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Family-friendly holiday rentals in Old Toronto

Find and book unique family-friendly homes on Airbnb

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Popular amenities for Old Toronto family-friendly rentals

Family-friendly home rentals with a hot tub

Superhost
Flat in Toronto
4.9 out of 5 average rating, 59 reviews

New condo w/ gorgeous lake views

ConorRating, 5 stars3 months ago
Really amazing view and building in a great location with easy access to GO trains and TTC. Building facilities are great! Check out is 10am
Guest favourite
Apartment in Downtown Toronto
4.97 out of 5 average rating, 322 reviews

Beautiful Condo + CN Tower View + Free Parking

JessicaRating, 5 stars3 weeks ago
Amazing location for downtown. Right across the street from the Rogers Centre. Amenities were amazing. Our second time staying in this building and we love it. Katherine was a great host. Highly recommend!
Guest favourite
Apartment in Unionville
4.91 out of 5 average rating, 114 reviews

Downtown Markham Unionville

AndreaRating, 5 stars3 months ago
We had a great stay at Thomas' place. He met us at check in, showed us the building, parking and any details we needed to know. He was very responsive, provided early check in, and coordinated parking spots for both our vehicles. The place was very clean and quiet. We would definitely stay again!
Superhost
Apartment in Downtown Toronto
4.67 out of 5 average rating, 377 reviews

Modern Condo in the heart Downtown Toronto!

NicoleRating, 5 stars1 week ago
Myself and 2 friends enjoyed our 3 night stay to the fullest! Location was amazing! Jonathan was extremely responsive. Bed was very comfortable. Pull out bed not so comfy but was to be expected. Lots of feminine products under the sink for guests to use in including salon style hairspray. Roof top pool was amazing and not too busy! Would highly recommend Jonathan's place!
Guest favourite
Apartment in Downtown Toronto
4.89 out of 5 average rating, 840 reviews

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

KeyannaRating, 5 stars3 days ago
Cal was an amazing host! Very responsive! The location of the AirBnb was perfect. We had tickets to see Kendrick Lamar at Rogers Centre and it was literally across the street from the Apartment Building. Great walking distance from EVERYWHERE. No complaints!
Superhost
Apartment in Downtown Toronto
4.87 out of 5 average rating, 326 reviews

Luxury heart of downtown by CN Tower/ MTCC/Union

JuliaRating, 5 stars3 months ago
Lovely place , felt right at home . Crystal was very helpful and responsive, given it was a very last minute booking. The street was very quiet and so was the building itself . Very cozy getaway in the heart of downtown Toronto for an incredibly good price . Thank you so much for making our short stay nothing short of AMAZING !
Superhost
Apartment in Downtown Toronto
4.87 out of 5 average rating, 106 reviews

Casa Di Mama | Beautiful 2BR Downtown-Free Parking

AnaïsRating, 5 stars3 days ago
We had a great weekend in Toronto. The location is perfect, 10 min walk from the Rodger center. The condo is great, easy check in!
Guest favourite
Apartment in Richmond Hill
4.77 out of 5 average rating, 53 reviews

Stunning Appt. in Richmond Hill- Parking included!

PartoRating, 5 stars1 week ago
Nice stay in this one-bedroom unit in Richmond Hill. The location is great in Richmond Hill, with easy access to stores just a few minutes’ walk away. It was a comfortable and convenient stay, and I would recommend it to others visiting the area.

Family- and pet-friendly home rentals

Guest favourite
Home in Midtown
4.96 out of 5 average rating, 48 reviews

Great Davenport Hillcrest House

LindsayRating, 5 stars1 month ago
I’m almost afraid to leave an accurate review because this place is such a hidden gem I don’t want to compete when we try to stay here again. This home is so beautiful, well stocked, cozy, incredible neighbourhood, and I could go on and on. Ottilie was a thoughtful host with excellent communication and she opened her home up to my family. I will never try to stay anywhere else in Toronto! Thank you, Ottilie!
Top guest favourite
Apartment in Downtown Toronto
4.93 out of 5 average rating, 158 reviews

Beautiful suite in Downtown Toronto

ChloeRating, 5 stars3 weeks ago
10/10 perfect Air BnB, will most definitely book again next time we go down (especially for a concert), it was literally right across the street from the Roger’s Center which is where our Post Malone concert was. Oron is super descriptive on the process to check in/out and how to find parking, which as someone with OCD this was a blessing. Anything I needed or had questions about he literally answered within 5min! Also you literally get a view of the beautiful CN tower… jaw dropping! Bonus: that bed is hella comfy!!!
Guest favourite
Guest house in Schomberg
4.92 out of 5 average rating, 437 reviews

Country Cabin Escape | King Bed | Pet Friendly

DeborahRating, 5 stars2 weeks ago
Amazing perfect location peaceful serene clean location was close to all amenities via your own transportation. Definitely will be come back here next time I travel this way. Enjoyed our stay!
Guest favourite
Flat in Milton
4.72 out of 5 average rating, 162 reviews

Studio Apt in Milton Dorset Park

CharleneRating, 5 stars3 weeks ago
Steve and Melissa's place was perfect. They were fantastic hosts. The place had everything you needed. Would definitely stay again and recommend it.
Top guest favourite
Home in Ajax
4.97 out of 5 average rating, 29 reviews

3 bedroom bungalow in South Ajax

SamoriaRating, 5 stars2 months ago
my stay at Mrinals place was amazing! it looks exactly like the photos and was so clean. my family stayed here before moving out of the country and it was literally stocked with anything you’d need! anything we needed in the kitchen they had as well as laundry detergent and cleaning supplies. there was so many extra towels, sheets, and bedding. the check in was super easy and everything was exactly like the photos. The driveway has good space as well, me and my family were able to fit 2 SUV’s. Mrinal was an amazing host and very responsive and kind. I highly recommend!
Top guest favourite
Home in Toronto
4.9 out of 5 average rating, 134 reviews

Charming Century Home Close to Vibrant Shops

CourtneyRating, 5 stars2 months ago
The home was beautiful! We loved the decor and all of the characteristics of this historical house. The neighborhood was very safe, a 12 minute walk to the station of a 8 minute walk to the bus stop near aisle 3. The hosts were so friendly! They even had snacks and food waiting for us at the air bnb upon arrival. If you’re looking to get close to downtown without the hassle of driving this area is in a very good spot! We will definitely be returning, thanks again!
Superhost
Guest suite in Riverdale
4.64 out of 5 average rating, 121 reviews

Garden Aptartment

JeannetteRating, 5 stars2 days ago
I very much enjoyed my stay. The place is filled with wonderful character and a sense of history. It is peaceful and restful. The garden and deck wrap around the place making it feel like it is out in the country, rather than in the heart of the city. The location is excellent with easy access for walking, driving and TTC. Many fabulous restaurants in the area too. It was the perfect place for my stay in Toronto.
Guest favourite
Home in Richmond Hill
4.89 out of 5 average rating, 156 reviews

Luxury 5 beds, 6 Baths custom home

PaulineRating, 5 stars1 month ago
An amazing home meeting the needs of our multi-generational family spending a week together in the GTA to cheer on our daughter participating in a National sporting event. Listing is reflective of the gorgeous, clean home. We would definitely look to return should another opportunity present!

Family-friendly home rentals with a pool

Apartment in Fort York
4.81 out of 5 average rating, 128 reviews

Unbelievable Views of the 6, the heart of Downtown

AmyRating, 5 stars34 months ago
Amazing views and great location! The place was beautifully decorated, comfortable, and very clean. We had everything we needed for our stay. The kitchen was fully equipped. We loved the balcony. Access to the gym and pool was great!
Guest favourite
Apartment in Downtown Toronto
4.93 out of 5 average rating, 219 reviews

College Park :2Bd+2bth + Free parking

JeanneRating, 5 stars2 days ago
This condo was a great location, especially for guests visiting U of T or wanting to be in the heart of Toronto with easy access to adjoining neighborhoods. The apartment had great views of the area, was comfortable, clean with excellent amenities including a superb pool and exercise area on the 2nd floor of the building. Arjun is a most friendly and reliable host. I look forward to staying at his condo for an upcoming visit to Toronto.
Superhost
Apartment in Downtown Toronto
4.7 out of 5 average rating, 313 reviews

2 BDRM + 2 BATH + Free Parking - MTCC, CN, Jays!

JenniferRating, 5 stars3 weeks ago
I would 100% stay here again. Not only was the location convenient and beautiful, it was well kept and had everything we needed for our stay. The host was polite and communication was ongoing and prompt. Had a wonderful 2 night stay!
Guest favourite
Bungalow in Milton
4.91 out of 5 average rating, 34 reviews

Milton Home- a Family Oasis

SherryRating, 5 stars9 months ago
This place was absolutely amazing. It had everything you could possibly need and want. We enjoyed everything- the qames, pool table and darts. We wish we hadn't planned so much so we could make better use of everything. Thomas was very responsive and went out of his way to help when there was something we couldn't figure out. We loved being there and will definitely look to return if we return to Toronto
Guest favourite
Apartment in Downtown Toronto
4.97 out of 5 average rating, 244 reviews

Chic, High-Rise Apartment with CN Tower Views

NickRating, 5 stars2 weeks ago
Always a pleasure staying at Virginia's place!
Townhouse in Niagara
4.74 out of 5 average rating, 168 reviews

King West Triplex Main FLR PVT APT 1 BDRM Parking

YanaRating, 5 stars1 month ago
Amazing location! Just a 10-minute walk to both King Street and Queen Street, and about 30 minutes to the CN Tower. The neighborhood is quiet and safe, with plenty of cafes, restaurants, and grocery stores nearby. The apartment itself was clean, cozy, and had everything we needed for a comfortable stay. The host was responsive and made check-in super easy. Since the building is older, we could occasionally hear footsteps from the unit above, but it didn’t really affect our overall experience.
Guest favourite
Apartment in Mississauga
4.85 out of 5 average rating, 59 reviews

Luxury 2 bedroom Condo With Pool Near Square One

maudeRating, 5 stars1 month ago
Very nice stay at Bose and Esther's. Thanks again!
Guest favourite
Home in Niagara
4.91 out of 5 average rating, 303 reviews

King West Victorian Studio Gem

JessieRating, 5 stars1 month ago
What an absolute gem of a house! I felt right at home and so relaxed with the cherry tree blooming in the back yard. Kathleen added thoughtful details and helpful instructions. The house was within walking distance of amazing restaurants, cafes and shops.

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

  • Total rentals

    5.4K properties

  • Total number of reviews

    1.4L reviews

  • Pet-friendly rentals

    1.4K properties allow pets

  • Rentals with a pool

    850 properties have a pool

  • Rentals with dedicated workspaces

    3.2K properties have a dedicated workspace

  • Wifi availability

    5.3K properties include access to wifi

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