Vacation rentals in Rosedale

Find and book unique accommodations on Airbnb

Top-rated vacation rentals in Rosedale

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

0 of 0 items showing

1 of 3 pages

Guest favorite

A modern kitchen is showcased with white cabinetry and sleek stainless steel appliances. A dark countertop provides a striking contrast, while an island with seating adds functionality. Pendant lights illuminate the workspace, emphasizing the well-organized layout and ample natural light from the window.

Home in Yorkville

4.91 out of 5 average rating, 34 reviews

Office | Chef Kitchen | 2 Fireplaces | 4 floors

Tucked away on a tranquil street in Yorkville , this 19th-century gem places you steps from the city's most exclusive dining, shopping, and art galleries. Meticulously renovated, you'll enjoy high-end finishes --a Wolf range, Miele appliances, deep soaker tub and custom furniture. The spacious layout features 1 bedroom per floor for ultimate privacy. The home office ensures effortless remote work. When it's time to close your laptop, unwind on 1 of 3 patios, savoring serene city skyline views.

Superhost

A cozy living area is presented with a light-colored sofa facing a wooden coffee table. A textured rug covers the floor, adding warmth to the space. In the background, a modern kitchenette is visible, equipped with appliances and shelving for convenient storage.

Guest suite in Midtown

4.83 out of 5 average rating, 29 reviews

Private Suite in Downtown Home

A perfect balance of quiet convenience with a private suit in the basement of a newly built unit in the residential Toronto neighbourhood of Rosedale only steps away from the subway and a quick walk from the downtown core. - High-speed Wifi & work station in room, perfect for remote work. - Modern living space and fridge, sink and coffee/tea. - Queen sized bed to sleep 2 comfortably. - The summer allows for shared backyard. - 6min walk to Castle Frank subway station, 19min walk to Bloor Yonge

Guest favorite

A cozy living area is presented with a dark gray sofa and a light wood coffee table, situated on a patterned area rug. A flat-screen television is placed on a contemporary media console. Large glass sliding doors lead to another space, framed by the bright, neutral walls.

Home in East York

4.95 out of 5 average rating, 44 reviews

Cozy One Bedroom Retreat

Kick back and relax in this calm, stylish home. Cottage feel in the heart of the city! This basement apartment walks out to a lush ravine, next door to a parkette. Newly renovated 1 bedroom with a queen bed and full size kitchen. Right off of one of Toronto’s main highways, walking distance to Greektown (the Danforth) with lively restaurants and bars. TTC access at your doorstep. 15 mins to downtown. 10 min walk to expansive cycling and walking trails through the Toronto Parks system.

Top guest favorite

A spacious living room is filled with natural light from large windows, offering city views. A large sectional sofa with soft cushions is placed around a glass coffee table. Occasional chairs with a distinctive pattern complement the elegant decor, highlighted by a decorative chandelier above.

Apartment in Downtown Toronto

5 out of 5 average rating, 14 reviews

Penthouse * Rare * Stunning Views * 2500 sq ft

Be greeted to spacious luxury in the heart of downtown. You'll be surrounded by a tasteful blend of traditional and high end decor - with some pieces dating to early 1900's Europe. Unwind after a long day in the deep soaker tub in front of the fire, while gazing at the city scape just outside the window. Feel at home especially if you desire a chef's kitchen, large and open entertaining spaces with 2 fireplaces, 2 bedrooms, 2.5 bathrooms & private home office. 1 underground parking space incl.

Superhost

A well-lit living room is presented, featuring a light grey sofa adorned with decorative pillows. Two chic round tables are positioned on a soft area rug. A stylish lamp hovers above, complemented by natural light from the large window.

Home in Toronto

4.92 out of 5 average rating, 36 reviews

Toronto Vacation 3bdrs/Subway/Greektown/2 Parkings

Our newly renovated elegance 3-bedroom unit, boasting an array of luxurious amenities. Enjoy the convenience of complimentary parking, high-speed internet, and laundry facilities. Whether you’re traveling for business, embarking on a family getaway, or simply seeking leisurely adventures, our property offers the perfect retreat. Nestled in one of Toronto’s most vibrant neighborhoods, just steps away from the subway station, with easy access to major highways, exploring the city is a breeze.

Superhost

The modern kitchen features sleek cabinetry and stainless-steel appliances, including a microwave and oven. A spacious island provides seating and workspace. The living area includes a sectional sofa and a coffee table, with large windows allowing natural light to fill the space.

Hotel room in Downtown Toronto

4.8 out of 5 average rating, 100 reviews

Town Inn Suites

Discover your urban retreat in this spacious 500-square-foot room in downtown Toronto, just a short walk from Yorkville. This suite features a king size bed, fully equipped kitchen, ideal for meals, along with a separate living area filled with natural light and a cozy dining space. Enjoy the privacy of a separate bedroom and a well-appointed bathroom. This is the perfect place for extended stays, just a 5-minute walk to the Yonge-Bloor subway station—ideal for exploring the city!

Top guest favorite

A bright living area features a light-colored sofa and a round dining table surrounded by two chairs. A decorative area rug adds texture to the tiled floor. A television is placed on a low stand, while a door leads to an outdoor space.

Apartment in Toronto

5 out of 5 average rating, 41 reviews

Steps to Greektown/Danforth

Cozy, quiet apartment just steps from Toronto’s vibrant Danforth/Greektown neighbourhood. Short 2-minute walk to Pape subway, hundreds of restaurants, cafes and shops. Nearby access to greenspace, bike/running paths in the Don Valley and just a short trip down to downtown or Woodbine Beach. Modern, quiet and clean space with high 8+ ft. ceilings, well-appointed with 100% cotton linens, fully equipped kitchen and TV. 1.5 gigabit fiber internet, private entrance laundry included.

Top guest favorite

The open-space living area features a large leather sofa facing a flat-screen TV, with a dining table and chairs nearby. A modern kitchen with high-end appliances is visible in the background, complemented by bright, recessed lighting throughout the space.

Apartment in Davisville Village

4.94 out of 5 average rating, 144 reviews

Midtown modern 1 bedroom suite

Located in the heart of Midtown, Davisville Village. Very close to public transit, grocery stores and trendy restaurants. New property, modern look, high-end new appliances (incl. washer & dryer), modern comfortable furniture. Highest standards of cleaning, including proper disinfection of all high-touch areas. All kitchen, bathroom and bedroom supplies for comfortable stay provided. On-site parking is available for a separate fee. High-speed Wi-Fi access, Netflix, cable TV.

Top guest favorite

A bright living area is furnished with a spacious sofa, armchair, and coffee table. A dining table is set for two with a bowl of oranges. Natural light fills the room through large windows, enhancing the neutral tones of the decor.

Condo in Downtown Toronto

5 out of 5 average rating, 20 reviews

1 BR Downtown w/Pool & Gym Near Subway & Hot Spots

🌇 Discover refined comfort and effortless convenience in your exclusive urban retreat in downtown Toronto: • Steps from two subway lines – seamless access to the city • Exclusive amenities – gym, outdoor pool, hot tub, and summer BBQ terrace • Fully furnished with all essentials – simply arrive with your suitcase • Prime location – minutes from Yonge Street, the Village, Eaton Centre & more • Ideal for extended stays – perfect for professionals, students, or long-term guests

Guest favorite

The exterior of a historic Victorian home features a warm red brick façade with large windows. A welcoming front porch is framed by neatly maintained gardens, with colorful flower beds enhancing the entrance. The symmetry of the building is complemented by traditional architectural details.

Townhouse in Midtown

4.96 out of 5 average rating, 46 reviews

Stunning Upscale Toronto - Historic Home/ Hot Tub

Stunning Victorian home w/ huge windows (very bright) & 10 foot ceilings. 1300 SQ feet + basement. Located in prime upscale Summerhill district. Toronto skyline views. Walking distance to Toronto's finest: - 10 mins to Bloor Street (Toronto's 5th avenue) which boasts many designer boutiques, restaurants and galleries' - 2 mins to Summerhill subway station - 2 mins to wine bars, coffee shops and a variety of upscale restaurants - 2 mins to parks - 5 mins to ravine walks

Guest favorite

A modern kitchen and living area are depicted, featuring sleek cabinetry and stainless steel appliances. A spacious island with seating for three is situated at the center. The adjacent lounge area is furnished with a light-colored sectional sofa, and a large wall-mounted TV is visible.

Home in Toronto

4.95 out of 5 average rating, 21 reviews

Riverdale Laneway

Welcome to our stylish new laneway suite nestled in the beautiful Neighbourhood of Riverdale. This modern new build offers two bedrooms, two bathrooms, a fully equipped kitchen and spacious living space. Perfect for solo travelers, couples or small families. Enjoy the vibrant neighbourhood filled with cafes, shops, parks and and attractions just steps away. Whether you are here for business or leisure our laneway provides the perfect home base for your stay in Toronto.

Guest favorite

A bright bedroom features a spacious bed adorned with plush pillows in pink stripes. Large windows provide stunning views of the cityscape, while dark curtains offer options for privacy and light control.

Condo in Yorkville

4.99 out of 5 average rating, 182 reviews

Admire City Views from Bed at this Chic Apartment

The critics have spoken! This five star rated,professionally designed unit is fresh and functional . The art work and accessories were carefully chosen to accentuate your positive living experience. This is a one bedroom, one bathroom unit with kitchen living dining and den areas. There is a fully equipped gym on the 3rd floor for your use. Check in time is between 3 PM and 10 PM the day of arrival and check out time is 11 AM the day of departure.