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Kid-friendly holiday rentals in Oakville

Find and book unique kid-friendly rentals on Airbnb

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Popular amenities for Oakville kid-friendly rentals

Child-friendly house rentals

Guest favourite
Home in Mississauga
4.85 out of 5 average rating, 66 reviews

Cozy Stay Near Toronto Airport!

PraymanRating, 5 stars1 week ago
Oscar & his family are quite helpful. It’s right in the centre of Mississauga, it’s walking distance to the bus stop as well as the supermarket.
Top Guest favourite
Home in Oakville
5 out of 5 average rating, 33 reviews

Cozy & Beautiful, Entire Oakville House,

ErinRating, 5 stars1 month ago
We had a great stay. The house was well organized and prepared for our arrival. The host was very detailed and responsive once we made the initial contact and throughout the process. The communication was excellent and the house is very well taken care of in terms of cleanliness and the layout. We would definitely stay again in the future.
Guest favourite
Home in Oakville
4.89 out of 5 average rating, 98 reviews

Executive 3 Bed Luxury Townhome in North Oakville

SaraRating, 5 stars2 weeks ago
I had a wonderful stay at Carter’s Airbnb! The space was exactly as described—clean, comfortable, and thoughtfully prepared. It had everything I needed and more, making it feel like a home away from home. The location was great and communication with Carter was smooth and prompt throughout.
Top Guest favourite
Home in Oakville
4.89 out of 5 average rating, 9 reviews

Oakville Oasis

IvanaRating, 5 starstoday
I had a fantastic stay at Anna’s place! The communication was seamless from start to finish she responded quickly. The space was exactly as described spotlessly clean, cozy, and thoughtfully decorated, with everything I needed for a comfortable stay.
Guest favourite
Home in Oakville
4.89 out of 5 average rating, 28 reviews

Luxury walkout basement apartment in Oakville

OziegbeRating, 5 stars1 month ago
This is by far the best Airbnb I’ve ever stayed in. The hospitality was exceptional, and the reception was warm and welcoming. The apartment was immaculately clean, beautifully designed, and thoughtfully detailed, creating a truly comfortable atmosphere. Every corner reflected care and quality. It genuinely felt like a home away from home—I found myself wishing it were mine. I highly recommend this place to anyone seeking comfort, style, and a memorable stay
Superhost
Home in Oakville
4.83 out of 5 average rating, 29 reviews

Modern 2 Bedroom Getaway in Oakville

JessicaRating, 5 stars2 weeks ago
We had a wonderful stay! The space was beautiful and the host was kind, responsive, and available. We would stay here again in a heartbeat.
Guest favourite
Home in Oakville
4.88 out of 5 average rating, 154 reviews

Upgraded 3Bd 2.5Bth House w/ Pool Table & Swing

CassieRating, 5 stars3 weeks ago
I had an absolutely wonderful experience staying at this Airbnb! From the moment I arrived, everything was smooth and welcoming. The host was incredibly responsive and made sure I had everything I needed throughout my stay. The place was spotless, beautifully decorated, and exactly as described—if not better! I couldn't have asked for a better stay and would definitely book again without hesitation. Highly recommend!
Guest favourite
Home in Oakville
4.98 out of 5 average rating, 51 reviews

Modern Executive Luxury Home * Excellent location!

MalloryRating, 5 stars4 weeks ago
Very nice, well-maintained house where we spent 2 nights. It is decorated with very good taste, all the essentials (toilet paper, dishwasher tablets, hygiene products...). Comfortable bedding. To be perfect, floor mats would be missing when exiting the bathtub, a strainer, and maybe one or two coffee pods in the kitchen for arrival. But it's a very nice Airbnb that we recommend without hesitation. Self check-in/checkout without problem with clear instructions, wifi ok, washer dryer appreciated. Quiet neighborhood, parking ok. We also appreciated the acceptance of dogs with the walled garden.

Kid-Friendly apartment rentals

Top Guest favourite
Apartment in Burlington
4.9 out of 5 average rating, 149 reviews

S Burlington on Chamberlain Rd Close to Go Stn

DonnaRating, 5 stars1 month ago
Great stay in a comfortable, tastefully decorated and well equipped apartment. Considerate, friendly and very responsive host. Great location with close proximity to the lake and backyard park. Great stay!
Guest favourite
Apartment in Oakville
4.89 out of 5 average rating, 28 reviews

Chez Bonita's

JenniferRating, 5 stars1 month ago
Lovely Apartment, clean and tidy. Beautiful views and kind, responsive host. A home from home. Would come again. 😊🏡 Thank you Jennie and Mike xx
Guest favourite
Apartment in Hamilton
4.98 out of 5 average rating, 375 reviews

Vintage Dreams | Mid-Century Design in artsy area

BrontëRating, 5 stars3 weeks ago
We had a wonderful time! Would highly recommend!
Guest favourite
Apartment in Mississauga
4.87 out of 5 average rating, 231 reviews

One bedroom Apt. ( Upper Level ) in Mississauga.

ZaraaRating, 5 stars1 week ago
Hai was a responsive and kind host! They were so quick to help with questions. The place is clean, cozy, and cute. The bed is so cozy too. I would highly recommend anyone to come here.
Guest favourite
Apartment in Bronte West
4.87 out of 5 average rating, 39 reviews

Boutique Basement Guest Suite in Oakville ON

EmilyRating, 5 stars1 month ago
Nice and close to the Go station. Perfect for a weekend in Toronto. Thanks!
Top Guest favourite
Apartment in Erindale
4.92 out of 5 average rating, 180 reviews

Your Home Away from Home (2 Bdrm Basement Apt)

DariusRating, 5 stars2 weeks ago
So this air bnb was very thought out from check in to WiFi password to instructions on how to use the air fryer a book showing you where all the restaurants are and tourist attractions like everything was carefully thought out I even took tips for my own air bnb host was friendly answered all questions Only down side is the noise upstairs as expected with any basement apartment but I would definitely stay again once in Canada
Top Guest favourite
Apartment in Churchill Meadows
4.97 out of 5 average rating, 158 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!!
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!

Child-Friendly Holiday Condos

Guest favourite
Condo in Oakville
5 out of 5 average rating, 18 reviews

Beautifully Upgraded One Bedroom and Den + Balcony

AmirRating, 5 stars5 months ago
Had a great stay at Ryan’s place. The place was very well organized and clean. Plenty of accommodations and amazing host response time! Check in was easy and the neighbourhood is beautiful. I will definitely be returning in the near future
Guest favourite
Condo in Oakville
4.9 out of 5 average rating, 83 reviews

LUXURY CONDO, GREAT DECOR, WHEELCHAIR FRIENDLY!!!

MaggieRating, 5 stars6 days ago
Great host and her space is amazing.
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 Port Credit
5 out of 5 average rating, 3 reviews

Stunning 1+Den Condo by the Lake

ShawnRating, 5 stars1 week ago
Nice place stayed wiith my fanily host was good vrry helpful will be back
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 Toronto
4.93 out of 5 average rating, 152 reviews

Hidden gem in Humber bay shores Toronto w/ parking

RebeccaRating, 5 stars1 month ago
Super convenient area for getting around the city. Very clean and super friendly host.
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 Oakville
4.95 out of 5 average rating, 20 reviews

Cozy Haven: Modern Condo w/ View

IsaiahRating, 5 stars5 months ago
What a amazing find! Such a wonderful stay at a beautiful place! Close enough for us to explore Toronto and make our way to Niagara Falls! Truly an amazing experience thank you so much for such a hospitable stay!!!

Quick stats about holiday rentals that are kid-friendly in Oakville

  • Total rentals

    130 properties

  • Nightly prices starting at

    $46 AUD before taxes and fees

  • Total number of reviews

    3.3K reviews

  • Family-friendly rentals

    80 properties are a good fit for families

  • Pet-friendly rentals

    30 properties allow pets

  • Rentals with a pool

    10 properties have a pool

Destinations to explore