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Kid-friendly holiday rentals in Caledon

Find and book unique family-friendly rentals on Airbnb

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Popular amenities for Caledon family-friendly rentals

Kid-friendly house rentals

Guest favourite
Home in Orangeville
4.9 out of 5 average rating, 86 reviews

Stylish 3 Bedroom Getaway in Orangeville

Andrea,CarmelRating, 5 stars3 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 favourite
Home in Caledon
4.89 out of 5 average rating, 83 reviews

Studio Apartment

Gurjot SinghRating, 5 stars1 day ago
great
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 stars2 weeks 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!
Top guest favourite
Home in Caledon
4.96 out of 5 average rating, 24 reviews

Caledon Place - Summer Booking Up Fast !

MausamRating, 5 stars3 weeks ago
The house is lovely and worked perfectly well for our multi generation family stay. Naveed was very easy to work with and was flexible and accommodated our needs. Highly recommend if you’re in the area.
Guest favourite
Home in Halton Hills
4.82 out of 5 average rating, 39 reviews

Halton Hills Hideaway_Private Suite

LuisRating, 5 starstoday
Second time I'm staying here and as the first time, I had a good stay. It's quiet and cozy place. I highly recommend it if you want to stay away from the noisy city.

Family-friendly apartment rentals

Top guest favourite
Flat 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
Flat in Hamilton
4.98 out of 5 average rating, 376 reviews

Vintage Dreams | Mid-Century Design in artsy area

BrontëRating, 5 stars3 weeks ago
We had a wonderful time! Would highly recommend!
Guest favourite
Flat in Caledon
4.82 out of 5 average rating, 204 reviews

Basement for Rent Bolton South Hill

JackRating, 5 stars1 week ago
Place was nice! Private entrance and exactly as Frank and Anta described!!
Superhost
Flat in Brampton
4.81 out of 5 average rating, 225 reviews

Private Basement Apartment , Private entrance

MelissaRating, 5 stars6 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
Flat 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
Top guest favourite
Flat in Churchill Meadows
4.97 out of 5 average rating, 159 reviews

Comfort, Style and Privacy.

Melissa And Trey StricklandRating, 5 stars1 week 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!!
Superhost
Flat in Caledon
4.88 out of 5 average rating, 106 reviews

R3 Suites in the Heart of Alton. RearUnit.

ShaneRating, 5 stars4 days ago
I highly recommend this establishment. It is well-equipped to meet various needs. For instance, when I requested an iron, it was promptly delivered to my location. The facility is clean and provides ample supplies for cooking. Additionally, all items were neatly folded, and there is a significant amount of space available.
Guest favourite
Flat in Meadowvale Village
4.8 out of 5 average rating, 130 reviews

Separate Basement Apartment

NancyRating, 5 stars2 weeks ago
Our stay was very good, very clean and easy drive to the place, parking was also available.

Family-friendly apartment rentals

Guest favourite
Apartment in Oro
4.89 out of 5 average rating, 245 reviews

Spacious 1-br w jacuzzi at Horseshoe Valley

VarleyRating, 5 stars3 weeks ago
Great place to stay for a week….all the amenities, very quiet and quick access to The 400. Recommended highly
Superhost
Apartment in Brampton
4.86 out of 5 average rating, 49 reviews

Modern & Luxury 1+Den Condo w/Parking

Manpreet Singh SangheraRating, 5 stars2 weeks ago
I would recommend anyone to take this place in case you looking for a very fine place to stay which is very clean / new! Manny has been very clear on all topics so big thumbs up for him! Manpreet from the Netherlands
Guest favourite
Apartment in Brampton
4.88 out of 5 average rating, 24 reviews

Super Luxury Condominium in Brampton

AyanRating, 5 stars6 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
Apartment in Mississauga
4.88 out of 5 average rating, 176 reviews

Beautiful Penthouse with Breathtaking View

JamesRating, 5 stars5 days ago
Wafa was an incredible host and was always responsive and attentive to any questions we had. The place was just as described, clean, and had a wonderful view. Would definitely book again!
Guest favourite
Apartment in Brampton
4.89 out of 5 average rating, 186 reviews

Cozy Condo-Apartment/Suite in Brampton

IlyaRating, 5 stars3 days ago
We must say that David's place was a steal. Yes, it is a studio but the way it's decorated and every detail is so thoughtfully crafted such as the sizing of the couch, to the little extra things that people may forget for toiletries. We were so happy that we picked this spot for overnight stay before some hospital appointments. The bed is so comfortable. It's not a huge space which makes it easier to keep in order with closets big enough that they will hold all your things - just remember to bring extra clothes hangers. The enclosed balcony is a nice touch as well, and it's clear David's cleaner do pay attention to the little details. We hope to be back one day and that we will be welcomed! It's a quiet building with respectful people and is fairly quiet until the GO starts running which is to be expected.
Superhost
Apartment 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
Apartment 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
Apartment 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

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