House holiday rentals in Rosedale

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Top-rated house rentals in Rosedale

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Guest favourite
A modern living area features a sectional couch adorned with colorful throw pillows, complemented by a glass coffee table. A piece of pop art hangs on the wall, and natural light is provided by a nearby window. Exposed brick adds texture to the stylish space.
Home in Toronto
4.96 out of 5 average rating, 115 reviews

Bold, Colourful Home in Leslieville, Toronto

Wake up to coffee at the breakfast bar, unwind with late afternoon drinks on the sunny deck or chill out with a movie on the large screen TV on a cold day. This stylish open-plan apartment features pop art, original brick walls, and whimsical touches to bring a homey atmosphere to the neutral color scheme. This stylish, self contained 2nd & 3rd floor 2 bedroom apartment is fully equipped to supply you with a home away from home. 3rd floor -- 1/2 bath and master bedroom with firm queen bed and fold down chaise - suitable for occasional, additional overnight guests (with our approval). 2nd floor -- 2nd bedroom with pillow-top queen bed, gorgeous bathroom (large rain head shower - no bathtub), living room with HUGE TV, laundry facilities and a full kitchen complete with beautiful stainless fridge with ice maker, gourmet chef's gas range, microwave, dishwasher, & quartz counters with 4 stools. Incredible 2nd floor deck for outdoor space. Coffee & Tea to get you started. Fully separate and complete 2 bedroom apartment on the 2nd and 3rd floor of our home. Onsite parking can be arranged for guests with cars however there are 3 apartments in the building and only 2 spots so it is reserved on a first come, first served basis. Please enquire at time of reservation. Although we don't live at this house full-time, we are always available by phone or email. We do come and go throughout the week so we will make every effort to meet you at some point. Guest will use a lockbox to access keys. Located in the vibrant Leslieville area, the apartment is a short distance to the Indian Bazaar, the busy vibe of Chinatown East, the quaint shops of Queen Street East, and the eateries of Greektown on the Danforth. Or spend the day at the lake - walking distance to Abridges bay, Woodbine Park and the beach! Toronto's diversity at its' best. Literally seconds to the 24 hour streetcar stop which will take you downtown in about 15 minutes. 20 minute walk or 5 minute bus ride to the closest Subway station (Greenwood). 88 Walking score - Very Walkable (Most errands can be accomplished on foot). 84 Transit Score - Excellent Transit (Transit is convenient for most trips). 87 Bike Score - Very Bikeable (Flat as a pancake, excellent bike lanes). This home has been our renovation project for the past 3 years. Everything in this apartment is new or close to it. We are currently working on a separate apartment in this home. Please be respectful of noise travel to other apartments.

Top Guest favourite
The exterior of the duplex house is shown, featuring a well-maintained front lawn with blooming flowers. The building has a brick façade with large windows framed by vibrant greenery. A small balcony is visible on the upper floor, adorned with potted plants.
Home in Midtown
4.97 out of 5 average rating, 119 reviews

2-Bedroom House In Deer Park

Welcome to our charming 2-bedroom duplex house nestled in the beautiful Deer Park neighbourhood of Toronto! This cozy Airbnb is the perfect home away from home for your stay in the heart of the city, with subway, shops and parks within 10 minutes' walk. This newly renovated house is on the ground floor of a duplex and boasts an amazing sun-room, beautifully furnished living and dining rooms, a fully equipped modern kitchen and 2 comfortable bedrooms. Parking and laundry is available on request.

Top Guest favourite
A modern living area features a sleek brown leather couch with decorative pillows, positioned across from a dark wooden coffee table. Bright natural light enters through large bay windows, complemented by light-filtering curtains. A decorative wall map and a large green plant add character to the space.
Home in York
4.99 out of 5 average rating, 204 reviews

Welcome to Greenhills, a Charming Home w/ Parking

Clean Open Concept, Sun-Filled 2 Bedroom main floor home with PARKING; Can sleep up to 4 people. Featuring simple modern décor, queen size beds, big beautiful windows with room darkening curtains, closet storage. Dedicated office desks in bedrooms Full kitchen, with oil, seasoning spices, toaster, hot water kettle, Keurig Coffee Machine and complimentary coffee+tea. Clean bathroom with shampoo+conditioner+body wash+lotion SMART TV 60” Fast internet Wifi Check-In: 3PM Check-Out: 11AM

Top Guest favourite
The exterior of a detached heritage home is showcased, featuring a brick façade and large windows. The entrance is framed by vibrant orange flowers and lush greenery. A yellow awning extends over the front door, adding a cheerful touch to the welcoming ambiance.
Home in Church-Wellesley
4.92 out of 5 average rating, 141 reviews

Entire Heritage House for Two! 1BR 3BA 2 Liv Rms

Beautiful detached heritage home on a quiet, tree-lined street in the heart of downtown Toronto. Wellesley Subway Station is just half a block. We offer one spacious bedroom with ensuite bathroom, formal dining room, living room, modern kitchen with bright breakfast area, and tv room. You’ll also find an extensive library throughout the home — perfect for curling up with a book during your stay. Our pricing is transparent, with a modest cleaning fee and no surprises at checkout :)

Top Guest favourite
An outdoor seating area is showcased, featuring a comfortable couch adorned with patterned cushions. Flanking the couch, two red chairs face a wooden fence, while a decorative lantern and potted plants add touches of greenery, highlighting the inviting atmosphere of this private space.
Home in Cabbagetown
4.94 out of 5 average rating, 596 reviews

Comfy Oasis In Historic Downtown Neighborhood

According to Airbnb, we are "One of the most beloved homes on Airbnb". Now in the top 5% of all listings on AIRBNB. Superhosts for 10 years! This renovated guest house features an open-plan kitchen, a spiral staircase to a beautiful and open loft suite, with custom furniture and decorating accessories (1 bed + 1 sofabed). Enjoy the beautiful garden in the summer, and sip any of the more than 15 different complimentary teas and coffees we offer. This guest house is FULLY equipped.

Top Guest favourite
Home in Corktown
4.99 out of 5 average rating, 243 reviews

Stylish 1870s Home near Distillery District & Old Toronto

Named a Top 1% by Airbnb, former Plus listing & top 10 Toronto stay by BlogTO, this beautifully restored 1870s rowhouse blends historic charm with modern refinement. Thoughtfully designed throughout, it’s located downtown steps from St. Lawrence Market, the Distillery District, and some of the city’s best cafés and restaurants. In the evening, unwind in the serene, charcoal-toned bedroom beneath the warm glow of a statement chandelier—your refined Toronto retreat awaits

Top Guest favourite
The serene backyard features a heated saltwater pool surrounded by a stone deck, bordered by lush greenery and blooming trees. A patio area includes outdoor seating and a grill, while large windows overlook the pool, enhancing natural light in the adjacent indoor space.
Home in The Beaches
4.99 out of 5 average rating, 170 reviews

Luxury 4BR Oasis Year Round Heated Pool & Hot Tub

Unwind in style at our year-round heated pool & soothing hot tub—the heart of this luxury 4-bed family oasis. Inside you’ll find plush beds, smart TVs, speedy Wi-Fi and a fully stocked chef’s kitchen. Outside, enjoy the fenced backyard with BBQ, lounge seating and night lighting. Pool & hot tub open 365 days Baby gear: crib, high-chair, safety gates Games galore: board games, books & playroom Seconds to beaches, shops and dining—yet peaceful enough for stargazing.

Top Guest favourite
The living area features a comfortable gray sofa adorned with decorative pillows. A white coffee table holds books and a small vase of flowers. A potted plant adds a touch of greenery, while a dining table and chair provide additional seating.
Home in Toronto
4.97 out of 5 average rating, 100 reviews

Cozy 1BR Suite • Heart of Danforth • Near Subway

Lower-Level Suite Notice: This is a private basement apartment accessible via a full set of stairs. Our family lives in the home above. While we do our best to maintain a quiet environment, you may occasionally hear normal daytime sounds from our young children. Most guests find the space peaceful and comfortable, but we like to share this information so there are no surprises during your stay. Thank you for your understanding, and we look forward to hosting you.

Top Guest favourite
A spacious open-concept living area is presented, featuring a cozy couch and two armchairs arranged around a round coffee table. A large TV is mounted on the wall, and a rug with black and white stripes adds a touch of style. Plants and decorative art complete the inviting ambiance.
Home in East York
4.97 out of 5 average rating, 219 reviews

Modern and bright private suite.

Enjoy a newly built, professionally designed, roomy 1-bedroom basement apartment in East York Toronto. Conveniently located near the Danforth, Woodbine Beach, parks, and trails, the apartment is a short bus/subway ride or a 15 min drive from Downtown Toronto. Self-contained and spacious, it offers a fully equipped kitchen, new laundry facilities, a queen-sized bed, ample storage, and plenty of natural light.

Top Guest favourite
The exterior of a vintage residence is displayed, featuring brick masonry and a bay window on the upper level. Lush greenery surrounds the entrance and flower beds, while two sets of stone steps lead to the inviting porch. Trees provide shade and tranquility.
Home in Cabbagetown
4.94 out of 5 average rating, 129 reviews

Artist's Lovely Cabbagetown Century Home Downtown

Bring the past back to life in this re-imagined vintage space. The heritage Arts and Crafts residence features original finishes, architectural brick masonry, Georgia pine floors, a shaded walled private courtyard garden, and a cedar deck. This peaceful home is a quaint gem filled with the artist's original works, culture and history. Hi speed Wi-Fi, and premium cable to ensure you'll feel right at home.

Top Guest favourite
A bright and airy living space showcases two red sofas facing a modern coffee table, with a television mounted on the wall. A cozy wood stove is visible in the corner, with exposed brick adding texture to the room. Large skylights allow natural light to fill the area.
Home in Palmerston
5 out of 5 average rating, 106 reviews

The Peony Loft - a Modern Take on the Victorian

Built in 1893, this classic Toronto Victorian home will be a relaxed introduction to city life. Enjoy the upper living space, laid out over two floors, with a gorgeous private, beautiful furnished sky deck with a view of Toronto's exciting skyline. Experience the restaurants, pubs & nightlife of Toronto's College St. neighbourhood of Little Italy, all within walking distance of your front door.

Top Guest favourite
The exterior of the urban home is presented, featuring a dark blue façade and a sloped roof. A small, neatly landscaped front yard is enclosed by a black picket fence. Large windows allow for natural light, with a Canadian flag displayed proudly outside.
Home in Toronto
4.97 out of 5 average rating, 111 reviews

Cozy Leslieville 2-Bedroom Home

Unique urban home located right next to Greenwood Park where the Leslieville Farmer's Market happens May - October. Perfect for families with children and dogs as the dog park is less than 1 minute away. Convenient access to Queen St. restaurants and the streetcar 5 minutes away. Be downtown Toronto in 15 minutes. Free parking behind house. Explore all Leslieville has to offer.

Popular amenities for Rosedale house rentals

When is the best time to visit Rosedale?

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Quick stats about house rentals in Rosedale

  • Total holiday rentals

    Explore 50 holiday rentals in Rosedale

  • Nightly prices starting at

    Rosedale holiday rentals start at $57 AUD per night before taxes and fees

  • Verified guest reviews

    Over 1,700 verified reviews to help you choose

  • Family-friendly holiday rentals

    40 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    30 properties have a dedicated workspace

  • Wi-Fi availability

    40 of Rosedale holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Rosedale rentals

  • 4.9 Average rating

    Rosedale stays are highly rated by guests—averaging 4.9 out of 5!

  • Nearby attractions

    Rosedale's top spots, include Evergreen Brick Works, Bloor–Yonge Station, and Bay Station

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