
Kid-friendly holiday rentals in Caledon
Find and book unique kid-friendly rentals on Airbnb
Top-rated kid-friendly rentals in Caledon
Guests agree: These kid-friendly rentals are highly rated for location, cleanliness and more.
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Get the amount of space that is right for you
Popular amenities for Caledon kid-friendly rentals
Child-friendly house rentals

Elegant & Spacious 1 Bd1Bth Private Apmt by Forest
This was my first stay at an Airbnb. I really enjoyed how easy and simple the overall experience was. Everything from the pictures and description was accurate. Everything worked properly and the layout felt very spacious. I really liked how the big windows let in fresh air and a lot of sunlight. The Host was very welcoming and responded quickly to any question I had. Thank you for the pleasant stay here, Mo. I would highly recommend.

Stonewell Farm Guest House
Stonewell Farm is an absolutely beautiful spit. The grounds were beautiful and the home was beautifully decorated in a tasteful not cluttered way. The beds, linens and towels were lovely. The only drawback was the bbq. It wasn’t clean and it was very slow for cooking. It just didn’t get very hot. I would not hesitate to book Stonewell Farm again.

Stylish 3 Bedroom Getaway in Orangeville
I felt very comfortable in Sonia’s home. She gave me great advice on things to do in the area and was quick to respond whenever we had questions. The beds were super comfortable, and everything I needed for my stay was provided. All the info on the listing was accurate, and the photos matched exactly what we saw in person. I would absolutely come back. Thank you, Sonia!

Serenity In The Hills
Monique and her family have a warm and inviting home. The location was a cozy place to come back to after long days working in the area during my stay. The spacious apartment had all the amenities and a beautiful view to enjoy. Thank you for offering a fantastic place to enjoy and I look forward to staying again.

Private Bedroom, Bathroom, Kitchen -Basement Apt
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.

Cheerful Private Studio House
Great place to stay!

Central OVille,3 bed Victorian, walk to Lake, pets
We loved staying at George’s place. Easy to find and clean. Host was great. We will be back!

Cheerful 3 bedroom home with outdoor pool & hottub
An absolutely stunning property with great amenities - the hot tub soak was super appreciated. Instructions to get to the property and check-in are super clear, and everything is clearly labelled in the house. Paige supplies everything you need at the house to cook, clean up, and keep everything running. She is super responsive and very helpful! Thank you for a lovely stay and we are already hoping to come back!
Kid-Friendly apartment rentals

Beautiful Riverside Country Apartment
We had a lovely stay at Wendy’s place! Beautiful location right next to a river with a gorgeous back yard. It was a short drive to excellent hiking on the Bruce trail. The apartment had all the amenities we needed (including lots of coffee!), was very clean and super cozy. Wendy was very responsive and helpful. I’d highly recommend if you’re looking for a peaceful and pretty spot for a quiet getaway!

The Johnnie Walker Suite.
Nice place for easy access to old Georgetown area. Perfect spot for a single or a couple to stay.

Basement for Rent Bolton South Hill
Place was nice! Private entrance and exactly as Frank and Anta described!!

Private Basement Apartment , Private entrance
Very nice and clean. Shower water presser was great. Had little things like coffee and sugar Overall wonderful, would recommend The floors were a bit cold so bring slippers or socks, bath towels were a little small, and double bed was a bit squeaky

1 Bedroom apartment Brampton
It was a pleasure to meet Marie. She vas very kind and welcoming. The place is really neat would highly recommend it

Brand New Basement Apartment in Brampton
Francis's place was one of the best air B&B's that we have stayed it. it is located in a beautiful neighborhood that is easy to get to. The space was immaculate, and felt right at home. The beds are comfy, and the space had everything we needed. Francis was easy to communicate with. Would 100% stay here again

Backyard Oasis Guesthouse.
We had a wonderful stay at this Airbnb! The backyard pool was absolutely beautiful and made the perfect setting for a small get-together with friends for the UFC event. Everything was just as described, and our kids enjoyed every minute in the pool. We also brought a few lawn games which made it even more fun for everyone. The hosts were incredibly responsive and went above and beyond to make sure our stay was smooth — even while they were welcoming their own child into the world on the same day we checked in! That level of care and hospitality truly stood out. The space was clean, comfortable, and exactly what we were hoping for. We’ll definitely be coming back! Highly recommend!

Rural Retreat, near to Elora
What a lovely place to stay with such a wonderful host! The amenities were amazing - especially the lovely bedding! We used the pool and hot tub and both were lovely! Beautiful setting and stay!
Child-Friendly Holiday Condos

Cozy StoneMill Retreat - Summer Getaway!
Susan was an amazing host who runs a beautiful well thought out house. We absolutely loved our stay at Stone Mill Retreat. The house was immaculate, and very unique. All the little extras made for an enjoyable stay. We were there for a short girls trip and already planning to go back for the Christmas Markets. Thank you Sussn.

Modern & Luxury 1+Den Condo w/Parking
ver nice space. and very easy self check in

Super Luxury Condominium in Brampton
Amazing stay, they had everything you could possibly need. Really clean and the host is really responsive and is open to help. Just fyi the address displayed on air bnb is wrong, it is in the same area though.

“Elysium” Where happiness is real!
Returning guest, beautiful and modern place. Always clean

Beautiful Penthouse with Breathtaking View
Great location with a beautiful view. Definitely worth every penny. Host was very responsive as well

Cozy Condo-Apartment/Suite in Brampton
The apartment was fantastic it was so cozy and had everything you could need for your stay! David is very nice and explained everything great but didn't reply to my texts during the stay. It was hard to find the apartment. Overall I would definitely recommend this apartment it was so lovely and I would stay again!

1-New Build Independent 2 Bed 2 floors Townhouse
Loved it would definitely book again!

Beautiful Cozy 1 BR Condo👌🔥 Steps to SQ1! 👍
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..
Quick stats about holiday rentals that are kid-friendly in Caledon
Total rentals
200 properties
Total number of reviews
5.7K reviews
Family-friendly rentals
120 properties are a good fit for families
Pet-friendly rentals
60 properties allow pets
Rentals with a pool
20 properties have a pool
Rentals with dedicated workspaces
150 properties have a dedicated workspace
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- Rogers Centre
- Scotiabank Arena
- CN Tower
- University of Toronto
- Budweiser Stage
- Blue Mountain Village
- 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
- Whistle Bear Golf Club
- Casa Loma
- Royal Woodbine Golf Club
- Dufferin Grove Park
- Royal Ontario Museum
- Royal Botanical Gardens