
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.

2-Bedroom House In Deer Park
Welcome to our charming 2-bedroom duplex house nestled in the beautiful Deer Park neighbourhood of Toronto! This cozy Airbnb is the perfect home away from home for your stay in the heart of the city, with subway, shops and parks within 10 minutes' walk. This newly renovated house is on the ground floor of a duplex and boasts an amazing sun-room, beautifully furnished living and dining rooms, a fully equipped modern kitchen and 2 comfortable bedrooms. Parking and laundry is available on request.

Chez Chodat - Midtown Leaside near Sunnybrook
This renovated basement suite provides you with a stylish, comfortable living space. Located in historic mid-town Leaside, Chez Chodat offers easy access to Sunnybrook Hospital, the Don Valley trails and a 5 minute walk to popular Bayview & Laird Avenues, offering diverse restaurants and boutique retail stores. Easy access to downtown Toronto by car (15-20 minutes) or via public transportation (40 mins) Free street parking. Ideal for 2 people/Queen bed, pullout in living area is comfy.

Cute Private Apartment near University of Toronto
This cozy main floor apartment with private walk out patio, located on a quiet street in the beautiful Annex neighbourhood. Free parking Laundry in building Shared backyard 5 minute walk to subway (Christie Station) 5 minute walk to Bloor Street, the restaurants and bars of Korea Town, and historic Christie Pits Park. Walking distance to University of Toronto and George Brown College Casa Loma campus. There are a lot of great restaurants, bars and local grocery stores within a short walk.

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.

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.

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.”

Beautiful Suite in Historic Cabbagetown
Beautifully renovated 1 bed 1 bath lower level in historic Cabbagetown. Tastefully designed and updated throughout. Cabbagetown is a largest protected Victorian Heritage area in North America with houses dating back to the 1800s. One of Toronto's founding neighbourhoods, it's ideal to visit being very close to the downtown core while maintaining an authentic neighbourhood feel. Walking distance to shops and restaurants, and nature with Riverdale Farm and the Don Valley.

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.

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.

Good Looking Condo Across from CN TOWER & MTCC
*NO PARTIES OR NONSENSE TOLERATED - VIOLATORS WILL BE FINED UP TO $500 AND EVICTED*** A newly-furnished condo located at the heart of Downtown Toronto guaranteed to maximize your stay with everything at close proximity. This 650 sq ft condo unit has 8 ft ceilings, hardwood flooring , High-speed WiFi, Cable TV, and basic amenities will all be available.

Private Bright "Beach Hill" Lower Guest Suite
Welcome to your cozy guest oasis in the desirable BeachHill neighbourhood! This newly renovated Private 1-bedroom suite offers a perfect blend of modern amenities and classic charm. The open concept living area seamlessly creates a comfortable flow for day-to-day living.
Popular amenities for Rosedale family-friendly rentals
Family-friendly home rentals with a hot tub

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

Year-Round Heated Pool & Hot Tub Family Oasis

The Penty: Luxurious Penthouse with Pool, Hot Tub

Modern Downtown Loft with Private Garden

The Fort York Flat

Lux Waterfront Condo Pool Hot Tub Free Parking

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

Luxury 1 Bedroom Suite In Heart Of Toronto
Family- and pet-friendly home rentals

Lively 1+1 Lakeview Condo near CN Tower + Free Prk

A spectacular and authentic loft!

Stylish Yorkville Studio: Near U of T & ROM

One bedroom vacation rental at The Beaches

Private 1-br Apartment: Your Secluded Getaway!

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

Bright East-Toronto 2 Bedroom Near Subway

Muskoka on the City
Family-friendly home rentals with a pool

City center/luxury amenities condo in Yorkville

2 Bedroom 2Bath CN-Tower/Parking

Modern Condo | Breathtaking Views | CN Tower

Hidden gem in Humber bay shores Toronto w/ parking

1 BR Downtown w/Pool & Gym Near Subway & Hot Spots

Skyline Views, Pool, Sauna, Downtown Access

2 Bedrm 2 Bath Unit +Parking

1Bd+ Den Cozying Apartment in Midtown Toronto
When is the best time to visit Rosedale?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $223 SGD | $230 SGD | $230 SGD | $274 SGD | $255 SGD | $313 SGD | $312 SGD | $314 SGD | $313 SGD | $312 SGD | $306 SGD | $239 SGD |
| 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 $91 SGD per night before taxes and fees

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

Pet-friendly holiday rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
20 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
- Fitness-friendly rentals Rosedale
- Rentals with a washing machine and dryer Rosedale
- Pet-friendly rentals Rosedale
- House rentals Rosedale
- Flat rentals Rosedale
- Rentals with outdoor seating Rosedale
- Rentals with a patio 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
- Financial District
- Trinity Bellwoods Park
- BMO Field
- Massey Hall
- Niagara Falls State Park
- Casa Loma
- Dufferin Grove Park
- Legends on the Niagara Golf Course
- Rouge National Urban Park
- Casino Niagara
- Royal Ontario Museum




