Family-friendly vacation rentals in Old Toronto

Find and book unique family-friendly homes on Airbnb

Top-rated family-friendly rentals in Old Toronto

Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.

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Top guest favorite
The exterior of the duplex house is shown, featuring a well-maintained front lawn with blooming flowers. The building has a brick façade with large windows framed by vibrant greenery. A small balcony is visible on the upper floor, adorned with potted plants.
Home in Deer Park
4.97 out of 5 average rating, 115 reviews

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.

Top guest favorite
Apartment in Cabbagetown
4.96 out of 5 average rating, 179 reviews

Private 3 bedroom Apartment in Downtown Toronto

Ideal work from home private apartment with 3 bedrooms, 1 bathroom, full kitchen with dining area & laundry, and an outdoor deck in a charming Victorian rowhouse. 750 sqft unit, with large windows. 1 king bed, 1 queen bed, 1 double bed, 1 sofa bed & 2 desks, modern conveniences, fast internet. Restaurants, shops, parks and beautiful streets steps away; minutes walk to bus, streetcar/tram and train(subway) stops. Walking distance to hospitals, UofT, TMU, George Brown college, Eaton Centre, ILAC

Guest favorite
A cozy living area features a grey sofa and two matching armchairs, all positioned on a neutral area rug. A modern arc floor lamp provides soft lighting, while framed art adorns the walls. A small glass side table sits beside the sofa, enhancing the space's functionality.
Apartment in Annex
4.93 out of 5 average rating, 217 reviews

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.

Guest favorite
A spacious sleeping area features a brand new bed with a quilted beige coverlet, complemented by two bedside lamps. Exposed brick walls add character, while colorful artwork hangs above the bed. A cozy sofa is visible to the side, enhancing the inviting atmosphere.
Guest suite in Little Italy
4.88 out of 5 average rating, 140 reviews

Loft-Style Private Studio Little Italy/Ossington

From the exposed brick, to original artwork, to massive private bathroom with double vanity, this basement suite in our home has been renovated and decorated to feel like a loft. The double bed is brand new with a 16" mattress sure to deliver an excellent night's sleep. You will find a brand new, 42" smart TV resting on a unique mantlepiece refashioned from an antique upright piano, as well as a kitchenette with convection oven/air fryer, Keurig coffeemaker, and stainless steel mini fridge.

Top guest favorite
An outdoor seating area is showcased, featuring a comfortable couch adorned with patterned cushions. Flanking the couch, two red chairs face a wooden fence, while a decorative lantern and potted plants add touches of greenery, highlighting the inviting atmosphere of this private space.
Home in Cabbagetown
4.94 out of 5 average rating, 587 reviews

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.

Top guest favorite
A cozy living area features a red sectional sofa and a black couch, positioned around a glass coffee table. Natural light filters through large, vertical blinds, illuminating the space. A potted plant adds greenery, while framed artwork decorates the beige walls. A wall clock is visible.
Apartment in Old Town
4.95 out of 5 average rating, 518 reviews

St Lawrence Market | DT Toronto | Free Parking|Gym

Five minute walk to the world renowned St Lawrence Market and only 10 minutes to the Eaton Centre Toronto is at your doorstep. This bright and airy suite has everything you will need to explore the city and relax in comfort and style. In a modern building with exceptional security and amenities and a spectacular view of the city and lake you will be sure to enjoy your stay here. Change your point of “VÜ” enjoy staying in one of the most exciting neighbour hoods in downtown Toronto.

Top guest favorite
A spacious sleeping area is furnished with a large bed covered in a white quilt, accompanied by neatly arranged towels. A desk with a computer is positioned nearby, while a decorative rug adds texture to the polished concrete floor. Exposed brick walls provide a touch of character.
Apartment in Cabbagetown
4.94 out of 5 average rating, 156 reviews

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.

Guest favorite
A cozy sleeping area is presented with a spacious bed, featuring soft bedding and decorative pillows. Nightstands flank the bed, providing small plants and ambient lighting. A calming nature print is displayed above the bed, enhancing the serene environment.
Home in Annex
4.87 out of 5 average rating, 100 reviews

Annex Haven: 1 Bedroom plus Den

This centrally located private space is newly updated with new flooring, furniture, and bathroom. It includes a separate entrance with its own kitchen and laundry. Very quiet residential neighbourhood with old growth trees. Walking distance to Christie subway station or Dupont subway station. Be downtown within 20 minutes. Close to Koreatown and many great restaurants on Bloor Street. 5 min walk to 4 grocery stores and LCBO. Basement space not suitable for people over 6 feet tall.

Top guest favorite
The living area features a modern design with a comfortable sofa accented by patterned pillows. A marble dining table is surrounded by elegant chairs. A striking chandelier hangs above, while a large round mirror reflects the ambient light from windows dressed in soft curtains.
Home in Corktown
4.99 out of 5 average rating, 236 reviews

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.”

Guest favorite
A living area features a comfortable brown sofa with red cushions and a rustic coffee table at its center. A flat-screen television sits on a white stand, while potted plants add greenery to the space. Natural light enters through sliding glass doors.
Home in Little Portugal
4.91 out of 5 average rating, 210 reviews

Charming coach house / guest house downtown

Private and secluded, completely separated, fully serviced and renovated guest house / urban cottage with a beautiful private patio nestled among the mature trees of Dufferin Grove - one of Toronto's most vibrant and interesting neighbourhoods. Find quiet, peace and tranquility in a private oasis, tucked away behind trees and the residential streets, located in the middle of Toronto's trendiest urban centres: Little Italy, Dundas West, Ossington, Little Portugal and Queen West.

Guest favorite
A living area is presented with two blue armchairs positioned beside a low coffee table. A flat-screen TV is mounted on the wall above a gas fireplace. Light filters in through a large window, illuminating built-in shelves filled with decorative items.
Townhouse in Yorkville
4.81 out of 5 average rating, 102 reviews

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.

Top guest favorite
An open living area is presented with modern finishes. The kitchen features sleek cabinetry in red and gray, accompanied by stainless steel appliances. A glass dining table is arranged for four. A comfortable gray sofa is positioned near large windows, allowing ample natural light.
Apartment in Entertainment District
4.94 out of 5 average rating, 141 reviews

A Superb Condo Across CN Tower,MTCC,Rogers Centre

*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.

Popular amenities for Old Toronto family-friendly rentals

When is the best time to visit Old Toronto?

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Quick stats about vacation rentals that are family-friendly in Old Toronto

  • Total vacation rentals

    Explore 5,340 vacation rentals in Old Toronto

  • Verified guest reviews

    Over 148,520 verified reviews to help you choose

  • Pet-friendly vacation rentals

    Find 1,370 rentals that welcome pets

  • Vacation rentals with a pool

    830 properties feature pools

  • Rentals with dedicated workspaces

    3,120 properties have a dedicated workspace

  • Wi-Fi availability

    5,280 of Old Toronto vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Old Toronto rentals

  • 4.8 Average rating

    Old Toronto stays are highly rated by guests—averaging 4.8 out of 5!

  • Nearby attractions

    Old Toronto's top spots, include CN Tower, Rogers Centre, and Toronto Eaton Centre

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