
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.

Scenic View! Luxury entire condo/Toronto Downtown
This unit has amazing view & Great location Luxurious area in Toronto Yorkville ! Everything is near by. Walking distance U of T campus, Royal Ontario Museum, HI-END shopping malls , restaurants and subway -1bedroom + Den -Queen bed + 2 sofa bed -High speed wifi -SmartTV (Access to Netflix or YouTube) -Cable TV -All in one Printer (Wireless) -Fully equipped kitchen (no oven) -Washer + Dryer -Iron+Ironing board -Bidet seat equipped on toilet -Gym -Paid Parking is available in the building

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

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.

Downtown apartment with parking
It's super central close to Dundas sq and 2 subway stations. I decorated my place with antiques. The place has a wonderful view of Toronto and it has parking (parking entrance is feet 6 inches tall or 2 meters ) Best way to contact me is through the Airbnb app Many attractions such as the Eaton Centre, St. Lawrence Market, Dundas Square, and the Financial area are nearby, and the nearest grocery store is just an eight-minute walk. message me if dates are not open

Cozy 2BD Downtown Condo with FREE Parking
Welcome to your new home away from home! Perfectly-located in the heart of downtown Toronto and within walking distance to most coveted attractions, shopping, restaurants, coffee shops, clubs & bars. Features: → FREE parking → Fully-equipped kitchen → In-suite washer & dryer → 2BD each with comfy Queen bed → Living room w/ 65" TV, Netflix/DAZN → 1GB hi-speed internet for remote work → 10min walk CN Tower, Rogers Centre, Convention Centre, King St & Waterfront

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!

Annex Garden Coach House
Welcome to the Annex Garden Coach House! Well suited for solo and family travellers alike, seeking a centrally located, quiet little house, surrounded by backyard trees, in the leafy Annex neighbourhood. You're able to park for free at your private front door, and it's a quick walk to your choice of three nearby subway stations.
Popular amenities for Rosedale family-friendly rentals
Family-friendly home rentals with a hot tub

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

The Penty: Luxurious Penthouse with Pool, Hot Tub

4BR-Year-Round Heated Pool & Hot Tub Family Oasis

The Fort York Flat

Luxury Stay w/phenomenal view!

Beautiful Yorkville Luxury Condo

Large & Bright 2BR+Den in Midtown w/ Free Parking

Luxury 2 Bdrm, CNTower/Lake View +Parking+Pool+Gym
Family- and pet-friendly home rentals

Cozy Leslieville 2-Bedroom Home

Modern Eclectic Condo in King West Area

A spectacular and authentic loft!

Stylish Yorkville Studio: Near U of T & ROM

Stunning Yorkville Townhome Backing onto Park
Garden Home @ Trinity Bellwoods Park

Admire City Views from Bed at this Chic Apartment

Perfect Midtown Pied-à-terre
Family-friendly home rentals with a pool

Modern Downtown Loft with Private Garden

Hidden gem in Humber bay shores Toronto w/ parking

Yorkville Skycrest Penthouse | King Bed | Gym+Pool

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

Luxury Condo with View 2 Bedroom 2 Washroom

Toronto Unique 2BEDS condo next CN tower/lakeshore

DT Apt great view whit garden

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 | $299 NZD | $308 NZD | $308 NZD | $367 NZD | $341 NZD | $420 NZD | $418 NZD | $421 NZD | $420 NZD | $418 NZD | $411 NZD | $320 NZD |
| 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 $122 NZD per night before taxes and fees

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

Pet-friendly accommodation
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
30 properties have a dedicated workspace

Wi-Fi availability
50 of Rosedale holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wi-Fi 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
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- Fitness-friendly rentals Rosedale
- Apartment rentals Rosedale
- Rentals with a washing machine and dryer Rosedale
- Rentals with a patio Rosedale
- Pet-friendly rentals Rosedale
- House 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
- Nike Square One Shopping Centre
- Bay Station
- BMO Field
- Harbourfront Centre
- Exhibition Place
- Toronto Zoo
- Toronto Eaton Centre
- Trinity Bellwoods Park
- Financial District
- Massey Hall
- Niagara Falls State Park
- Casa Loma
- Dufferin Grove Park
- Lakeridge Ski Resort
- Toronto City Hall




