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

Guest favourite
Home in Pickering
5 out of 5 average rating, 15 reviews

Home away home

RachaelRating, 5 stars5 days ago
Absolutely loved Mariam’s place!!! Perfect for what we needed!!! Would stay again!!
Superhost
Home in Pickering
4.77 out of 5 average rating, 88 reviews

Beach House: First Floor

IssyRating, 5 stars1 week ago
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.
Guest favourite
Home in Pickering
4.77 out of 5 average rating, 31 reviews

Holiday Hideout Basement Unit

SimranRating, 5 stars1 week 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, 33 reviews

Large 2 bedroom w/full kitchen

KenanRating, 5 stars2 months ago
Great stay! Enjoyed my time at this place and appreciate the great hospitality!
Superhost
Home in Pickering
4.74 out of 5 average rating, 35 reviews

2 Bd 1 Bth Walkout Bsmt Apartment with Ravine View

AyletRating, 5 stars7 months ago
Amazing simply amazing would definitely recommend. I'll be booking again for sure.
Guest favourite
Home in Ajax
5 out of 5 average rating, 29 reviews

Grand Retreat in Quiet Upscale Neighborhood

AndreasRating, 5 stars1 week ago
Beautiful house! Clean, modern Ken is a fantastic host
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
4.94 out of 5 average rating, 17 reviews

peace and tidy second floor unit separate entrance

Julien.BriceRating, 5 stars3 weeks ago
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

Top Guest favourite
Apartment in Ajax
4.96 out of 5 average rating, 26 reviews

Tranquil Haven: Luxurious 2BR Retreat Near Hwy 401

MaggieRating, 5 stars1 month ago
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!
Superhost
Apartment in Eglinton East
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
Top Guest favourite
Apartment in Whitby
4.96 out of 5 average rating, 372 reviews

LOVE and Relax at Dream Catcher Retreat

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

Family Friendly | Cozy | HOT TUB | Near UOIT

SharonRating, 5 stars6 days 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 Pickering
4.96 out of 5 average rating, 108 reviews

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

JacquelineRating, 5 stars1 week ago
The apt was very clean…upon arrival she helped with our bags, thanks! Definitely would do another stay
Guest favourite
Apartment in Scarborough Village
4.88 out of 5 average rating, 187 reviews

Cozy 2-Bedroom walk-in basement apartment !

Rating, 5 stars6 days ago
Everything is good.Especially the electric heater in bedrooms,keep us warm enough.And host response so fast,definitely will come back again.
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.
Superhost
Apartment in Ajax
4.73 out of 5 average rating, 15 reviews

The escaped room: modern guestsuite w/ parking

ChristaRating, 5 stars2 weeks ago
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

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

Unique townhouse studio

DarisaRating, 5 stars1 week 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 Yorkdale
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 City Centre
5 out of 5 average rating, 31 reviews

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

JulianaRating, 5 stars1 week 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.
Top Guest favourite
Condo in East Danforth
4.98 out of 5 average rating, 65 reviews

Spacious Condo - Central Toronto!

KatieRating, 5 stars1 week ago
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!
Guest favourite
Condo in Mississauga
4.84 out of 5 average rating, 265 reviews

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

BalaRating, 5 stars2 weeks ago
We really enjoyed the stay and felt completely at home.
Guest favourite
Condo in Unionville
4.95 out of 5 average rating, 21 reviews

Luxury Penthouse in Downtown Markham

JaclynRating, 5 starstoday
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 Churchill Meadows
4.92 out of 5 average rating, 108 reviews

Entire Condo - 20min from Toronto Airport

ElizabethRating, 5 stars1 week ago
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!
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

    $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