Family-friendly vacation rentals in Rosedale, Old Toronto

Find and book unique family-friendly homes on Airbnb

Top-rated family-friendly rentals in Rosedale, Old Toronto

Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.

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Guest favourite

Loft in Toronto

4.96 out of 5 average rating, 322 reviews

Spectacular 1BR Trendy Loft - Bright and Spacious!

A stunning bright, industrial-style open concept loft! This trendy decorator inspired suite includes: 12 ft ceilings, stunning floor to ceiling windows and hardwood floors throughout; living area with oversized couch and large mirror; fully equipped kitchen with stainless steel appliances; high top table to enjoy your meals; bathroom with stand up shower; bedroom with comfortable Westin Heavenly queen bed; and washer/dryer in suite. A+ location near King Street West. High speed wifi and Netflix!

Guest favourite

Guest suite in Vaughan

4.92 out of 5 average rating, 542 reviews

Luxury Modern Two Bedrooms Basement Apartment

No 3rd party booking! No parties! No visitors! ARRIVING W/ EXTRA GUEST WILL GET CHARGED DOUBLE 24hr Exterior Surveillance Tons of upgrades and high end modern features! High ceiling above grade basement unit. Open concept living space include fireplace, smart TV(no cable, please use your streaming login), full kitchen, laundry and large wardrobe One parking on our driveway Free Wifi Enjoy scenic trails in Woodbridge 10min to Vaughan Mills outlets & Canada's wonderland 15min to Pearson airport

Jul. 19 – 26

$164 CAD per night

Guest favourite

Home in Toronto

4.93 out of 5 average rating, 179 reviews

Classic 1 Bedroom Suite

Toronto Short-Term Rental Registration Number: STR-2009-GBSXPD *No Parties* Situated on the main floor of a 3600-square foot Victorian home built in 1908, this guest space is recently renovated with modern amenities. Located on the border of Little Italy and Dufferin Grove it is conveniently only a 10-minute walk to the Ossington subway station and a 2-minute walk to College st. With restaurants, parks, coffee shops, bars, grocery stores, a mall and a movie theatre all within 20 minutes on foot.

Dec. 8 – 15

$297 CAD per night

Superhost

Home in Toronto

4.83 out of 5 average rating, 149 reviews

Private apartment in trendy Danforth neighbourhood

One bedroom basement apartment in a single family home with separate entrance. 7 minute walk to Pape subway and 10-15 minute subway to downtown. Danforth shops and restaurants close by. Bedroom with queen size bed, desk, and washer/dryer in a generous sized closet. Kitchen/living area includes a full kitchen with stainless steel appliances and quartz counter tops, a kitchen table, and a living area with a sofa bed. Bathroom with nice sized shower with glass enclosure. All newly renovated.

Jan. 6 – 13

$237 CAD per night

Superhost

Apartment in Toronto

4.81 out of 5 average rating, 160 reviews

Cozy DowntownToronto PrimeLocation w balcony

This Studio is located in the heart of Toronto between Annex and Yorkville. A prestigious neighbourhood minutes from high end hotels, museums, bars and restaurants, all attractions such as TIFF events, CN tower, Varsity stadium. Blink of an eye to the Subway station, Bloor Shopping boutiques, Hazleton Lanes shopping centre, Varsity Stadium and many other attractions. Perfect for explorers, artists, professionals. Entire home, though minimalist, equipped with all necessities. Message for pets.

Feb. 14 – 21

$261 CAD per night

Guest favourite

Guest suite in Toronto

4.87 out of 5 average rating, 135 reviews

Modern 2 Bedroom Apartment

Escape to this modern and spacious basement apartment, perfect for families, couples, and business travelers. With 9ft ceilings and plenty of natural light, this fully-furnished unit boasts: - 2 private entrances - 2 bedrooms - 2 bathrooms - Living room with a fireplace - Fully-equipped kitchen - Smart TV with cable - Highspeed Wi-Fi - Heated marble floors throughout the space - Convenient parking space Stay with us and enjoy the privacy, comfort, and warmth this apartment has to offer!

Aug. 12 – 19

$310 CAD per night

Guest favourite

Apartment in Toronto

4.95 out of 5 average rating, 443 reviews

Sophisticated COMFORT Downtown Toronto PARKING

Five minute walk to the world renowned St Lawrence Market and only 10 minutes to the Eaton Centre Toronto is at your doorstep. This bright and airy suite has everything you will need to explore the city and relax in comfort and style. In a modern building with exceptional security and amenities and a spectacular view of the city and lake you will be sure to enjoy your stay here. Change your point of “VÜ” enjoy staying in one of the most exciting neighbour hoods in downtown Toronto.

May 10 – 17

$342 CAD per night

Superhost

Apartment in Toronto

4.84 out of 5 average rating, 224 reviews

Newly Renovated Studio in Amazing Location!

***COVID-19 Update*** Rest assured that our cleaners are following the updated Airbnb guidelines after each guest. A great studio apartment right downtown! A bright and inviting unit with 9 foot ceilings, and hardwood floors throughout. This suite includes everything for a great stay: an ultra modern kitchen, comfortable living area, wonderful queen size bed, and a bright, clean bathroom with shower/tub. You can't beat the location. Transit is right outside the door!

Oct. 9 – 16

$279 CAD per night

Guest favourite

Apartment in Toronto

4.91 out of 5 average rating, 257 reviews

Honey House in the Beach

A clean, private two bedroom apartment in the fully finished basement of our funky and well kept bungalow. A great backyard with a hot tub, several decks and a 3-season garden room to share- all great places for a morning coffee or late night drink. The private washroom has just been totally renovated - new everything! Two bedrooms, each with one double bed. Sleeps four. *a heads UP for tall guests, this is a basement apartment 7foot ceilings

Dec. 26 – Jan. 2

$133 CAD per night

Guest favourite

Condo in Toronto

4.89 out of 5 average rating, 187 reviews

Cozy space in one of Toronto's best neighbourhoods

My place is a clean and quiet spot in the heart of Toronto's entertainment district. Location, location, location! Access the CN Tower, Ripley's Aquarium, The Royal Ontario Museum, The Art Gallery of Ontario and many more within a short walk or commute. The neighbourhood contains many restaurants and bars showcasing Toronto's cuisine and culture. My place is in the King West neighbourhood of downtown Toronto and is very convenient to access.

Jun. 24 – 29

$250 CAD per night

Guest favourite

Home in Toronto

4.83 out of 5 average rating, 151 reviews

Toronto Comfy and Classic 3-Bedrooms Flat

Classy designed second floor flat with 3 bedrooms and own private entrance. The house is in the Midtown Toronto safe and upscale neighborhood with tree-lined streets near all major conveniences. By bus 5 minutes, by foot 10 minutes to Davisville Metro, and by car 10 minutes to Downtown Yonge and Bloor. Free fast WIFI and Netflix in the courtyard room.

Apr. 1 – 8

$291 CAD per night

Guest favourite

Apartment in Toronto

4.82 out of 5 average rating, 372 reviews

Modern Apartment in Popular Roncesvalles Village

This totally private apartment is in a house one block away from trendy Roncesvalles Avenue. It is a block away from High Park, Boutique Stores, public transportation, the lakeshore, St. Joseph's Hospital, a library & and many popular restaurants. Our separate apartment is good for couples, singles and business travelers.

Mar. 9 – 16

$176 CAD per night