
Kid-friendly vacation rentals in Pickering
Find and book unique kid-friendly rentals on Airbnb
Top-rated kid-friendly rentals in Pickering
Guests agree: these kid-friendly rentals are highly rated for location, cleanliness, and more.
Vacation rentals for every style
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Popular amenities for Pickering kid-friendly rentals
Kid-friendly house rentals

Cosy 3-Bedroom Home in Quiet Cul-de-Sac.
Daniella and Stephen's place was perfect for the 3 of us. They were quick to respond to questions we had. Their home was like being inour home away from home and more!!! We definitely will be back next year. Thank you Daniella and Stephen for making our stay so comfortable.

Holiday Hideout Basement Unit
Sobia is one of the best Airbnb hosts I've come across! Her apartment is stunning, impeccably clean, and packed with amazing amenities. The check-in and check-out process was seamless, but what truly sets Sobia apart is her exceptional hospitality. She went above and beyond, recommending fantastic local spots and checking in on us throughout our stay. Her thoughtfulness and kindness made our experience truly unforgettable. Highly recommend!

Luxury Stay With Chef's Kitchen!
Adem was very communicative and gave us all the information we needed. The house is spacious and affords privacy to all. It was within walking distance to our dragonboat camp and venue. I would recommend to anyone looking for a place to stay for Bow wave camp! The washer and dryer was a godsend for us!!!

Newly Modern Lakeside House
Nice home. Very clean and welcoming. Quiet neighborhood. Close to the waterfront. Great communication from the host.

Lavishing & Modern Apt. with Free Parking
This is a cute apartment conveniently situated. It is well thought out for travelers.

Elegance and Comfort
Oliver's basement suite was indeed elegant and comfortable. Very stylish and clean with all the amenities you would expect. The appartment felt even more spacious than the photos suggest. Our family really enjoyed our stay and Oliver and Aixa make great hosts! Highly recommend.

peace and tidy second floor unit separate entrance
I had a wonderful stay at this charming apartment! The space is beautifully maintained, thoughtfully decorated, and incredibly comfortable. Every detail—from the cozy furnishings to the fully equipped kitchen—made it feel like a true home away from home. The host was outstanding: warm, responsive, and genuinely caring. They went above and beyond to ensure I had everything I needed and made the entire experience seamless and enjoyable. The amenities were top-notch and exactly as described—everything was clean, modern, and in perfect working order. I especially appreciated the little touches that showed real attention to detail. I would absolutely stay here again and highly recommend this place to anyone looking for a relaxing and enjoyable stay!

Moons & Noons -Separate Unit for your Comfort
Will stay again if visiting Ajax!
Kid-friendly apartment rentals

Mercedes Palace
I had a great at Sonias, the location was perfect for more needs. I forgot my phone charger, but thankfully they had a wireless charger. Lovely spot

LOVE and Relax at Dream Catcher Retreat
In all of our well travelled airbnb trips, we have never felt so welcome and taken care of at a time we needed it the most! Zoka is a genuine lovely human that puts extraordinary thought and utmost attention to details into her space. We were welcomed with a tranquil ambience that left us with goose bulmps and a warm heart. Zoka’s space is a perfect niche to to connect with family, loved ones, or besties. Anything you wish you had is there! From coffee to food basics to high end beauty products. The spa like vibes are accentuated with the multi faceted rain shower, warm candles, lavish linen, plush robes and a cozy fireplace. Not to mention, the price is an astronomical steal!! Zoka’s space is an iconic, one of a kind gem that fills your heart! We can’t wait to return ❤️ Thunder Bay Spa Gals

Spacious Private Basement Apartment
Syed is very interested in helping his guests have a great stay. I’d would definitely go back again. He’s a great host.

Family Friendly | Cozy | HOT TUB | Near UOIT
I had a great stay! The location was super convenient, and the space felt so comfortable and homey. Sahiya and Gibran were really responsive and accommodating, which made everything easy. Would definitely book again!

2 Plush Queen Beds + 1 Sofa-bed - Sleeps 6 - Apt
Leia did an amazing job of accommodating our customized requests and needs as well as making sure the place looked exactly like the listed photos. Would book again in a heartbeat!

Cozy 2-Bedroom walk-in basement apartment !
Everything is good.Especially the electric heater in bedrooms,keep us warm enough.And host response so fast,definitely will come back again.

Charming, Spacious Bsmt Apartment in Pickering
Our family had a great stay at Jianzhong's listing! The house was easy to find, lots of space to park for two SUV's and super close to the Zoo! The house was clean and fully stocked with everything we needed for a stay. It was very spacious and comfortable for 3 kids under 4 years old to play and burn energy.

Cozy Basement in Whitby - Entire Separate Unit
My mother and I had a wonderful stay at Irfan's place. It was clean, quiet, and exactly as described, with all necessary amenities for short or long-term visits. Irfan was a fantastic host—welcoming, respectful, and responsive. He provided clear check-in instructions, allowed early check-in, and offered late check-out. He frequently checked in to ensure our comfort. The neighborhood was safe and peaceful, located in a developing area of Whitby. Despite some construction affecting sidewalks, it was walkable with a park 10 minutes away. The nearest bus stop was a 12-minute walk and served by multiple routes. Shops, restaurants, groceries, and banks were a short drive by car/Uber or bus ride away; walking to these places would not be preferable as it may take over 55 minutes. Public transport might require two buses in some cases, taking 25-30 minutes. Overall, we enjoyed our stay and would definitely return. Thank you, Irfan, for being a great host and providing a pleasant experience.
Kid-friendly condo rentals

Chic Studio w/ Pool | Near Lawrence West Subway
The apartment is clean and located at a reasonable distance from the city center. It is ideal for a single person or two people, but they should not sleep together. There is only one bed with another single bed underneath to pull out. The neighborhood is quiet, pleasant and safe ! We recommend it.

Wifi | Free Parking | Big Mall | 25 min DT/Airport
This place was so nice to stay at. It’s super worth the money I paid. The apartment has everything you need and it’s really comfortable too. It’s close to grocery stores and there are walkable restaurants downstairs also. The hosts were also very helpful! I would 100% consider staying here again.

Downtown Markham Unionville
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!

Beautiful Cozy 1 BR Condo👌🔥 Steps to SQ1! 👍
We had a great time at Omar’s place. The place is just like the photos, really nice and cozy. Everything is right around the corner so it’s great! Plus Omar is really fast to answer any questions. I would totally recommend!

Luxury Penthouse in Downtown Markham
Our family of 4 (1 infants and 1 toddler) had a great short stay. Cato’s place is clean and right across from the park. Unfortunately the pool was not open yet for the season but when we return in future the space looked great to enjoy with tables and lounging. This is really a 1 bedroom plus Den set up as a bedroom (has glass doors and curtains) and suited our needs just fine. The 2 bathrooms were great. Beautiful apartment in general. We will absolutely look at staying again next time we come to the area.

Spacious Luxury Condo w. Free Parking in Toronto!
Great staying at Jeffery’s, Place is clean, just as shown on the listing, He is responsive and friendly! Location was nice it had multiple places walking distance from the building. Would definitely stay again! 🙏🏾

SpectacularPenthouse VIEWS/ POOL /free Parking
Very nice apartment, with exceptional views, pool and gym, public land and visible from the apartment which is not far from it. Very nice bedding. Good location, next to the subway. Bonus: parking included. Excellent concierge and thank you to Harit the receptionist. A perfect stay.

Stunning Appt. in Richmond Hill- Parking included!
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.
Quick stats about vacation rentals that are kid-friendly in Pickering
Total rentals
200 properties
Nightly prices starting at
G$4,196 GYD before taxes and fees
Total number of reviews
8K reviews
Family-friendly rentals
130 properties are a good fit for families
Pet-friendly rentals
60 properties allow pets
Rentals with a pool
10 properties have a pool
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- Rogers Centre
- Scotiabank Arena
- CN Tower
- University of Toronto
- Budweiser Stage
- Distillery District
- Port Credit
- Metro Toronto Convention Centre
- Toronto Zoo
- TPC Toronto at Osprey Valley
- Exhibition Place
- The Danforth Music Hall
- CF Toronto Eaton Centre
- Harbourfront Centre
- Massey Hall
- BMO Field
- Trinity Bellwoods Park
- Jackson-Triggs Niagara Estate
- Royal Woodbine Golf Club
- Casa Loma
- Dufferin Grove Park
- Royal Ontario Museum
- Cobourg Beach
- Hockey Hall of Fame