
Kid-friendly holiday 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.
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for Pickering kid-friendly rentals
Child-friendly house rentals

Home away home
Absolutely loved Mariam’s place!!! Perfect for what we needed!!! Would stay again!!

Beach House: First Floor
This place was amazing specially with the pool table it’s a nice touch. You won’t get bored. Lots to do around there and only a few minutes walk to the beach. We enjoyed our stay. The location was great. Will definitely do it again. Thank you Tanzila.

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!

Large 2 bedroom w/full kitchen
Great stay! Enjoyed my time at this place and appreciate the great hospitality!

2 Bd 1 Bth Walkout Bsmt Apartment with Ravine View
Amazing simply amazing would definitely recommend. I'll be booking again for sure.

Grand Retreat in Quiet Upscale Neighborhood
Beautiful house! Clean, modern Ken is a fantastic host

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

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!
Kid-Friendly apartment rentals

Tranquil Haven: Luxurious 2BR Retreat Near Hwy 401
We had a wonderful stay at this Airbnb! The space was clean, cozy, and exactly as described in the listing. The host was incredibly welcoming and responsive, making check-in and communication easy throughout our stay. The location was perfect—close to everything we needed but still peaceful and quiet. We especially appreciated the thoughtful touches and amenities that made us feel right at home. I would definitely recommend this place to anyone looking for a comfortable and hassle-free stay. Would love to come back again!

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

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
The apt was very clean…upon arrival she helped with our bags, thanks! Definitely would do another stay

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.

The escaped room: modern guestsuite w/ parking
This is such a nice spot to stay - the hosts are very friendly and responsive to messages, they helped us right away when we had a question once getting there, offered to help us with our luggage and left us some snacks. The place was tidy, clean and very homey. They have done an excellent job of setting everything up. I enjoyed staying here and would do so again!
Child-Friendly Holiday Condos

Unique townhouse studio
Amazing space and location! It was my first time in Canada and I will definitely be returning! Iryna was super attentive and wrote us a note with chocolates! Nice and cleanly space, super close to public transportation and nice local spots! Definitely recommend staying here for a nice and private getaway

Chic Studio w/ Pool | Near Lawrence West Subway
Andrew is a fab host, very responsive and the Airbnb itself was clean and had everything we needed. Only a 10/15 min walk to public transport and there is a bus that goes directly from the airport to almost the door of the building! very easy to find and clean

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.

Spacious Condo - Central Toronto!
Yusuf was a great host- really responsive (even when we managed to lock ourselves out late one night!), condo was clean and exactly like the pics! Thanks for a great stay!

Beautiful Cozy 1 BR Condo👌🔥 Steps to SQ1! 👍
We really enjoyed the stay and felt completely at home.

Luxury Penthouse in Downtown Markham
Very nice condo and pictures are accurate. Cato and Annie are very responsive and accommodating. Common area in the condo is lovely too - beautiful outdoor space and gym facilities.

Entire Condo - 20min from Toronto Airport
Yassine and Amela are exceptional hosts. They were very responsive and provided all the check-in information I needed to enter the condo especially since I arrived late at night. The condo is beautifully furnished and very clean. The kitchen has all the amenities needed and is well stocked with tea, coffee, and hot chocolate. It is located in a quiet neighborhood, close to grocery stores, a shopping mall, and great restaurants. It is conveniently located to major highways leading to the airport, Toronto, and Niagara Falls. I had a great stay and look forward to returning. Thank you Yassine and Amela for being such warm and welcoming hosts!

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! 🙏🏾
Quick stats about holiday rentals that are kid-friendly in Pickering
Total rentals
200 properties
Nightly prices starting at
$33 NZD 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
Destinations to explore
- Niagara Falls Holiday rentals
- Grand River Holiday rentals
- St. Catharines Holiday rentals
- Niagara Falls Holiday rentals
- Brampton Holiday rentals
- Buffalo Holiday rentals
- Pocono Mountains Holiday rentals
- Mississauga Holiday rentals
- Greater Toronto and Hamilton Area Holiday rentals
- Greater Toronto Area Holiday rentals
- Hudson Valley Holiday rentals
- Montreal Holiday rentals
- Townhouse rentals Pickering
- Waterfront rentals Pickering
- Rentals with lake access Pickering
- Rentals with breakfast Pickering
- Private suite rentals Pickering
- Rentals with an EV charger Pickering
- Rentals with a fire pit Pickering
- Condo rentals Pickering
- Family-friendly rentals Pickering
- Apartment rentals Pickering
- Rentals with a fireplace Pickering
- Rentals with a patio Pickering
- Guesthouse rentals Pickering
- Pet-friendly rentals Pickering
- Fitness-friendly rentals Pickering
- House rentals Pickering
- Smoking-friendly rentals Pickering
- Cottage rentals Pickering
- Rentals with pools Pickering
- Rentals with a washing machine and dryer Pickering
- Rentals with a hot tub Pickering
- Rentals with outdoor seating Pickering
- Beachfront rentals Pickering
- Rentals with beach access Pickering
- Kid-friendly rentals Regional Municipality of Durham
- Kid-friendly rentals Ontario
- Kid-friendly rentals Canada
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom
- Rogers Centre
- Scotiabank Arena
- CN Tower
- University of Toronto
- Budweiser Stage
- Distillery District
- Port Credit
- Metro Toronto Convention Centre
- TPC Toronto at Osprey Valley
- Toronto Zoo
- Exhibition Place
- The Danforth Music Hall
- Harbourfront Centre
- CF Toronto Eaton Centre
- Massey Hall
- BMO Field
- Trinity Bellwoods Park
- Casa Loma
- Jackson-Triggs Niagara Estate
- Royal Woodbine Golf Club
- Dufferin Grove Park
- Royal Ontario Museum
- Hockey Hall of Fame
- Cobourg Beach