
Kid-friendly holiday rentals in Oakville
Find and book unique kid-friendly rentals on Airbnb
Top-rated kid-friendly rentals in Oakville
Guests agree: These kid-friendly rentals are highly rated for location, cleanliness and more.
Holiday rentals for every style
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Popular amenities for Oakville kid-friendly rentals
Child-friendly house rentals

Cozy Stay Near Toronto Airport!
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.

Cozy & Beautiful, Entire Oakville House,
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.

Executive 3 Bed Luxury Townhome in North Oakville
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.

Oakville Oasis
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.

Luxury walkout basement apartment in Oakville
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

Modern 2 Bedroom Getaway in Oakville
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.

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

Modern Executive Luxury Home * Excellent location!
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

S Burlington on Chamberlain Rd Close to Go Stn
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!

Chez Bonita's
Lovely Apartment, clean and tidy. Beautiful views and kind, responsive host. A home from home. Would come again. 😊🏡 Thank you Jennie and Mike xx

Vintage Dreams | Mid-Century Design in artsy area
We had a wonderful time! Would highly recommend!

One bedroom Apt. ( Upper Level ) in Mississauga.
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.

Boutique Basement Guest Suite in Oakville ON
Nice and close to the Go station. Perfect for a weekend in Toronto. Thanks!

Your Home Away from Home (2 Bdrm Basement Apt)
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

Comfort, Style and Privacy.
Such a beautiful and clean place. Very quiet and private. My husband and I loved everything about it. Can’t wait to come back!!

Backyard Oasis Guesthouse.
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

Beautifully Upgraded One Bedroom and Den + Balcony
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

LUXURY CONDO, GREAT DECOR, WHEELCHAIR FRIENDLY!!!
Great host and her space is amazing.

Beautiful Penthouse with Breathtaking View
Great location with a beautiful view. Definitely worth every penny. Host was very responsive as well

Stunning 1+Den Condo by the Lake
Nice place stayed wiith my fanily host was good vrry helpful will be back

Cozy Condo-Apartment/Suite in Brampton
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!

Hidden gem in Humber bay shores Toronto w/ parking
Super convenient area for getting around the city. Very clean and super friendly host.

Beautiful Cozy 1 BR Condo👌🔥 Steps to SQ1! 👍
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..

Cozy Haven: Modern Condo w/ View
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
- Niagara Falls Holiday rentals
- Grand River Holiday rentals
- St. Catharines Holiday rentals
- Niagara Falls Holiday rentals
- Brampton Holiday rentals
- London Holiday rentals
- Buffalo Holiday rentals
- Niagara-on-the-Lake Holiday rentals
- Pocono Mountains Holiday rentals
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- Greater Toronto and Hamilton Area Holiday rentals
- Greater Toronto Area Holiday rentals
- Rentals with pools Oakville
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- Rentals with a fire pit Oakville
- Family-friendly rentals Oakville
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- Waterfront rentals Oakville
- Rentals with beach access Oakville
- Rentals with outdoor seating Oakville
- Rentals with breakfast Oakville
- Rentals with a hot tub Oakville
- House rentals Oakville
- Rentals with an EV charger Oakville
- Kid-friendly rentals Regional Municipality of Halton
- Kid-friendly rentals Ontario
- Kid-friendly rentals Canada
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- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
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- Rogers Centre
- Scotiabank Arena
- CN Tower
- University of Toronto
- Budweiser Stage
- Distillery District
- Sherkston Shores Beach Resort & Campground
- Port Credit
- Metro Toronto Convention Centre
- Clifton Hill
- TPC Toronto at Osprey Valley
- Toronto Zoo
- Exhibition Place
- The Danforth Music Hall
- Harbourfront Centre
- CF Toronto Eaton Centre
- Massey Hall
- BMO Field
- Whistle Bear Golf Club
- Trinity Bellwoods Park
- Niagara Falls State Park
- Casa Loma
- Legends on the Niagara Golf Course
- Jackson-Triggs Niagara Estate