
Family-friendly holiday 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.

Large & Loungy Private 2 Bedroom - Private Suite
Private Suite Separate Entrance. Large Loungy Private 2 bedrooms, living room, kitchen with hot plate fridge, dining area, bathroom, laundry room, EXCLUSIVE FOR GUESTS ONLY NO SHARED SPACES. A newly renovated and beautiful space. Luxurious linens and extra soft towels, dining and living room are open concept, and are available exclusively for guests - no shared spaces. Coffee - Tea bar area, books, magazines & board games. Full size washer & dryer. Free Private Parking in driveway. EV charger

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.

Chic High Rise Urban Retreat with CN Tower View
Imagine waking up to the breathtaking sight of the CN Tower piercing the skyline, its reflection dancing on Lake Ontario. After a day exploring Toronto's vibrant streets and visiting landmarks like the Rogers Centre, the Scotiabank Centre & the magical Ripley's Aquarium, unwind in the living area with panoramic views, or stroll to nearby restaurants and nightlife. Equipped with basic cooking and dining utensils, towels, linens, and bath essentials. Catch your favourite show on the smart TV.

Stylish Home in Downtown Toronto, Walkable area
Discover Toronto from our newly renovated, spacious apartment with a private balcony on Queen Street W! Steps to trendy spots (bars, restaurants, attractions, groceries, LCBO) and easy streetcar access for city exploration. Enjoy morning Nespresso™ coffee with CN Tower views on the balcony. Key Locations: 2 mins walk to Queen St W and Portland St 8 mins walk to King St W and Portland St 13 mins walk to Trinity Bellwoods Park 13 mins walk to Art Gallery of Ontario 10 mins drive to CN Tower

Bright East-Toronto 2 Bedroom Near Subway
2 bedroom private second floor unit, clean, bright, very clean and comfortable beds. A 5 minute walk gets you to the subway station, 10 the other direction will take you to the GO train station for a quick ride downtown. Locally, almost everything you might need is nearby; playgrounds, parks, grocery stores, restaurants and pubs, and a quick bus ride will get you to the beach. I am close enough to the train line that you will hear the trains a bit. The bedrooms face the other way, though.

Luxury modern Victorian - private parking included
This recently renovated gem has all of the comforts of home, with a fully appointed kitchen that has everything you need to cook a great meal. Nespresso coffee and a selection of teas are also included. Two Smart TVs and a Bluetooth speaker for entertainment. Two comfortable beds and a spacious spa bathroom will make your stay feel like home. A work remote work set up is available for those who require it. The private backyard includes a gas BBQ and private parking is included.

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.

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.

Stylish 1870s Home near Distillery District & Old Toronto
Named a Top 1% by Airbnb, former Plus listing & top 10 Toronto stay by BlogTO, this beautifully restored 1870s rowhouse blends historic charm with modern refinement. Thoughtfully designed throughout, it’s located downtown steps from St. Lawrence Market, the Distillery District, and some of the city’s best cafés and restaurants. In the evening, unwind in the serene, charcoal-toned bedroom beneath the warm glow of a statement chandelier—your refined Toronto retreat awaits

Amazing 2 Storey Loft 3 BED In Central Downtown
This unique 2 storey loft is super stylish and a rare find in downtown Toronto. This two storey loft has amazing 9 foot high ceilings finished fully modern kitchen and bathrooms. This super luxurious loft is perfect for nights out or gatherings. Ottoman in the living room is a pullout as well as the chair upstairs in the bedroom, just inform if you want setup and the air bed in the master upstairs is also a twin Equipped with a balcony.

Modern suite in eclectic Roncy - Queen West
A sleek, newly renovated, bright and airy lower level suite in a charming, century-old Edwardian home with high ceilings, a full modern kitchen, and a relaxing soaker tub. Located in family-friendly Roncesvalles village and Queen West, within walking distance of High Park, Lake Ontario, Little Tibet, Little Italy. Multiple transit options 5 to 10 minute walk from our house, which will take you downtown in 30 to 45 minutes.
Popular amenities for Old Toronto family-friendly rentals
Family-friendly home rentals with a hot tub

The Penty: Luxurious Penthouse with Pool, Hot Tub

The Farmer's Cottage

Luxury 1+Den condo steps away from CN Tower & Lake

1 Bedroom Suite DT Core - (Office/Bidet/Balcony)

The Fort York Flat

Canadiana Downtown Condo w/King Bed + Free Parking

Stylish Downtown Toronto Condo Free Parking | FIFA

Beautiful Lake View Studio Condo + 1 free Parking
Family- and pet-friendly home rentals

Cozy Leslieville 2-Bedroom Home

Chic Garden Suite. Walk to City's Best Areas.

Dani's Den: Private suite w. separate entrance.
Garden Home @ Trinity Bellwoods Park

Trendy & Cozy 1BD Condo in the Heart of Toronto

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

Vibrant downtown place

Lakeside in the city
Family-friendly home rentals with a pool

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

Cozy Condo Next to CN Tower

Beautiful Condo Across CN Tower and MTCC

Waterfront Condo Pool/Hot Tub/Free Parking/BMO Field

2BR Across from CN Tower & MTCC

Luxury Downtown Condo For 6 (Near CN Tower)

Stylish 1BR/2 bed CN Tower view, Free Parking

Corner Unit in Liberty Village (Parking + Balcony)
When is the best time to visit Old Toronto?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £104 | £103 | £111 | £118 | £131 | £144 | £154 | £162 | £144 | £129 | £118 | £116 |
| 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 Old Toronto

Total holiday rentals
Explore 5,610 holiday rentals in Old Toronto

Verified guest reviews
Over 153,190 verified reviews to help you choose

Pet-friendly holiday rentals
Find 1,440 rentals that welcome pets

Holiday rentals with a pool
870 properties feature pools

Rentals with dedicated workspaces
3,300 properties have a dedicated workspace

Wifi availability
5,540 of Old Toronto holiday rentals include wifi 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 Scotiabank Arena
Destinations to explore
- Ski-in/ski-out rentals Old Toronto
- Rentals with a fireplace Old Toronto
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- Flat rentals Old Toronto
- Rentals with lake access Old Toronto
- Rentals with a kayak Old Toronto
- Rentals with an accessible-height bed Old Toronto
- Townhouse rentals Old Toronto
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- Rentals with a washing machine and dryer Old Toronto
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- Loft rentals Old Toronto
- House rentals Old Toronto
- Smoking-friendly rentals Old Toronto
- Beachfront rentals Old Toronto
- Rentals with a firepit Old Toronto
- Private suite rentals Old Toronto
- Rentals with a hot tub Old Toronto
- Rentals with pools Old Toronto
- Rentals with an EV charger Old Toronto
- Rentals with a sauna Old Toronto
- Pet-friendly rentals Old Toronto
- Rentals with beach access Old Toronto
- Rentals with breakfast Old Toronto
- Apartment rentals Old Toronto
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- Hotel rooms Old Toronto
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- Guest house rentals Old Toronto
- 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
- BMO Field
- Distillery District
- The Danforth Music Hall
- Nike Square One Shopping Centre
- Harbourfront Centre
- Exhibition Place
- Toronto Eaton Centre
- Toronto Zoo
- Trinity Bellwoods Park
- Niagara Falls State Park
- Massey Hall
- Financial District
- Casa Loma
- Dufferin Grove Park
- Lakeridge Ski Resort
- Downsview Park
- York University
- Toronto City Hall
- Things to do Old Toronto
- Things to do Toronto
- Nature and outdoors Toronto
- Sports activities Toronto
- Art and culture Toronto
- Sightseeing Toronto
- Food and drink Toronto
- Things to do Ontario
- Tours Ontario
- Food and drink Ontario
- Entertainment Ontario
- Sports activities Ontario
- Sightseeing Ontario
- Nature and outdoors Ontario
- Art and culture Ontario
- Things to do Canada
- Sightseeing Canada
- Food and drink Canada
- Entertainment Canada
- Nature and outdoors Canada
- Art and culture Canada
- Tours Canada
- Sports activities Canada




