Kid-friendly holiday rentals in Pickering

Find and book unique kid-friendly rentals on Airbnb

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Popular amenities for Pickering kid-friendly rentals

Child-friendly house rentals

Superhost
Home in Pickering
4.83 out of 5 average rating, 136 reviews

Fully renovated basement

SandraRating, 5 stars2 weeks ago
Host was very accommodating, friendly and quick to respond. The place was very homey like and we had a very comfortable sleep during our stay!
Superhost
Home in North York
4.83 out of 5 average rating, 6 reviews

Private Bedroom, Bathroom, Kitchen -Basement Apt

AnatRating, 5 stars1 month ago
Ana is a great host and was caring and responsive. I stayed there a couple of months and felt at home. It was really great to have a private unit all to myself and for relatively reasonable price. The location is very convenient, with public transit, grocery stores, libraries, and lots of other stores very close by. The unit is quite spacious. The kitchen is probably more suitable for light cooking or heating of food, and there’s not a ton of refrigerator space. My only discomfort during my stay was that when the weather was very cold, the heat in the room was very warm, especially at night. But it made the laundry dry quickly, which was good. All in all, I’m glad I found this place and I really enjoyed my stay.
Guest favourite
Home in Pickering
4.77 out of 5 average rating, 31 reviews

Holiday Hideout Basement Unit

SimranRating, 5 stars2 weeks ago
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!
Superhost
Home in Pickering
4.91 out of 5 average rating, 34 reviews

Large 2 bedroom w/full kitchen

Ali RezaRating, 5 stars2 weeks ago
Came all the way from montreal and felt like our own home , thanks alot for great service .
Guest favourite
Home in Pickering
4.93 out of 5 average rating, 46 reviews

Luxury Stay With Chef's Kitchen!

PeggyRating, 5 stars2 weeks ago
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!!!
Superhost
Home in Ajax
5 out of 5 average rating, 4 reviews

Newly Modern Lakeside House

JackieRating, 5 stars1 month ago
Nice home. Very clean and welcoming. Quiet neighborhood. Close to the waterfront. Great communication from the host.
Guest favourite
Home in Pickering
4.86 out of 5 average rating, 126 reviews

Lakeside Sweet Home

KatherineRating, 5 stars3 weeks ago
Charles was a fantastic host! The place was lovely, beautifully decorated and cozy. Good location very close to the 401. Great time there!
Guest favourite
Home in Ajax
4.9 out of 5 average rating, 30 reviews

Cozy Walkout Basement w/Parking

ChrisRating, 5 stars3 weeks ago
Great host. Just the floors were a bit thin, and we could hear upstairs.

Kid-Friendly apartment rentals

Top Guest favourite
Apartment in Whitby
4.96 out of 5 average rating, 373 reviews

LOVE and Relax at Dream Catcher Retreat

AstoniRating, 5 stars2 weeks ago
Zoka's place felt like a dream. Every detail was thoughtfully curated, making it the perfect escape from the demands of adult life-a space where you could simply be, fall in love, and feel alive. It was private, cozy, and filled with charm. And Zoka herself was a truly wonderful person to meet—warm, welcoming, and unforgettable.
Superhost
Apartment in Scarborough
4.85 out of 5 average rating, 434 reviews

Mercedes Palace

JamesRating, 5 stars1 week ago
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
Guest favourite
Apartment in Windfields
4.96 out of 5 average rating, 134 reviews

Family Friendly | Cozy | HOT TUB | Near UOIT

SharonRating, 5 stars1 week ago
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!
Top Guest favourite
Apartment in Ajax
5 out of 5 average rating, 23 reviews

Castlefields Luxury 2BDR, close to Thermëa Spa

MatthewRating, 5 stars5 months ago
Meherun’s place was great and exactly as presented in the ad. She’s a very accommodating, friendly, trusting, and respectful host. The two of us stayed here for ~3 months, and the basement is spacious, modern, well furnished, well lit, and comes with a separate, private entrance. It has everything you need for long stays - modern appliances, like a large fridge/freezer, stove/oven, dish washer, washer and dryer, and a SmartTV. Two bedrooms, one with a desk I used for work-from-home and the other with a full walk-in closet. Comfy queen beds in both. Bathroom has a large shower, and modern vanity with a fancy Bluetooth mirror. The neighbourhood is nice with a paved trail near by for walking or biking. Close drive to the 401 from Salem, where there’s many stores, including Walmart, Costco, Canadian Tire, Cineplex, and restaurants. We will definitely think of staying here again the next time we’re around.
Top Guest favourite
Apartment in Pickering
4.96 out of 5 average rating, 108 reviews

2 Plush Queen Beds + 1 Sofa-bed - Sleeps 6 - Apt

JacquelineRating, 5 stars2 weeks ago
The apt was very clean…upon arrival she helped with our bags, thanks! Definitely would do another stay
Guest favourite
Apartment in Scarborough
4.88 out of 5 average rating, 189 reviews

Cozy 2-Bedroom walk-in basement apartment !

WilmaRating, 5 stars6 days ago
The basement-apartment was very spacious with 2 decent sized bedroom and a full kitchen. The quiet location was excellent, the house was extremely clean, and Arun was a very responsive host! It was a great experience for me and my family.
Guest favourite
Apartment in Pickering
4.85 out of 5 average rating, 269 reviews

Charming, Spacious Bsmt Apartment in Pickering

TrentRating, 5 stars2 weeks ago
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.
Guest favourite
Apartment in Whitby
5 out of 5 average rating, 10 reviews

Cozy Basement in Whitby - Entire Separate Unit

MuhammadRating, 5 stars1 month ago
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.

Child-Friendly Holiday Condos

Top Guest favourite
Condo in Toronto
4.98 out of 5 average rating, 44 reviews

Unique townhouse studio

DarisaRating, 5 stars2 weeks ago
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
Superhost
Condo in North York
4.8 out of 5 average rating, 103 reviews

Chic Studio w/ Pool | Near Lawrence West Subway

AmyRating, 5 stars1 week ago
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
Top Guest favourite
Condo in Scarborough
5 out of 5 average rating, 31 reviews

Wifi | Free Parking | Big Mall | 25 min DT/Airport

JulianaRating, 5 stars2 weeks ago
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.
Guest favourite
Condo 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!
Top Guest favourite
Condo in East Danforth
4.98 out of 5 average rating, 66 reviews

Spacious Condo - Central Toronto!

TylerRating, 5 starstoday
Very nice spot. Go Train is very close. Only takes 1 train to get to downtown. Many restaurants around and a grocery store within a 5 minute walk. Parking garage is super great considering how difficult it is finding parking in the region. Great all around experience. Would recommend !
Guest favourite
Condo in Mississauga
4.84 out of 5 average rating, 265 reviews

Beautiful Cozy 1 BR Condo👌🔥 Steps to SQ1! 👍

VerdiRating, 5 stars2 weeks ago
Great place , easy to find and there are many great things to do in the area , and the view front the condo was just beautiful..
Guest favourite
Condo in Unionville
4.95 out of 5 average rating, 21 reviews

Luxury Penthouse in Downtown Markham

JaclynRating, 5 stars2 days ago
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.
Guest favourite
Condo in Scarborough
4.95 out of 5 average rating, 91 reviews

Spacious Luxury Condo w. Free Parking in Toronto!

LoganRating, 5 stars1 month ago
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

    $31 AUD 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