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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
4.83 out of 5 average rating, 71 reviews

Cozy Stay Near Toronto Airport!

Sarah MaeRating, 5 starstoday
They were very kind and accommodated our requests.
Superhost
Home in Clarkson
4.76 out of 5 average rating, 186 reviews

Private 2Bed Basement Apt |Self-Check with Kitchn

KaleyRating, 5 stars1 week ago
was clean and in a good location, but the listing is a little misleading. the bedrooms are connected, not a full kitchen, wasn’t stated that the place was a basement. just not as private as you’d expect. still was a very good place to stay and Shahid was nice and helpful :)
Guest favourite
Home in Oakville
4.92 out of 5 average rating, 79 reviews

Modern 9’ Ceiling BSMT, Separate Entr+Parking

OsmanyRating, 5 stars2 weeks ago
It's a lovely place, everything was very clean, and the location is perfect because it's in a quiet area and at the same time, it's minutes from the big city of Toronto.
Guest favourite
Home in Burlington
4.84 out of 5 average rating, 25 reviews

Spacious & Lit Entire Suite with Full kitchen

CrystalRating, 5 stars1 week ago
Great Host and comfortable place to stay
Guest favourite
Home in Oakville
4.91 out of 5 average rating, 33 reviews

Private Home : Kitchen-Bath-Laundry-Gym-Parking

RobertRating, 5 stars7 months ago
Christina’s house was amazing! Very clean, and very helpful.
Guest favourite
Home in Oakville
4.92 out of 5 average rating, 48 reviews

Joshua Creek - 5-Drive-In - Sheridan College - 5BD

ShannonRating, 5 stars3 weeks ago
Everything was awesome, nice and quiet!
Guest favourite
Home in Oakville
4.98 out of 5 average rating, 51 reviews

Modern Executive Luxury Home * Excellent location!

MalloryRating, 5 stars1 month 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.
Guest favourite
Home in Halton Hills
4.83 out of 5 average rating, 41 reviews

Halton Hills Hideaway_Private Suite

LuisRating, 5 stars2 days ago
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.

Kid-Friendly apartment rentals

Top Guest favourite
Apartment in Burlington
4.9 out of 5 average rating, 150 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 Erindale
4.96 out of 5 average rating, 106 reviews

Bright Luxurious Peaceful Home - Mississauga

DiamondRating, 5 stars5 days ago
Thank you for letting me stay in your beautiful home. Me and my husband loved every bit of it. The home was very nice and clean, the space was beautiful and the area was quiet. You communicated with me very fast and professionally. The only complaint we did have was that there weren’t any wash cloths to take a shower with. We had to purchase our own. Also, the A/C was on, so both me and my husband were cold. We did ask for the A/C to be turned off per their advice if we were to get cold at any point, but it seemed the A/C was only turned down and we were still cold the entire trip. Nonetheless, my husband and I really enjoyed ourselves in Toronto as well as the Airbnb. We had an AMAZING time. Thanks again for letting me stay in your beautiful home. I appreciate it.
Guest favourite
Apartment in Bronte West
4.87 out of 5 average rating, 39 reviews

Boutique Basement Guest Suite in Oakville ON

EmilyRating, 5 stars2 months ago
Nice and close to the Go station. Perfect for a weekend in Toronto. Thanks!
Top Guest favourite
Apartment 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
Apartment in Oakville
4.82 out of 5 average rating, 28 reviews

Luxury retreat in top location

EstherRating, 5 stars1 month ago
"Lovely place! The kids’ playroom was a huge bonus — my children absolutely loved it. The host was incredibly responsive and made everything seamless. No issues whatsoever. I highly recommend this stay!"
Guest favourite
Apartment in Meadowvale Village
4.8 out of 5 average rating, 130 reviews

Separate Basement Apartment

NancyRating, 5 stars3 weeks ago
Our stay was very good, very clean and easy drive to the place, parking was also available.
Guest favourite
Apartment in Milton
4.83 out of 5 average rating, 156 reviews

Backyard Oasis Guesthouse.

Emma Wilkinson Rating, 5 stars2 weeks 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!
Guest favourite
Apartment in Hamilton
4.85 out of 5 average rating, 254 reviews

Inner City Retreat

BenRating, 5 stars3 weeks ago
The stay at this property in Hamilton was a very enjoyable experience as we had plenty of space to relax and prepare ourselves for adventuring into the city and elsewhere in the area. We found we had everything we needed in the time spent there and most days enjoyed the sun and breakfast in the garden, a very quiet and peaceful place to relax throughout the stay. Although at the time of arrival the road was under construction, Heidi provided items to clean and cover our shoes. We also could access the property from the road practically opposite, lessening the impact on us. We very much enjoyed the time spent here and thank Heidi for being a helpful host.

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 Mississauga
4.9 out of 5 average rating, 73 reviews

Home away from home!

AlexandraRating, 5 stars2 weeks ago
Beautiful and CLEAN condo , i really enjoyed my stay. The view is breathtaking and the location is convenient. You don’t need a car to run errands , everything is around the block. It was my first time but certainly not the last. Thank you Omas !
Guest favourite
Condo in Mississauga
4.88 out of 5 average rating, 176 reviews

Beautiful Penthouse with Breathtaking View

JamesRating, 5 stars1 week 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!
Superhost
Condo in Port Credit
5 out of 5 average rating, 3 reviews

Stunning 1+Den Condo by the Lake

ShawnRating, 5 stars2 weeks ago
Nice place stayed wiith my fanily host was good vrry helpful will be back
Superhost
Condo in Oakville
4.8 out of 5 average rating, 15 reviews

King Bed, Queen Bed, Free Parking, Gym, WiFi

AndreaRating, 5 stars1 week ago
This condo was excellent, so comfortable and family-friendly. It exceeded our expectations. Montu was very responsive and friendly.
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, 268 reviews

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

VerdiRating, 5 stars3 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..
Superhost
Condo in Mississauga
4.76 out of 5 average rating, 75 reviews

Entire condo with lux view

DuaneRating, 5 stars2 weeks ago
Wonderful place, great communication. felt right at home

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

  • Total rentals

    130 properties

  • Nightly prices starting at

    $50 NZD 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