
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.

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.

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.

Private Coach House near the Bluffs
This separate, minimalist, self-contained coach house is a perfect quiet escape for one, and can also intimately accommodate two persons. Wake up in natural light with all the essential home comforts: a premium queen-size mattress, hypoallergenic, 100% cotton linens, a separate bathroom, toiletries and kitchen basics. Nearby options for prepared meals, groceries + delivery. No TV. No extra housekeeping fees. A 20-minute getaway from the downtown core near the lake in the east end.

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.”

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 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.

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!

Modern and bright private suite.
Enjoy a newly built, professionally designed, roomy 1-bedroom basement apartment in East York Toronto. Conveniently located near the Danforth, Woodbine Beach, parks, and trails, the apartment is a short bus/subway ride or a 15 min drive from Downtown Toronto. Self-contained and spacious, it offers a fully equipped kitchen, new laundry facilities, a queen-sized bed, ample storage, and plenty of natural light.

Bachelor guest suite in Leslieville
Separate entrance, very well-maintained basement bedroom suite in Leslieville. Perfect for singles and couples, both leisure and business travelers. 2 min walk to major TTC routes that take you to Yonge Street/Financial district in another 20 minutes. Newly renovated, above-grade separate entrance, includes a queen-size bed, quality linens, workspace, and washroom with a shower stall. * High-speed wifi*
Popular amenities for Rosedale family-friendly rentals
Family-friendly home rentals with a hot tub

The Penty: Luxurious Penthouse with Pool, Hot Tub

Ask re: FALL Specials-Heated Pool-tub Open 365 Day

Lux Waterfront Condo by Rogers -IndoorPool-Parking

The Fort York Flat

Luxury Stay w/phenomenal view!

Stylish Downtown Toronto Condo with Free Parking

Beautiful Cozy 1 BR Condo👌🔥 Steps to SQ1! 👍

⭐️KING Bed Luxury Condo - CN Tower View + Parking⭐️
Family- and pet-friendly home rentals

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

A spectacular and authentic loft!

Luxurious Annex/Yorkville 1300 Sq Ft & Parking

Mid-town T.O. getaway - conveniently located

2BR+2Bath! 2queen beds! Luxury Private Quiet Clean

One bedroom vacation rental at The Beaches

Trendy & Cozy 1BD Condo in the Heart of Toronto

Spacious & Vibrant upstairs apartment
Family-friendly home rentals with a pool

Modern Downtown Loft with Private Garden

Bright, spacious luxury basement apartment

Toronto's Perfect View Apartment

Hidden gem in Humber bay shores Toronto w/ parking

Stylish 1 BDRM/ GYM/WIFI/ Laundry

Luxury City Vacation Getaway

CN Tower View - 2BR - Free Parking - Pool/Gym

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 | $242 CAD | $249 CAD | $249 CAD | $297 CAD | $275 CAD | $339 CAD | $343 CAD | $339 CAD | $342 CAD | $337 CAD | $332 CAD | $259 CAD | 
| 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 $98 CAD 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

Wifi availability
50 of Rosedale vacation 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
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 - Family-friendly rentals Toronto
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- Rogers Centre
 - CN Tower
 - Scotiabank Arena
 - University of Toronto
 - Distillery District
 - Metro Toronto Convention Centre
 - Port Credit
 - Clifton Hill
 - The Danforth Music Hall
 - Exhibition Place
 - Harbourfront Centre
 - Toronto Zoo
 - Financial District
 - CF Toronto Eaton Centre
 - 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