
Family-friendly vacation 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

*Gorgeous & professional condo in Yorkville*
Owned by a traveller and importer who spends a lot of his time in the Mediterranean, this residence poises your downtown Toronto stay smack-dab in the heart of one of North America’s most prodigious communities, Yorkville, while simultaneously experiencing comfortable and cultivated condominium ambiance. This residence is perfect for travellers for short-term stays and business professionals working remotely for longer-term stays who need a comfortable and intelligent living environment.

Uptown Separate Bright Suite ( Free Parking )
Great private and quiet bright furnished basement suite(just 6 steps under street level) with separate entrance in a classy and safe Bedford Park neighborhood in central Toronto,12 min walk to Lawrence subway station,2 min to bus station,3 min to Loblaws(best Canadian grocery store), 2 min walk to Yonge street with shops, bars and the best restaurants ,18 min drive to Pearson int airport and tennis courts nearby. Our place is perfect for couples, solo adventurers and business travelers.

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.

Stylish 1870s Home near Distillery District & Old Toronto
“Rated a Top 10 listing by BlogTO and frequently featured as a must-stay in Toronto. Love thoughtful details? You’ll find them here in this stylishly remodeled 1870s rowhouse. Start your day at St. Lawrence Market, wander through the pedestrian-friendly Distillery District, and explore nearby cafés, restaurants, and bars. In the evening, retreat to the plush, charcoal-hued bedroom and drift off under the glow of a tiered Restoration chandelier. The perfect Toronto stay awaits.”

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.

Cozy and Chic Gem in the City
Entire lower level unit. Very clean and cozy unit in a great friendly neighborhood. The unit is bright and airy. The bathroom and kitchen is yours to use. Separate entrance through the side door of the house. Closet space to store your luggage and clothes. Coffee machine with pods and kettle are at your disposable. Extra blankets and pillows are available upon request. While the unit offers a private setup, the main house may also be accessed or shared as per your needs.

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!

Spacious Riverdale One Bedroom Garden Suite
This freshly renovated garden suite has everything you need while you enjoy your time in Toronto. Bright and stylishly designed in a classic Toronto Edwardian. The street car is just a few minutes away for a short ride to downtown or the subway. Our guest suite offers a full kitchen, washer and dryer, luxurious bed linens, a Casper queen bed, and a pullout sofa. The private entrance is just five steps down from the shared patio and garden.

Private, Spacious,Separate Entrance, Bath, Parking
My Airbnb is located in a green and safe valley between one of the biggest Toronto parks and Bloor West Village/Junction just steps away from trendy cafes and shops. Our Airbnb has a separate entrance. Stunning biking trails are 2 min walk at Etienne Brule gate and lead to Lake Ontario passing Old Mill or north, James' Gardens. You can see salmon traveling upstream of the Humber River in the Fall.

Stunning Yorkville Townhome Backing onto Park
Situated in the heart of Yorkville, this 3 bedroom 2.5 bathroom townhouse with views overlooking Ramsden Park, is the ideal oasis for families, couples, or people travelling for work. The space features a bright sun-filled interior featuring a gas fireplace, WIFI, Smart TV with all apps and fully equipped kitchen. The home backs onto green space with a wonderful back deck and eating area.

Eclectic Apartment in The Village near Yorkville
Entire apartment good for business travelers, couples, and solo adventurers. Close to the most convenient subway interchange Bloor-Yonge station, Yorkville Shopping, the ROM, University of Toronto, The Village, you'll love my décor and that this is an older building that used to be the Waldorf Astoria Hotel. The third guest needs to be short enough to sleep on the couch.
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

Lux Waterfront Condo Pool Hot Tub Free Parking

The Fort York Flat

Lakeside Condo Studio In Downtown Toronto

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

Luxury 1 Bedroom Suite In Heart Of Toronto

Stylish 1+1 Corner Suite |Steps to Lake&Downtown
Family- and pet-friendly home rentals

A spectacular and authentic loft!

Comfy Oasis In Historic Downtown Neighborhood

Luxurious Annex/Yorkville 1300 Sq Ft & Parking

The Beaches pied-á-terre (Woodbine Beach)

One bedroom vacation rental at The Beaches

4 BR, 3BA Modern Toronto Home | Espresso, Music

Muskoka on the City

Bright East-Toronto 2 Bedroom Near Subway
Family-friendly home rentals with a pool

Explore City Life, Pool, Gym, Patio

City center/luxury amenities condo in Yorkville

Cozy Condo Next to CN Tower

Urban Gem, 3 Mins to Wellesley Station, Balcony

Toronto's Perfect View Apartment

King West Triplex Main FLR PVT APT 1 BDRM Parking

Luxury 1BR Executive Condo • Panoramic City Views

Downtown Designer Condo
When is the best time to visit Rosedale?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$35,883 GYD | G$36,926 GYD | G$36,926 GYD | G$44,020 GYD | G$40,890 GYD | G$50,278 GYD | G$50,070 GYD | G$50,487 GYD | G$50,278 GYD | G$50,070 GYD | G$49,235 GYD | G$38,387 GYD |
| 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 vacation rentals that are family-friendly in Rosedale

Total vacation rentals
Explore 50 vacation rentals in Rosedale

Nightly prices starting at
Rosedale vacation rentals start at G$14,604 GYD per night before taxes and fees

Verified guest reviews
Over 1,440 verified reviews to help you choose

Pet-friendly vacation rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wi-Fi availability
50 of Rosedale vacation rentals include wi-fi 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 outdoor seating Rosedale
- Fitness-friendly rentals Rosedale
- Apartment rentals Rosedale
- Rentals with a washer 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
- University of Toronto
- Metro Toronto Convention Centre
- Distillery District
- Port Credit
- Clifton Hill
- The Danforth Music Hall
- Exhibition Place
- Harbourfront Centre
- Toronto Zoo
- CF Toronto Eaton Centre
- BMO Field
- Trinity Bellwoods Park
- Financial District
- Massey Hall
- Niagara Falls State Park
- Casa Loma
- Dufferin Grove Park
- Legends on the Niagara Golf Course
- Casino Niagara
- Rouge National Urban Park
- Christie Pits Park




