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

Top guest favorite

An open living area features a comfortable sofa, a sleek coffee table, and a large television mounted on the wall. Floor-to-ceiling windows allow for abundant natural light and city views. Various potted plants and a bookshelf add greenery and character to the space.

Condo in Entertainment District

4.96 out of 5 average rating, 219 reviews

Condo in the Downtown City Center

Wake up to city views through the expansive floor-to-ceiling windows of this gorgeous home. It features high gloss fixtures, hardwood floors, and natural textures throughout. Lounge in the open living area and enjoy fresh air on the private balcony. One queen sized bed, but another mattress and air mattress can be provided upon request. The unit comes with an ensuite bathroom. The space comes with a Sonos sound system, WiFi, and a smart TV with Netflix for your enjoyment! A hot water boiler for tea, and a Nespresso machine is available for your use! I am an avid work traveler and this is my personal home, so I've taken a lot of care in picking the furniture, TV, sound bar, Nespresso machine with milk frother, hot water boiler, smart lights, etc. for my space and to share with you for your enjoyment! All I ask is that all guests be respectful of my personal belongings! I'll be available via phone, text, and email to answer all your questions. The apartment is located in the Entertainment District—the heart of downtown. This means walking to some of the city's top restaurants, bars and shopping is easy and convenient. There's an assortment of cafes, patios, convenience stores and gift shops sprinkled on every corner. This is a lively area filled with everything for everybody. Check out the Ripley's Aquarium and CN tower, and catch a game at the Rogers Centre or Scotiabank Arena! Close to the St. Andrew or Osgoode subway station, steps away from Queen Street and King Street (streetcars available), and you can grab an Uber in minutes from this location. Note that there is no onsite parking but there is a parking garage nearby and a few lots. There's an assortment of cafes, patios, convenience stores and gift shops sprinkled on every corner. This is a lively area filled with a lot to explore.

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 Rosedale

4.76 out of 5 average rating, 37 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

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, 44 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.

Home in Summerhill

5 out of 5 average rating, 3 reviews

Summerhill Designer 2BR Home • Must See • Sleeps 4

✦ Design-forward retreat with a sunlit living room—large leather sofa, lounge chairs, wall-mounted TV, and a sleek linear fireplace. Glass-top dining for four flows to a chef-ready galley kitchen with wall oven, quartz counters, and a breakfast bar for two; slide the doors to a private, greenery-framed deck. Two serene bedrooms (king + queen). Spa bath with walk-in shower, and soaking tub. In-home laundry, hardwood floors and fast Wi-Fi. Modern and thoughtful decor—perfect base for your stay.

Top guest favorite

Private room in Riverdale

4.96 out of 5 average rating, 246 reviews

Separate studio on the Danforth

Make yourself at home in a clean and cute studio that is completely separate and independent from our newly renovated family home above. Enjoy your own entrance to your quiet, cozy, and private basement studio with a new bed, fresh bedding, and your own bathroom. A kitchenette and lots of local amenities make this an easy place for a single or couple to come and go from while you visit the area for work or play. We're steps from the Danforth and everything, making it an excellent choice.

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

4.94 out of 5 average rating, 142 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.

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 Church-Wellesley

4.78 out of 5 average rating, 141 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!

Guest favorite

A wooden floor features a striped runner, leading through a welcoming hallway. Walls are adorned with framed art, while a cozy seating area displays a stylish sofa and an antique cabinet. Natural light guides the view toward an open door at the far end.

Bungalow in East York

4.93 out of 5 average rating, 61 reviews

Arthouse, Designer 1-Bedroom with Office/ Backyard

Step into style and comfort in this thoughtfully curated home, where Canadian avant-garde art meets timeless antiques and modern amenities. Enjoy a serene bedroom with a plush queen bed, two luxurious feather-filled sofas, a chef-ready kitchen, oversized designer natural stone dining table, office space, zen bathroom, full laundry, a sun-drenched deck, and a lush backyard oasis. Ideal for refined city getaways or relaxing staycations. Private parking included for your convenience.

Top guest favorite

A stylish living room is filled with various plants and natural light. A comfortable sofa is flanked by two chairs, with a small coffee table in front. A large artwork is displayed on the wall, and a decorative rug is laid on the floor.

Apartment in Annex

5 out of 5 average rating, 39 reviews

Grande Victorian Retreat

Enjoy a stylish, luxury experience at this centrally located apartment on the main floor of a Victorian home. Walking distance to CasaLoma, Royal Ontario Museum, University of Toronto, Yorkville Village Shopping! Only a 2 minute walk to the TTC. The space Living Room: Smart TV and High-speed internet. Bedroom: Queen-sized bed, large walk-in closet, Smart TV. Kitchen: Fully-stocked to make your extended stay feel like home. Bathroom: Large walk-in shower, Washer dryer unit.

Guest favorite

A spacious living area is highlighted by large windows allowing natural light to fill the space. A modern kitchen island with dark cabinetry serves as a focal point, accompanied by dining chairs and a comfortable seating area positioned nearby. Green plants add a touch of vibrancy.

Apartment in Upper Jarvis

5 out of 5 average rating, 14 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.

Top guest favorite

Private room in Davisville Village

5 out of 5 average rating, 166 reviews

Mid town Toronto LGBTQ Friendly Chic & Comfortable

This urban chic place is perfect for solo, or couples/friends on vacation or business. Centrally located in mid-town Toronto between two subway stops (St Clair and Davisville on Line 1) plus 24 hour bus service, you are only 15 minutes from downtown or a 8 minute drive. On street parking is free! I look forward to hosting you in Toronto, the world’s most multicultural city !

Guest favorite

Apartment in Yorkville

5 out of 5 average rating, 8 reviews

Yorkville’s Chicest Address + 1 Free Parking

This stylish Yorkville condo is your private retreat in Toronto's most exclusive neighbourhood. Steps from designer boutiques, Michelin-starred restaurants, and cultural gems, this space offers both luxury and convenience. Professionally decorated and thoroughly cleaned between each stay, it’s the perfect place to relax after a day of exploring or business meetings.