
Kid-friendly vacation 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.
Vacation rentals for every style
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Popular amenities for Caledon kid-friendly rentals
Kid-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.

HotTub & Private Suite - Casa Facciolo
This was a wonderful place to stay and was exactly where I needed to be after long, hectic days. Sherry is a great host - very friendly, accommodating and making sure I was comfortable. Her gardens make it seem like paradise when you walk from the driveway to the private entrance - love love love the lilac trees beside the parking space ❤️ This felt like I was staying with a friend rather than in a stranger’s place. Thanks Sherry for all your hospitality!

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!

Studio Apartment
Great place to stay. thx so much!

Live Lavishly: Modern Studio, 5G, Parking
We booked this place for three months as our home was being renovated, it felt just like home!! It was clean, bright and had everything we needed. Shinthu was always responsive when we had any questions or concerns. I would definitely recommend their home for long term or short term stay.

Small Town Escape
Stefanie was very helpful during my stay and made everything very comfortable. her space is beautiful and very welcoming. I will be back and hopefully can book again as it was close to everything I needed and within walking distance which was a bonus.

Stunning Luxury Estate - Your Memorable Retreat
We had a great experience renting this home. We stayed for 2 months. A lot of space for entertaining/ bonding with family. Really enjoyed having 2 separate kitchens. Very spacious house and huge backyard. Everything was perfect.

Modern Executive Townhome w/ Rooftop Hot Tub Oasis
Truly the best Airbnb I’ve ever stayed at! The bed was unbelievably comfy. I was actually sad to come home to my own, which never happens. The private patio and hot tub felt like a total dream, and the space itself was spotless, beautifully designed, and just felt so peaceful. Everything was perfect from start to finish. I can’t wait to come back!
Kid-friendly apartment rentals

Beautiful Riverside Country Apartment
I enjoyed a peaceful 2 weeks at this beautiful Airbnb! The setting is surreal surrounded by nature and a river! I had everything I needed and I enjoyed a few nights with a cozy fire in the wood stove. The bed and couches were very comfortable. The No Frills in Shelburne was a great grocery store nearby. Wendy was always very responsive and helpful. As clearly noted in the description, there is no cell service but not a big deal as there is wifi. I hope to be back again one day! A true gem!

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
Absolutely loved our stay! The place was spotless, and exactly as described. The host was friendly and responsive—would definitely book again!

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

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

Comfort, Style and Privacy.
Such a beautiful and clean place. Very quiet and private. My husband and I loved everything about it. Can’t wait to come back!!

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!
Kid-friendly condo rentals

Lovely 2-bedroom at Friday Harbour
Lovely stay as described! Would recommend

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

Super Luxury Condominium in Brampton
It was quiet and peaceful building. Enjoyed the time stayed here

“Elysium” Where happiness is real!
everything was as described bed was comfortable and clean I would stay there again if necessary

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! 👍
We really enjoyed the stay and felt completely at home.
Quick stats about vacation 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