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
Guest suite in Playter Estates-Danforth
5 out of 5 average rating, 12 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.

A cozy living room features a sectional sofa arranged around a striped ottoman. A comfortable armchair is positioned nearby, and a bookshelf filled with a variety of books is seen against the wall. Natural light enters through large windows, enhancing the inviting space.
Home in Rosedale
4.87 out of 5 average rating, 30 reviews

Four Bedroom Rosedale Home

Spread out at this peaceful and centrally located place., in the most prestigious downtown neighbourhood, wooded and tranquil Rosedale. With three work stations, 4 TVs including a 65 inch screen television with over 22,000 live TV channels. The main work station has a computer monitor at a sit-stand desk that turns your modern laptop into an internet connected workhorse. A fully stocked pantry and neighbourhood food shops make cooking in a breeze. Local fine restaurants are a brief stroll away.

Guest favorite
The image captures a compact bedroom featuring a spacious bed dressed in a patterned burgundy cover. A comfortable rocking chair sits beside the bed. In the background, light filters through a window covered with sheer curtains, and wooden cabinetry offers additional storage.
Home in North York
4.82 out of 5 average rating, 11 reviews

Private Bedroom, Bathroom, Kitchen -Basement Apt

Take a break and unwind at this peaceful oasis. This is a rare gem as the bedroom, bathroom and kitchen are all private, for an affordable price. It is very simple and some of our personal belongings are in the space but we keep the price low to make up for it. Most rentals in this area of Toronto have shared bathroom or kitchen or are very expensive. Within walking distance to Parkway Mall. 5 minute drive to the 401 or DVP which will take you to downtown Toronto in 25 minutes (if no traffic).

Top guest favorite
The living room contains a comfortable gray sofa adorned with decorative pillows and a low coffee table. A large smart TV is positioned on a stand, while a light-filled window provides views of the neighborhood. Green plants add a touch of nature to the space.
Guest suite in Davisville Village
5 out of 5 average rating, 45 reviews

Perfect Midtown Pied-à-terre

Welcome to our cozy Midtown home! You have the entire main floor suite where you can relax and recharge. Enjoy the open plan living room with smart TV, dining nook, and full-size, fully equipped kitchen. Two bedrooms, one with a queen-sized bed and walk-in closet and one with a desk and double-size sofa bed, make this a perfect live/work space. You're in a neighbourhood with restaurants, grocery stores, pubs, bars, shopping, parks, and a movie theatre - all within 15 minutes' walking distance.

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
4.97 out of 5 average rating, 78 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!

Top guest favorite
A modern living space showcases an open layout with a comfortable tan sofa and a wooden coffee table. The kitchen is equipped with stainless steel appliances and features a spacious island with seating. Exposed brick walls complement the contemporary design, creating a welcoming atmosphere.
Home in The Beaches
5 out of 5 average rating, 62 reviews

2 level spacious apartment by the lake

Beautiful, newly renovated 1 bedroom apartment in the Beaches neighbourhood of Toronto with free parking. Very spacious, with two levels of living space over the main floor and basement of a three storey century home. Close to Lake Ontario, boardwalk, Woodbine Beach, cycling and walking trails by the lake, and Queen St. The apartment is conveniently located between the Beaches and Leslieville. Getting downtown is very simple, with the Queen streetcar being only a block away from the house.

Top guest favorite
A spacious studio is showcased, featuring a comfortable brown sofa beside a light-colored area rug. A sleek kitchen island with modern bar stools offers a casual dining space. Shelving units and a bed area contribute to the open layout, illuminated by recessed ceiling lights.
Guesthouse in Bathurst Manor
4.96 out of 5 average rating, 46 reviews

A Hidden Jewel in North York

Cozy, bright, furnished basement studio with high ceilings and private entrance—ideal for short-term visitors at Bathurst Manor area. This place includes a small kitchen, in-suite washer/dryer, full bath, TV, and Bell 5G internet. Netflix and Prime streaming available. Great location: 10 min to Hwy 401, groceries, restaurants, and easy access to Subway, Downtown, Pearson Airport, and and a 5-min ride to Rogers Stadium . Quiet, smoke-free, pet-free home. Sheppard & Bathurst intersection.

Guest favorite
A serene bedroom features a spacious bed with soft, neutral bedding, complemented by matching bedside tables and lamps that add a gentle glow. A mountain-themed mural creates a calming backdrop, and a textured rug adds warmth underfoot.
Guest suite in East York
4.97 out of 5 average rating, 37 reviews

Private & Spacious with Laundry by Greektown

The perfect home base for your stay in Toronto! Our spacious, cozy suite is located on the lower level of our family home. You'll have access to a bedroom, kitchen, living room, dining area, small den, 3-piece bathroom w/standing shower, and laundry. Rest and relax on a quiet street, then make your way downtown in just 10-20 mins, or stroll to lively Greektown and The Danforth in 11 mins to find fabulous cafes, restaurants, shops, bars, the Danforth Music Hall, and transit stations.

Guest favorite
Apartment in Toronto
4.89 out of 5 average rating, 9 reviews

Modern & Sleek Condo Near Everything + 1 Parking

Located in Toronto’s historic Cabbagetown, this chic condo is the perfect spot for those looking to enjoy both the tranquility of green spaces and the excitement of downtown. Explore nearby attractions like the Distillery District and Allan Gardens, or relax in this professionally decorated, private condo. With no shared spaces and professional cleaning between each guest, your stay will be both comfortable and effortless.

Apartment in Toronto
4.86 out of 5 average rating, 7 reviews

Chic Urban Escape in Cabbagetown + 1 Free Parking

Enjoy a private, professionally decorated condo in a charming and quiet neighbourhood near historic Cabbagetown. This thoughtfully curated space offers comfort and style, and is professionally cleaned between every stay. Walk to nearby parks, heritage homes, and local cafes, or explore top Toronto attractions just minutes away, including Yonge Street, the Village, and the Eaton Centre. Ideal for work or leisure.

Apartment in Yorkville
5 out of 5 average rating, 3 reviews

Luxury TIFF District Condo

Experience a stylish getaway in the heart of downtown Toronto’s TIFF District. This modern condo offers breathtaking skyline views and the perfect blend of comfort and charm. Located in a central spot, you’re close to everything — restaurants, attractions, and the middle of all stores. Whether you’re here for the festival or city adventures, this is your perfect base to explore Toronto in style.

Guest favorite
A living area is presented with two blue armchairs positioned beside a low coffee table. A flat-screen TV is mounted on the wall above a gas fireplace. Light filters in through a large window, illuminating built-in shelves filled with decorative items.
Townhouse in Yorkville
4.82 out of 5 average rating, 103 reviews

Stunning Yorkville Townhome Backing onto Park

Situated in the heart of Yorkville, this 3 bedroom 2.5 bathroom townhouse with views overlooking Ramsden Park, is the ideal oasis for families, couples, or people travelling for work. The space features a bright sun-filled interior featuring a gas fireplace, WIFI, Smart TV with all apps and fully equipped kitchen. The home backs onto green space with a wonderful back deck and eating area.

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 2,700 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

    50 properties have a dedicated workspace

  • Wi-Fi availability

    100 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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