Kid-friendly holiday rentals in Caledon

Find and book unique kid-friendly rentals on Airbnb

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Popular amenities for Caledon kid-friendly rentals

Child-friendly house rentals

Top Guest favourite
Home in Brampton
5 out of 5 average rating, 13 reviews

Elegant & Spacious 1 Bd1Bth Private Apmt by Forest

BladimirRating, 5 stars1 week ago
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.
Guest favourite
Home in Orangeville
4.9 out of 5 average rating, 86 reviews

Stylish 3 Bedroom Getaway in Orangeville

Andrea,CarmelRating, 5 stars2 weeks ago
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!
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.
Superhost
Home in Caledon Village
4.89 out of 5 average rating, 19 reviews

Charming and Peaceful Retreat with Hot Tub

AimeeRating, 5 stars3 weeks ago
My family (5 adults, 1 child, 1 infant) came to town for a wedding and were So Lucky to have stayed in this Beautiful home for 5 days last month. The house is spotless, modern, well maintained, and so spacious with plenty of very comfortable, well appointed rooms (4 upstairs, 2 basement) and bathrooms (2 upstairs, 1 basement, 1/2 main floor). The cozy living room is equipped with ample seating and board games. The dining room is large with a great table easily accommodating 10 people. The kitchen is huge and we found all we needed there. There is also a laundry room and mud room leading to the Fabulous hot tub in its own "house" on the outside deck. This Beautiful house is situated on a Gorgeous piece of property with Incredible views all around. The co-host, Brendan, was easy to communicate with and gave us clear instructions. This was the Perfect place for our day-trip into Toronto, "hiking day" in the Island Lake Conservation area, and relax-at-home day, before the wedding.
Superhost
Home in Caledon
4.86 out of 5 average rating, 21 reviews

Live Lavishly: Modern Studio, 5G, Parking

AmandeepRating, 5 stars2 weeks ago
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.
Top Guest favourite
Home in Halton Hills
4.96 out of 5 average rating, 93 reviews

Small Town Escape

WendyRating, 5 stars1 week ago
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.
Superhost
Home in Caledon Village
4.65 out of 5 average rating, 26 reviews

Stunning Luxury Estate - Your Memorable Retreat

KiranjitRating, 5 stars8 months ago
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.
Top Guest favourite
Home in Orangeville
4.94 out of 5 average rating, 88 reviews

Central OVille,3 bed Victorian, walk to Lake, pets

JamieRating, 5 stars1 month ago
We loved staying at George’s place. Easy to find and clean. Host was great. We will be back!

Kid-Friendly apartment rentals

Top Guest favourite
Apartment in Horning's Mills
4.96 out of 5 average rating, 289 reviews

Beautiful Riverside Country Apartment

KatarinaRating, 5 stars1 month ago
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!
Guest favourite
Apartment in Caledon
4.82 out of 5 average rating, 204 reviews

Basement for Rent Bolton South Hill

JackRating, 5 stars5 days ago
Place was nice! Private entrance and exactly as Frank and Anta described!!
Guest favourite
Apartment in Halton Hills
4.91 out of 5 average rating, 160 reviews

The Johnnie Walker Suite.

AdamRating, 5 stars3 weeks ago
Nice place for easy access to old Georgetown area. Perfect spot for a single or a couple to stay.
Superhost
Apartment in Brampton
4.81 out of 5 average rating, 225 reviews

Private Basement Apartment , Private entrance

MelissaRating, 5 stars2 days ago
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
Guest favourite
Apartment in Brampton
4.93 out of 5 average rating, 135 reviews

1 Bedroom apartment Brampton

Yann JordanRating, 5 stars3 weeks ago
It was a pleasure to meet Marie. She vas very kind and welcoming. The place is really neat would highly recommend it
Guest favourite
Apartment in Brampton
4.96 out of 5 average rating, 106 reviews

Brand New Basement Apartment in Brampton

MicheleRating, 5 stars1 week ago
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
Guest favourite
Apartment in Milton
4.83 out of 5 average rating, 156 reviews

Backyard Oasis Guesthouse.

Emma Wilkinson Rating, 5 stars1 week ago
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!
Top Guest favourite
Apartment in Ariss
4.96 out of 5 average rating, 163 reviews

Rural Retreat, near to Elora

KimRating, 5 stars1 day ago
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

Superhost
Condo in Innisfil
4.83 out of 5 average rating, 480 reviews

Lovely 2-bedroom at Friday Harbour

AlyssaRating, 5 stars2 weeks ago
Lovely stay as described! Would recommend
Superhost
Condo in Brampton
4.85 out of 5 average rating, 48 reviews

Modern & Luxury 1+Den Condo w/Parking

JorgeRating, 5 stars1 month ago
ver nice space. and very easy self check in
Guest favourite
Condo in Brampton
4.96 out of 5 average rating, 23 reviews

Super Luxury Condominium in Brampton

AyanRating, 5 stars2 days ago
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.
Guest favourite
Condo in Pickering
4.94 out of 5 average rating, 284 reviews

“Elysium” Where happiness is real!

RobertRating, 5 stars4 days ago
Returning guest, beautiful and modern place. Always clean
Guest favourite
Condo in Mississauga
4.88 out of 5 average rating, 174 reviews

Beautiful Penthouse with Breathtaking View

AntonioRating, 5 stars6 days ago
Great location with a beautiful view. Definitely worth every penny. Host was very responsive as well
Superhost
Condo in Brampton
4.89 out of 5 average rating, 184 reviews

Cozy Condo-Apartment/Suite in Brampton

KerriRating, 5 stars2 weeks ago
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!
Guest favourite
Condo in Mississauga
4.84 out of 5 average rating, 267 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 Churchill Meadows
4.92 out of 5 average rating, 108 reviews

Entire Condo - 20min from Toronto Airport

ElizabethRating, 5 stars2 weeks 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!

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

Destinations to explore