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Kid-friendly vacation rentals in Caledon

Find and book unique kid-friendly rentals on Airbnb

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Popular amenities for Caledon kid-friendly rentals

Kid-friendly house rentals

Top guest favorite
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 favorite
Home in Orangeville
4.98 out of 5 average rating, 128 reviews

HotTub & Private Suite - Casa Facciolo

BrendaRating, 5 stars5 days ago
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!
Guest favorite
Home in Orangeville
4.89 out of 5 average rating, 85 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!
Guest favorite
Home in Caledon
4.91 out of 5 average rating, 79 reviews

Studio Apartment

RichardRating, 5 stars4 days ago
Great place to stay. thx so much!
Superhost
Home in Caledon
4.86 out of 5 average rating, 21 reviews

Live Lavishly: Modern Studio, 5G, Parking

AmandeepRating, 5 stars1 week 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 favorite
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 favorite
Home in Oakville
4.98 out of 5 average rating, 107 reviews

Modern Executive Townhome w/ Rooftop Hot Tub Oasis

CourtneyRating, 5 stars4 days ago
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

Top guest favorite
Apartment in Horning's Mills
4.95 out of 5 average rating, 288 reviews

Beautiful Riverside Country Apartment

MelissaRating, 5 stars1 month ago
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!
Guest favorite
Apartment in Halton Hills
4.91 out of 5 average rating, 159 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 favorite
Apartment in Caledon
4.82 out of 5 average rating, 203 reviews

Basement for Rent Bolton South Hill

JackRating, 5 stars2 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, 224 reviews

Private Basement Apartment , Private entrance

TanviRating, 5 stars1 week ago
Absolutely loved our stay! The place was spotless, and exactly as described. The host was friendly and responsive—would definitely book again!
Guest favorite
Apartment in Brampton
4.96 out of 5 average rating, 106 reviews

Brand New Basement Apartment in Brampton

MicheleRating, 5 stars4 days 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 favorite
Apartment in Brampton
4.93 out of 5 average rating, 134 reviews

1 Bedroom apartment Brampton

Yann JordanRating, 5 stars2 weeks ago
It was a pleasure to meet Marie. She vas very kind and welcoming. The place is really neat would highly recommend it
Top guest favorite
Apartment in Churchill Meadows
4.97 out of 5 average rating, 158 reviews

Comfort, Style and Privacy.

Melissa And Trey StricklandRating, 5 stars4 days ago
Such a beautiful and clean place. Very quiet and private. My husband and I loved everything about it. Can’t wait to come back!!
Guest favorite
Apartment in Milton
4.83 out of 5 average rating, 155 reviews

Backyard Oasis Guesthouse.

Emma Wilkinson Rating, 5 stars5 days 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!

Kid-friendly condo rentals

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

Lovely 2-bedroom at Friday Harbour

AlyssaRating, 5 stars1 week 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 favorite
Condo in Brampton
4.95 out of 5 average rating, 22 reviews

Super Luxury Condominium in Brampton

UmerahRating, 5 stars5 days ago
It was quiet and peaceful building. Enjoyed the time stayed here
Guest favorite
Condo in Pickering
4.94 out of 5 average rating, 283 reviews

“Elysium” Where happiness is real!

WayneRating, 5 stars4 days ago
everything was as described bed was comfortable and clean I would stay there again if necessary
Guest favorite
Condo in Mississauga
4.88 out of 5 average rating, 174 reviews

Beautiful Penthouse with Breathtaking View

AntonioRating, 5 stars3 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 favorite
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.

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

Destinations to explore