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

Private room in Leaside-Bennington

4.86 out of 5 average rating, 363 reviews

Uptown Bedroom. Free parking. 1min walk2transit

Bright pleasant room, close to parks, hospital and shops and public transportation. The space is next door to Toronto Botanical Gardens and Conference Centre, Serena Gundy Park. Sunnybrook Hospital is a 5 minute drive or 15 minute walk. There is free WiFi and Netflix in the room as well. You have access to a coffee station which includes a mini-fridge. Note: There is access to a the PRIVATE three piece bathroom, which is NOT shared. It is for the sole use of the occupants of the Uptown Room.

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 Saint James Town

5 out of 5 average rating, 23 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.

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, 247 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.

Top guest favorite

A spacious living area features a dark gray sectional sofa and a wooden coffee table adorned with decorative items. Natural light illuminates the space, highlighting a gas fireplace underneath the wall-mounted television. A dining area with four chairs is visible in the background.

Home in Toronto

5 out of 5 average rating, 74 reviews

New! Private 1BR in Toronto by Danforth, Sleeps 4

Welcome to our stunning, newly renovated home in Toronto’s Old East York neighborhood, just a two minute walk from trendy Danforth Avenue and Pape Subway Station. This bright and airy, coastal-inspired retreat blends the comfort of home with the soothing simplicity of Maritime charm. This private oasis spans 750 square feet and is ideal for those seeking a peaceful escape in East York, with easy access to the best of Toronto. We'd put our accommodations up against the hotels of Toronto!!!

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, 144 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!

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 Playter Estates-Danforth

5 out of 5 average rating, 48 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.

Guest favorite

A cozy living space is highlighted by a flat-screen television on a light wood media console. An armchair and a small side table are positioned nearby, with a floor lamp providing soft illumination. Natural light enters through a small window, complementing the neutral wall color.

Guest suite in Parkview Hills

4.98 out of 5 average rating, 65 reviews

Fabulous home in Toronto

Welcome Home! We are delighted to open our doors and hearts to you, inviting you to experience a stay that combines the warmth of home with the luxury of a dreamy getaway. Nestled in the heart of Toronto/East York, our charming basement apartment offers a unique blend of modern convenience and homely comfort. Whether you are traveling for business, planning a romantic escape, or embarking on a family adventure, our carefully curated space is designed to cater to all your needs.

Guest favorite

Apartment in Leslieville

5 out of 5 average rating, 6 reviews

Lux 2 BDR Penthouse Downtown

Welcome to our stunning two-story penthouse suite oasis! This spacious 1250 sq/ft retreat boasts 2 bedrooms, 2 bathrooms, and a huge kitchen. Relax in the comfortable living room or step outside onto one of the three rooftop patios featuring breathtaking views of the iconic CN Tower. Located in Leslieville, perfect for families or groups looking for spacious accommodations. Enjoy the large outdoor spaces complete with a barbecue, ideal unwinding while taking in Toronto’s skyline.

Top guest favorite

Private room in Davisville Village

5 out of 5 average rating, 168 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.