Vacation rentals in Rosedale

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Top-rated vacation rentals in Rosedale

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Top guest favorite
Home in Cabbagetown
5 out of 5 average rating, 61 reviews

Quiet, Private Cabbagetown Suite Near Downtown

⭐No Cleaning or Service Fees⭐ Welcome to this bright, private suite with its own separate keyless entry, located on the upper floor of a Cabbagetown home. Enjoy plenty of natural light, a cozy gas fireplace, and two balconies. Equipped with a full kitchen, in-suite laundry & A/C, this suite offers a perfect blend of comfort and convenience Food & Shopping: 200m-450m Downtown: 1.8 km U of T: 2.6 km Hospitals: 1.3 km Please note: The suite is located on the 3rd floor, and access is via stairs.

Top guest favorite
Guest suite in Playter Estates-Danforth
4.94 out of 5 average rating, 18 reviews

Danforth Nook - Laundry included onsite

Enjoy easy access to everything from this centrally located home base for 2 adults, 1 child. This lower unit boasts all you need for a stay in the city. Just around the corner from Chester TTC subway station, and the thriving heart of The Danforth, this home away from home has all you need for rest through your stay. Self-check in at our side entrance takes you down 6 steps to your own entry way into a full kitchen, washer/dryer, washroom, queen bed, couch, TV, wifi, & a small separate office.

Top guest favorite
Apartment in Cabbagetown
4.96 out of 5 average rating, 181 reviews

Private 3 bedroom Apartment in Downtown Toronto

Private apartment with three large private bedrooms, (one with an ensuite deck), 1 bath, full kitchen with living and dining area and laundry in a charming Victorian rowhouse. This is a Toronto Heritage building, one of the oldest homes in the city with modern conveniences. Lots of restaurants, shops, parks and beautiful streets steps away; minutes walk to bus, streetcar/tram and subway stops. Walking distance to Eaton Centre, UofT, Toronto Metropolitan University, George Brown college & ILAC

Guest favorite
A modern living area features a plush brown leather sofa and stylish round coffee table. Large windows provide a view of the city skyline, while greenery adds a touch of nature. A circular cutout leads to the kitchen, creating an open and inviting layout.
Condo in Entertainment District
4.96 out of 5 average rating, 28 reviews

Lux Condo w/ Free Parking, King Bed, Clean, Quiet

Free underground parking! (Very hard to find in downtown Toronto) Renovated condo great for business travelers, remote workers, and arguably the best location for tourists in the city. One of Toronto’s top luxury, Airbnb-friendly buildings. 300 Front Street West sits directly across from the CN Tower and Blue Jays Stadium, just a 3-minute walk to the Rogers Centre, and in the heart of the city's best restaurants and nightlife. Despite its central location, it stays wonderfully quiet at night.

Guest favorite
An open-concept living space is highlighted by large windows and high ceilings. A dining table with blue chairs sits beside a stylish kitchen. A comfortable sectional couch is visible in the living area, while an eye-catching artwork adorns the wall. Stairs lead to the lofted bedroom.
Apartment in Saint James Town
4.98 out of 5 average rating, 80 reviews

Bright Two Story Loft, Downtown TO, FREE Parking

Enjoy a STYLISH experience at Andre's CENTRALLY located home. A statuesque highrise tower with attached suites & lofts. This is your urban address overlooking a European style park, a short walk to the University of Toronto, Metropolitan University and Yorkville. Located in the heart of the city, steps from transit and grocery stores. Minutes from the financial and entertainment districts. A short walk to the Village and its nightlife. You'll have Toronto at your feet. FREE PARKING for 1 car!

Guest favorite
Townhouse in The Pocket
4.95 out of 5 average rating, 21 reviews

The Cozy Getaway

A cozy top-floor apartment with a patio through bedroom, private walk-out, and parking spot in the back (check instructions). You may also park for free in the front, BUT only until midnight. :) Prime location in Greektown, walking distance from countless restaurants and shops on the Danforth. Also close to the newly renovated Donlands and Pape subway stations. Listing includes airconditioning, free WiFi and Netflix, coffee and tea, cookware, and bathroom amenities. Have a wonderful stay!

Top guest favorite
A bright living area is displayed with a spacious sectional sofa, accented by colorful throw pillows. A wooden coffee table rests on a patterned rug, with sunlight filtering through large windows, illuminating potted plants placed strategically around the room.
Apartment in Entertainment District
4.98 out of 5 average rating, 96 reviews

Downtown Oasis with Serene Patio

Welcome to our cozy downtown apartment — the perfect hideaway in the heart of the city. We love that it’s central to everything, yet calm and relaxing when you need a break from the bustle. This is our home when not hosting so we filled it with things we love: books, plants, candles, music, and games for a chill night in. The patio is our favourite spot to sip coffee or unwind under the stars. We hope you treat it with the same care we do and enjoy all the little things that make it special.

Top guest favorite
An inviting living area features a comfortable sofa with assorted cushions, positioned beside a sleek wooden coffee table. Large windows allow natural light to flood the space, showcasing the greenery outside. A unique rocking chair adds a cozy touch to the serene setting.
Apartment in The Beaches
5 out of 5 average rating, 32 reviews

Bright Beaches Apt & Garden

Beautiful and serene studio apartment in the heart of the Beaches with a separate entrance and garden with a seating area. Walking distance to liquor/wine stores, marijuana dispensaries, History concert venue, bakeries, coffee shops, organic and regular grocery stores, streetcar/tram, and of course, Lake Ontario and the Woodbine Beach & boardwalk. For the health conscious guests, we have a Vitamix blender, weights and a yoga mat- so you can keep up your fitness routines while travelling.

Guest favorite
A spacious sleeping area is furnished with a large bed covered in a white quilt, accompanied by neatly arranged towels. A desk with a computer is positioned nearby, while a decorative rug adds texture to the polished concrete floor. Exposed brick walls provide a touch of character.
Apartment in Cabbagetown
4.93 out of 5 average rating, 171 reviews

Modern Victorian

Modern stay in a Cabbagetown Victorian. Welcome to our renovated, self-contained basement apartment in the heart of Cabbagetown, Toronto. This chic space is ideal for solo travelers or couples. Our apartment is nestled in the charming Cabbagetown neighborhood, known for its Victorian houses, tree-lined streets, and vibrant atmosphere. Cafes, restaurants, and boutiques are within walking distance, and nearby parks offer tranquil escapes. Book now to experience the best of Toronto.

Top guest favorite
Condo in North Toronto
4.97 out of 5 average rating, 34 reviews

1Bd+ Den Cozying Apartment in Midtown Toronto

Cozy one bedroom plus a Den apartment in the heart of midtown Toronto (Yonge & Eglinton). 5 min walk to Eglinton subway Station, 15 min commute to downtown. Free underground parking included. Building amenities include: gym, salt water pool, hot tub, sauna, steam room, outdoor patio + BBQs. There is Loblaws (grocery) and LCBO (liquor) at the main floor with direct access to the building. Great restaurants nearby.

Top guest favorite
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, 138 reviews

Heritage House all to Yourself! 1BR 3BA 2 Liv Rms

Beautiful detached heritage home on tree lined street in downtown Toronto. Wellesley Subway half block away. 1 bedroom w/ensuite, formal dining room, living room, kitchen w/breakfast room, separate TV room, and about a gajillion books to read :) We also have no hidden cleaning fees (don’t you hate those??) and our house keeper takes care of sheets, towels, garbage, cleaning etc when you leave.

Guest favorite
Apartment in Yorkville
5 out of 5 average rating, 15 reviews

Chic Yorkville Condo • Sleeps 3 • Prime Location

Experience upscale city living in the heart of Yorkville. This stylish brand-new 1-bedroom condo offers modern finishes, luxury Miele appliances, and a fully equipped kitchen — perfect for business travelers, couples, or small families. Nestled in one of Toronto’s most desirable new developments, you’ll be steps from world-class dining, high-end shopping, and the best of downtown.

Popular amenities for Rosedale vacation rentals

When is the best time to visit Rosedale?

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Quick stats about vacation rentals in Rosedale

  • Total vacation rentals

    Explore 110 vacation rentals in Rosedale

  • Nightly prices starting at

    Rosedale vacation rentals start at ﺩ.ﺇ110 per night before taxes and fees

  • Verified guest reviews

    Over 2,960 verified reviews to help you choose

  • Family-friendly vacation rentals

    50 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 20 rentals that welcome pets

  • Vacation rentals with a pool

    10 properties feature pools

  • Rentals with dedicated workspaces

    60 properties have a dedicated workspace

  • Wi-Fi availability

    110 of Rosedale vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Rosedale rentals

  • 4.8 Average rating

    Rosedale stays are highly rated by guests—averaging 4.8 out of 5!

  • Nearby attractions

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

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