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The Best Vacation Rentals and Holiday Homes to Book in Toronto, Canada

Downtown Toronto sparkles with high-rises and the CN Tower while boats bob in the water
Downtown Toronto sparkles with high-rises and the CN Tower while boats bob in the water | © Suranga Weeratuna / Alamy Stock Photo
Photo of Daniel Stables
22 November 2021
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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.

iResidence in Toronto, for homey garden areas

The living room at the iResidence in Toronto, complete with a sofa, an armchair and a large window letting in plenty of light
Courtesy of iResidence in Toronto / Hotels.com
Unavailable for the next 3 months

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.

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Easyhosts Unique Central Victorian House, for 19th-century architecture

3.7/5 (6 Reviews)
A cozy sitting and dining area with goldenrod drapery, a gray sofa with throw pillows, a dining set and a colorful area rug at Easyhosts Unique Central Victorian House
Courtesy of Easyhosts Unique Central Victorian House / Hotels.com
Unavailable for the next 3 months

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.

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Lavish 4BR House With Ravine Backyard, for canyon views

A bright living room in the Lavish 4BR House With Ravine Backyard, with shelving holding games, books and more set behind a comfy sofa
Courtesy of Lavish 4BR House With Ravine Backyard / Hotels.com
Unavailable for the next 3 months

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.

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The Temple Stays, for unbeatable design in Little Tibet

3.8/5 (6 Reviews)
A sleek and bright open-plan living, dining and kitchen area at the Temple Stays
Courtesy of The Temple Stays / Hotels.com
Unavailable for the next 3 months

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.

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Stunning Victorian House in the Annex, for old-school design in a modern locale

A bright white living room in the Stunning Victorian House in the Annex adorned with plants, a fireplace, polished wood floors, a TV and a sectional sofa
Courtesy of Stunning Victorian House in the Annex / Hotels.com
Unavailable for the next 3 months

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.

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Homey and Elegant 3-Bedroom Home in the Annex, for a cozy bolthole

A cozy gray-and-white living room with a staircase on the left at the Homey and Elegant 3-Bedroom Home in the Annex
Courtesy of Homey and Elegant 3-Bedroom Home in the Annex / Hotels.com
Unavailable for the next 3 months

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.

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  • Elegantly Appointed Detached House in the Central City, for museums and zoos

    A cozy living room, with a comfy sofa and a TV, next to a bedroom at the Elegantly Appointed Detached House in the Central City
    Courtesy of Elegantly Appointed Detached House in the Central City / Hotels.com
    Unavailable for the next 3 months

    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.

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    Victoria Village, Modern Two-Bedroom With Parking, for roomy open-plan living

    5/5 (1 Reviews)
    The spacious living room with a blue sectional sofa next to the kitchen at the Victoria Village, Modern Two-Bedroom With Parking
    Courtesy of Victoria Village, Modern Two-Bedroom With Parking / Expedia
    Unavailable for the next 3 months

    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.

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    Modern 5-Bedroom Boutique Loft, for trendy attic design

    Unavailable for the next 3 months

    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.

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    Chic and Central 3-bedroom in Little Italy, for a homey stay in a bustling neighborhood

    The cozy living and dining area adorned with trinkets and art at the Chic and Central 3-bedroom in Little Italy
    Courtesy of Chic and Central 3-bedroom in Little Italy / Hotels.com
    Unavailable for the next 3 months

    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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