
Family-friendly holiday rentals in Rosedale
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Rosedale
Guests agree: these family-friendly homes are highly rated for location, cleanliness and more.

Mid-town T.O. getaway - conveniently located
Bright and spacious lower guest suite for singles or couples. Very safe family neighbourhood, close to public transit (TTC), restaurants, theatres, Sunnybrook Hospital for medical staff or patient visitors. Queen-size bed, couch, TV (with Netflix, AppleTV, Prime Video, no cable), private full kitchen and bathroom. All towels and linens provided. Shared laundry machine. 12 min walk to Yonge St. and Subway, 2 min walk to bus stop (6 mins to Yonge by bus), 25 mins from downtown on public transit

Newly renovated-1 bdrm suite in cute Leslieville
Hotel style lower level unit with separate entrance and parking in the heart of Leslieville. NY times travel calls Leslieville Toronto's hippest place to dine, drink, shop and live. Short transit to the Beaches and both Distillery & Financial dist. Close to a bunch of cool music venues We have a sweet golden retriever named Coco. She loves people and attention so if you happen to run into her in the yard while coming or going from the unit don’t be afraid but she will definitely want to say hi

Private 3 bedroom Apartment in Downtown Toronto
Private apartment with three large private bedrooms, (one with an ensuite deck), 1 bath, full kitchen with living and dining area and laundry in a charming Victorian rowhouse. This is a Toronto Heritage building, one of the oldest homes in the city with modern conveniences. Lots of restaurants, shops, parks and beautiful streets steps away; minutes walk to bus, streetcar/tram and subway stops. Walking distance to Eaton Centre, UofT, Toronto Metropolitan University, George Brown college & ILAC

Cozy small newly built Toronto Islands getaway
Escape to a modern cottage on Toronto Island Looking onto Lake Ontario is our newly constructed modern home. Enjoy our cozy private guest suite in our family home with a kitchenette, ensuite bathroom, and private entrance Just a quick ferry ride from the bustling downtown core come explore the Toronto Islands which is the biggest car-free community in North America; with beaches, trails & skyline views as well as an amusement park in the summer. We also have 2 bikes you can use to explore.

King bed, Big kitchen, Free Parking, Central
Welcome to 9 Selby St. Downstairs Apartment. We genuinely hope that you have an enjoyable stay in our home and in our city. We know just how ideal our neighbourhood is for sightseeing, great walks in every direction and convenient stores across the street. One minute from subway/transit -Private apartment with own laundry -Spacious and bright kitchen -Smart tv, working desk, fast Wi-Fi -Cozy living room with a huge TV -Sleeping: Bedroom has luxury King bed, living room has 2 futons (full size)

Comfy Oasis In Historic Downtown Neighborhood
According to Airbnb, we are "One of the most beloved homes on Airbnb". Now in the top 5% of all listings on AIRBNB. Superhosts for 10 years! This renovated guest house features an open-plan kitchen, a spiral staircase to a beautiful and open loft suite, with custom furniture and decorating accessories (1 bed + 1 sofabed). Enjoy the beautiful garden in the summer, and sip any of the more than 15 different complimentary teas and coffees we offer. This guest house is FULLY equipped.

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.

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.

Beautiful 1 Bedroom Yorkville Condo (IG-hotspot)
Pamper yourself with everything Yorkville has to offer with this professionally decorated, NYC inspired condo at the heart of Toronto's most exclusive address with complimentary valet parking. Queen size bed, sofa bed in living room, 2 person bar table, work station and a 55" Smart TV to accommodate all your needs. Contemporary art by local artist throughout with high end furniture and Miele appliances. South facing lake/city views through expansive floor to ceiling windows.

Million Dollar City Views w/ Standup desk, monitor
Gaze at a seemingly unending city view through the floor to ceiling windows of this condo that sits high above the downtown hustle. The 46" HDTV has cable and full streaming, the kitchen is fully equipped with a Nespresso and full sized stove, oven and fridge. Easily work from home at the height adjustable standup desk with 19" external monitor, wireless keyboard and mouse. Perfect for a couple on a weekend getaway or an extended stay of up to 3 months.

Charming Suite in the Riverdale area of Toronto
While staying in our charming suite, enjoy the comforts of home in our newly renovated space. Our basement suite is fully equipped with bed, bath and kitchenette and includes applicable linens. Enjoy breakfast with the use of our kitchenette including: bar fridge, kettle and a Kuerig coffee maker. Snuggle up after a full day of exploring in our comfortable queen bed. Enjoy the comforts of home while in the heart of the city. Mi Casa es su Casa!

Stylish 1870s Home near Distillery District & Old Toronto
Named a Top 10 Toronto stay by BlogTO, this beautifully restored 1870s rowhouse blends historic charm with modern refinement. Thoughtfully designed throughout, it’s steps from St. Lawrence Market, the Distillery District, and some of the city’s best cafés and restaurants. In the evening, unwind in the serene, charcoal-toned bedroom beneath the warm glow of a statement chandelier—your refined Toronto retreat awaits
Popular amenities for Rosedale family-friendly rentals
Family-friendly home rentals with a hot tub

1Brm 2beds 5*Cozy, Hot tub, Midtown, Subway 5mins

Luxury 4BR Oasis Year Round Heated Pool & Hot Tub

The Penty: Luxurious Penthouse with Pool, Hot Tub

The Farmer's Cottage

Lux Waterfront Condo Pool Hot Tub Free Parking

The Fort York Flat

Stylish Downtown Toronto Condo with Free Parking

Large & Bright 2BR+Den in Midtown w/ Free Parking
Family- and pet-friendly home rentals

Bright Space w/ Private Patio & Premium Amenities

A spectacular and authentic loft!

Stylish Yorkville Studio: Near U of T & ROM
Garden Home @ Trinity Bellwoods Park

Admire City Views from Bed at this Chic Apartment

One bedroom vacation rental at The Beaches

Trendy & Cozy 1BD Condo in the Heart of Toronto

Yorkville 29th Floor Celebrity Suite GREAT VIEW
Family-friendly home rentals with a pool

Modern Downtown Loft with Private Garden

Hidden gem in Humber bay shores Toronto w/ parking

Bright, spacious luxury basement apartment

Heart of Yorkville! Chic, modern, 1 min to Subway

Beautiful Yorkville Luxury Condo

One Bedroom Condo In Downtown

Lux Condo w/ Free Parking, King Bed, Clean, Quiet

Perfect spot downtownToronto,free parking,gym,pool
When is the best time to visit Rosedale?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £126 | £130 | £130 | £155 | £144 | £177 | £176 | £177 | £177 | £173 | £171 | £168 |
| Avg. temp | -3°C | -3°C | 2°C | 8°C | 14°C | 20°C | 23°C | 22°C | 18°C | 11°C | 5°C | 0°C |
Quick stats about holiday rentals that are family-friendly in Rosedale

Total holiday rentals
Explore 50 holiday rentals in Rosedale

Nightly prices starting at
Rosedale holiday rentals start at £51 per night before taxes and fees

Verified guest reviews
Over 1,650 verified reviews to help you choose

Pet-friendly holiday rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
30 properties have a dedicated workspace

Wifi availability
50 of Rosedale holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Rosedale rentals

4.9 Average rating
Rosedale stays are highly rated by guests – averaging 4.9 out of 5!

Nearby attractions
Rosedale’s top spots include Evergreen Brick Works, Bloor–Yonge Station and Bay Station
Destinations to explore
- Rentals with a fireplace Rosedale
- Rentals with a washing machine and dryer Rosedale
- Rentals with outdoor seating Rosedale
- Flat rentals Rosedale
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- House rentals Rosedale
- Rentals with a patio Rosedale
- Pet-friendly rentals Rosedale
- Family-friendly rentals Toronto
- Family-friendly rentals Ontario
- Family-friendly rentals Canada
- Rogers Centre
- CN Tower
- Scotiabank Arena
- Union Station
- University of Toronto
- Metro Toronto Convention Centre
- Distillery District
- Port Credit
- The Danforth Music Hall
- BMO Field
- Nike Square One Shopping Centre
- Harbourfront Centre
- Exhibition Place
- Toronto Eaton Centre
- Toronto Zoo
- Trinity Bellwoods Park
- Financial District
- Massey Hall
- Niagara Falls State Park
- Casa Loma
- Dufferin Grove Park
- Lakeridge Ski Resort
- Toronto City Hall
- Downsview Park




