Cosmopolitan, culturally vibrant Toronto is the kind of place you’ll visit and never want to leave, meaning it’s perfect for an extended stay in a condo, a bungalow or a self-catering apartment. The following selection includes some of the best vacation rentals in Toronto, so you’re sure to find a home away from home in the largest city in Canada – home to art, food, beaches and nightlife. Book your stay on Culture Trip.
If you’re looking for home rentals in Toronto, this stylish four-bedroom house is hard to beat. It has a lush lawn, a roof terrace and a style that blends a modern aesthetic with organic touches, such as exposed stone walls and polished granite work surfaces in the kitchen. In addition, the property has a great location in the residential Markland Wood neighborhood, close to Etobicoke Creek Trail.
A beautiful old property of honey-toned brick, this Victorian home features a cozy living room flooded with light by a large bay window, spacious bedrooms, including one with a brick fireplace, bathrooms with freestanding tubs and a wood-decked terrace. The house sits in the pleasingly named, trendy Toronto district of Cabbagetown, home to vintage clothing stores and colorfully painted houses.
Not many vacation rentals in Toronto can claim to have their backyard in a ravine, but that’s what’s on offer at this red-brick house, with tree-covered slopes rearing up sharply behind a wooden decking area with comfy furniture. Inside, the house has a classic look, with dark wood adorning the spacious kitchen and the lovely fireplace, and a pool table in one of the living rooms.
Condos to rent in Toronto don’t come much better than this stylish option, with dark wood polished floors, whitewashed brick fireplaces, modern kitchens and comfy bedrooms. The property sits in the Little Tibet neighborhood, close to attractions such as Medieval Times – where jousting and falconry are among the Middle Ages-era entertainment – and Tibetan restaurants serving delicious Himalayan cuisine. The Marilyn Bell Park has lovely lakefront walking trails.
Sitting in the buzzing Annex area, a historic neighborhood in Toronto now famous for its lively student population, bookstores and bars, this Victorian house has a lovely traditional look, with brick fireplaces, polished wood floors and bathrooms decked out in marble. There’s a small terrace patio, and the outdoors is brought inside with a selection of life-giving houseplants. Sights nearby include the Royal Ontario Museum and Gardiner Museum.
There’s a down-to-earth feel about this lovely vacation rental, with light wood furnishings, a charming outdoor terrace with a sitting and dining area, and three cozy bedrooms. The house also sits among the red-brick surrounds of the student area of the Annex, as well as cafes, restaurants and bars. Be sure to check out the Royal Ontario Museum nearby for art, world culture and natural history.
Toronto locations don’t come much better than this lovely house, which sits in the city center near the Museum of Contemporary Art Toronto and High Park Zoo, among other attractions. There are four bedrooms here, each with stylish decor and a neutral color scheme that extends to the rest of the house, from the fully equipped kitchen to the cozy living areas. Out front, there’s a porch with a sitting area.
With its wooden floors, large open-plan living area and spacious kitchen and breakfast bar, this is a great choice among home rentals in Toronto. There are two bedrooms here, separate living and dining areas, and parking, so you can easily explore the many sights in the nearby area, including the Aga Khan Museum and Ontario Science Centre. Right outside, you’ll find the ravines and rivers of the Charles Sauriol Conservation Area.
This sleek loft apartment, decked out in modish shades of gray and with black-and-white urban photography adorning the walls, must be one of the most stylish condos in the city. There are no fewer than five bedrooms, making it a great choice for groups of friends or large families who can make good use of the fully equipped kitchen and comfy living areas.
Little Italy is a vibrant neighborhood famous for its fantastic restaurants and cosmopolitan character. This three-bedroom, two-bathroom flat, with an open-plan kitchen, living and dining area, is the perfect comfortable base for exploring the area. Be sure to check out the Art Gallery of Ontario, or for a green escape from the city, head to nearby Trinity Bellwoods Park.
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meet our Local Insider
HOW LONG HAVE YOU BEEN A GUIDE?
WHAT DO YOU LOVE ABOUT YOUR JOB?
It's the personal contact, the personal experiences. I love meeting people from all over the world... I really like getting to know everyone and feeling like I'm traveling with a group of friends.
WHAT DESTINATION IS ON YOUR TRAVEL BUCKET-LIST?
I have so many places on my list, but I would really lobe to go to Africa. I consider myself an “adventure girl” and Africa feels like the ULTIMATE adventure!
Every CULTURE TRIP Small-group adventure is led by a Local Insider just like Hanna.
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Connect with like-minded people on our premium trips curated by local insiders and with care for the world
Since you are here, we would like to share our vision for the future of travel - and the direction Culture Trip is moving in.
Culture Trip launched in 2011 with a simple yet passionate mission: to inspire people to go beyond their boundaries and experience what makes a place, its people and its culture special and meaningful — and this is still in our DNA today. We are proud that, for more than a decade, millions like you have trusted our award-winning recommendations by people who deeply understand what makes certain places and communities so special.
Increasingly we believe the world needs more meaningful, real-life connections between curious travellers keen to explore the world in a more responsible way. That is why we have intensively curated a collection of premium small-group trips as an invitation to meet and connect with new, like-minded people for once-in-a-lifetime experiences in three categories: Culture Trips, Rail Trips and Private Trips. Our Trips are suitable for both solo travelers, couples and friends who want to explore the world together.
Culture Trips are deeply immersive 5 to 16 days itineraries, that combine authentic local experiences, exciting activities and 4-5* accommodation to look forward to at the end of each day. Our Rail Trips are our most planet-friendly itineraries that invite you to take the scenic route, relax whilst getting under the skin of a destination. Our Private Trips are fully tailored itineraries, curated by our Travel Experts specifically for you, your friends or your family.
We know that many of you worry about the environmental impact of travel and are looking for ways of expanding horizons in ways that do minimal harm - and may even bring benefits. We are committed to go as far as possible in curating our trips with care for the planet. That is why all of our trips are flightless in destination, fully carbon offset - and we have ambitious plans to be net zero in the very near future.