outskirts of Toronto is a spacious 1-bedroom boutique Airbnb. This red-bricked commodity is a sweetheart enclosed by lush vegetation with its 2 cozy balconies turning into a sunny space to munch on an afternoon snack. 

The whole house encompasses the top floor of a Victorian house amid a serene urban neighborhood with close proximity to downtown. The stunning mural wall lends a modern touch to the interior, giving a great contrast to the rustic and vintage exterior design. Once you step into the kitchen space, get ready for a jaw-dropping custom wall and ceiling decor of dark wood making a great contrast to the white dining set! This tasteful Airbnb has a capacity of 3 guests and available for long-term rent.

6. Stylish 1870s Home Near Distillery District And Old Toronto

cool toronto airbnbs Stylish 1870s Home near Distillery District
Photo Credit: Airbnb

Price: $$$
No. of guests: 4

Bedroom:
Rating: 4.99

Toronto is hands down the gold mine of accommodations, but the pride of place is given to Jay’s stylish 1870s home. Proudly ranked as one of the 10 best listings by BlogTO in Toronto, this minimalistic and modern Airbnb opens a door to the good old days of Toronto and transports you back to the 1870s. 

Formerly built as a row-house, Jay’s 2-story building has a close proximity to a distillery heritage site, St Lawrence Market, and multiple restaurants and art galleries. This condo is a perfect choice for families with kids that can sleep up to 4 people. The 2 exclusive bedrooms of the house welcomes you with a plush, charcoal-hued theme while the tiered restoration chandelier finishes the concept with a tasteful touch. 

One last thing about Jay’s home that reminds us about the top-notch hospitality is the system of Sonos music speakers equipped throughout the property. What a great way to enjoy the stay to your heart’s content! The minimum booking period at Jay’s apartment is 3 nights.

7. Darling Mansion: The Flamingo Room

cool toronto airbnbs Darling Mansion
Photo Credit: Airbnb

Price: $$
No. of guests: 2

Bedroom: 1
Rating: 4.86

Darling Mansion run by Tanya is a game-changer in the field of mural artists. Inspired by The Flamingo Hotel of Bugsy Siegels in Las Vegas, Tanya’s home was brought to life by the phenomenal muralist and street artist BirdO. This authentic Victorian mansion has vividly stood out from the trendy West End neighborhood of Toronto as a haven of creative space and artist with an eclectic collection of artifacts. 

Get ready to be hypnotized by the flamboyant mural art but the interesting history behind this old mansion is another big factor that gets you hooked! The mansion was built in 1888 for one of Canada’s first female doctors. 

Don’t forget to spend a decent moment to indulge in a good chat with Tanya and get to know about her interesting background! Her sinfully-indulgent sense of interior design has successfully alluded a tasteful touch to her guests. This flamboyant Airbnb only requires a minimum rent-out period of 1 night with the capacity of 2 guests.

8. Lavish Penthouse with CN Tower View

cool toronto airbnbs Lavish Penthouse with CN Tower View
Photo Credit: Airbnb

Price: $$$
No. guests: 4.

Bedroom: 2. 
Rating: 4.87

Minimalistic, modern, and fully furnished, Paul’s penthouse is definitely the cream of the crop in Toronto. The place is catered to families and businessmen who wish to feel homey while spending a good amount of time in Toronto. While the stunning white dominates the theme, Jay has thoughtfully added in some essential highlights to complement the space such as grey-hued accessories, blackwoods, and dark marbles. 

For those who set out to Toronto for the very first time, no need to stress out over finding a proper accommodation with a prime location anymore because Jay’s lavish penthouse is next door to many restaurants, bars, and points of interest. Is there anything better than sipping on a hot chocolate while taking in a 180-degree view over the CN Tower from the cozy couch? Jay’s Airbnb is available for a minimum rent-out period of 2 nights and can host 4 people maximum.

9. Waterfront Penthouse Overlooking Lake Ontario

cool toronto airbnbs Waterfront Penthouse Overlooking Lake Ontario
Photo Credit: Airbnb

Price: $$
No. of guests: 4

Bedroom: 2
Rating: 4.97

Lay back by the waters allows the blue mind to enter our inner soul and brings us greater happiness. Hence, we tend to seek out a decent place by the sea or river where we’re exposed to the waters. One of the best Airbnbs in Toronto that allows you to do so is Lindsay’s waterfront penthouse offering a splendid view over Lake Ontario. 

Pictures don’t do this place justice because the actual home is even more jaw-dropping and well-kept. The selling point that keeps pulling in travelers worldwide is the expansive view across Lake Ontario through the floor-to-ceiling windows. 

Lindsay’s home is smack dab in the heart of Toronto’s vibrant Harbourfront district. So get ready to be woken up by the morning sun, get your coffee fix, and stare out at the boats sailing by through the window! Even the scene of airplanes taking off and landing is therapeutic! Lindsay’s home is available for a minimum booking period of 5 nights and can accommodate 4 guests per booking. 

10. Sunny Family Retreat on Withrow Park

cool toronto airbnbs Sunny Family Retreat on Withrow Park
Photo Credit: Airbnb

Price: $$$
No. of guests: 6

Bedroom: 4
Rating: 5

Toronto Life Magazine has recognized Norm’s sunny condo as one of the five coolest Airbnbs, so there’s no reason to skip this fabulous commodity when visiting Toronto with your beloved family! This sunny loft is a true definition of a character-filled living space! Bright, spacious, and historic are the key factors that keep Norm’s house on the radar of tourists. 

Comprising 4 bedrooms that can sleep 6, this 3-story apartment is right opposite to Withrow park where you can take a long walk around when the sun beams down or pick up some exercise every morning. 

This house boasts a refined master bedroom with an en-suite bathroom, gourmet kitchen, a remarkable office, and many other compartments to make you feel like home. We’re sure you’re going to miss your morning coffee on the front porch overlooking the park and even the amazing gas grill at this Airbnb when leaving! The place is also available for long-term rent. So if you ever need a fully-furnished home on a long business trip, you know where to head out for! 

And that’s a wrap! Tell us which one of the above is your favorite! Since these Airbnbs are the best sellers in town, don’t forget to make an advance reservation within a good amount of time before your arrival date during the peak season! If you like this curated list, we’re sure you will also love these 10 best Airbnbs in Edmonton for a pleasant stay! Check them out right now!

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