Kid-friendly holiday rentals in Caledon

Find and book unique kid-friendly rentals on Airbnb

0 of 0 items showing
1 of 3 pages

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.
Top Guest favourite
Home in Erin
5 out of 5 average rating, 63 reviews

Stonewell Farm Guest House

DonnaRating, 5 stars3 weeks ago
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.
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!
Top Guest favourite
Home in Orangeville
4.92 out of 5 average rating, 26 reviews

Serenity In The Hills

JasonRating, 5 stars1 week ago
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.
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 Brampton
4.81 out of 5 average rating, 97 reviews

Cheerful Private Studio House

CarinaRating, 5 stars1 week ago
Great place to stay!
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!
Top Guest favourite
Home in Alton
4.97 out of 5 average rating, 94 reviews

Cheerful 3 bedroom home with outdoor pool & hottub

RachelRating, 5 stars1 month ago
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

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 Georgetown
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.
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!!
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, 155 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

Guest favourite
Condo in Fergus
4.94 out of 5 average rating, 308 reviews

Cozy StoneMill Retreat - Summer Getaway!

SharonRating, 5 stars4 days ago
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.
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!
Superhost
Condo in Brampton
4.9 out of 5 average rating, 39 reviews

1-New Build Independent 2 Bed 2 floors Townhouse

AshantiRating, 5 stars2 months ago
Loved it would definitely book again!
Guest favourite
Condo in Mississauga
4.84 out of 5 average rating, 266 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..

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