Kid-friendly holiday rentals in Oshawa

Find and book unique kid-friendly rentals on Airbnb

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Popular amenities for Oshawa kid-friendly rentals

Child-friendly house rentals

Top Guest favourite
Home in Courtice
5 out of 5 average rating, 24 reviews

Home away from Home

StephanieRating, 5 stars1 week ago
This was one of the best places we have ever stayed. Jim & Cindy were fantastic hosts who were very helpful and communicated very well with us throughout the whole stay as we needed. We have another stay booked with them and will continue to book with them whenever we visit Ontario from BC. Thank you so much for your hospitality 😊
Superhost
Home in Oshawa
4.7 out of 5 average rating, 23 reviews

Oshawa Connect: Prime Location, Modern Space

KanushkaRating, 5 stars4 days ago
Had a wonderful stay with family and friends. Location and property was beautiful. Host was very responsive and organized. Highly recommend!
Guest favourite
Home in Oshawa
4.85 out of 5 average rating, 26 reviews

Oshawa Hideaway with separate entrance

EmilieRating, 5 stars4 days ago
We had such an amazing stay at Terri’s Airbnb. Very nice place and quiet. Terri made sure we had everything we needed for our stay. Highly recommend and will definitely be staying here again!
Top Guest favourite
Home in Whitby
4.96 out of 5 average rating, 56 reviews

Brand new 3 bedroom house

MauriceRating, 5 stars3 weeks ago
Just had a wonderful relaxing stay . The home just had peaceful home feeling about it in witch i love and Mike's was super helpful when needed other then that I would stay their again .
Guest favourite
Home in Oshawa
4.85 out of 5 average rating, 53 reviews

Guest Suite in Oshawa - 1bdr with 2 space parking

BrianRating, 5 stars1 week ago
We loved this place and would definitely stay here again! Vikas and Jocylen are great hosts, quick to respond, and made sure we had everything we needed. The place is very clean, quiet, and just the right size to feel cozy but spacious. My wife, in particular, loved the private outdoor space and entryway, which can be hard to find with basement rentals. The neighborhood is quiet and pleasant to walk through, and it is also conveniently located near an abundance of restaurants and grocery stores.
Superhost
Home in Oshawa
4.8 out of 5 average rating, 45 reviews

Scenic Oshawa 3BR Retreat: Summer Getaway

SegunRating, 5 stars1 month ago
great place to stay. Shafaaf was very responsive. there is a direct access to a park behind the house and my daughter loved it
Guest favourite
Home in Bowmanville
4.86 out of 5 average rating, 51 reviews

Full basement with king size bed & extra mattress

AnnaRating, 5 stars2 days ago
Blessing was easy to communicate with during prior to check in and her place was great for our last minute booking!
Home in Oshawa
4.67 out of 5 average rating, 3 reviews

Beautiful basement apartment

EmJayRating, 5 stars1 month ago
This place was spotless & pristine and looks like the pics! The place is cozy and feels like home. We truly enjoyed our stay and would stay again! walking distance to a lot and there’s a park near by! Only down side is there were no mugs and lacked some dishes but we made it work! Would 100% recommend and stay again! Thank you for a pleasurable relaxing stay!

Kid-Friendly apartment rentals

Superhost
Apartment in Oshawa
4.8 out of 5 average rating, 20 reviews

Guest suite (Central AC)!

TonyRating, 5 stars1 week ago
I stayed here on June 6, 2025 and had a wonderful experience. The place matched the description exactly and was clean, comfortable, and very private. The host clearly puts a lot of thought into the comfort of guests; the space was stocked with thoughtful touches like heaters, light snacks, towels, and even essentials like a toothbrush (which I had forgotten), toothpaste, body wash, shampoo, and conditioner. The bed was especially comfortable, and I appreciated how easy it was to settle in and feel at home. I’d definitely stay here again and highly recommend it to anyone looking for a relaxing, well-prepared space.
Superhost
Apartment in Ajax
4.96 out of 5 average rating, 27 reviews

Tranquil Haven: Luxurious 2BR Retreat Near Hwy 401

MaggieRating, 5 stars1 month ago
We had a wonderful stay at this Airbnb! The space was clean, cozy, and exactly as described in the listing. The host was incredibly welcoming and responsive, making check-in and communication easy throughout our stay. The location was perfect—close to everything we needed but still peaceful and quiet. We especially appreciated the thoughtful touches and amenities that made us feel right at home. I would definitely recommend this place to anyone looking for a comfortable and hassle-free stay. Would love to come back again!
Superhost
Apartment in Whitby
4.78 out of 5 average rating, 160 reviews

Spacious Private Basement Apartment

BhupinderRating, 5 stars5 days ago
He is a great host. Felt like being at ones own place. Will definitely book the place again.
Superhost
Apartment in Ajax
5 out of 5 average rating, 23 reviews

Castlefields Luxury 2BDR, close to Thermëa Spa

MatthewRating, 5 stars6 months ago
Meherun’s place was great and exactly as presented in the ad. She’s a very accommodating, friendly, trusting, and respectful host. The two of us stayed here for ~3 months, and the basement is spacious, modern, well furnished, well lit, and comes with a separate, private entrance. It has everything you need for long stays - modern appliances, like a large fridge/freezer, stove/oven, dish washer, washer and dryer, and a SmartTV. Two bedrooms, one with a desk I used for work-from-home and the other with a full walk-in closet. Comfy queen beds in both. Bathroom has a large shower, and modern vanity with a fancy Bluetooth mirror. The neighbourhood is nice with a paved trail near by for walking or biking. Close drive to the 401 from Salem, where there’s many stores, including Walmart, Costco, Canadian Tire, Cineplex, and restaurants. We will definitely think of staying here again the next time we’re around.
Superhost
Apartment in Pickering
4.92 out of 5 average rating, 180 reviews

Lower Unit - Central location

MatthewRating, 5 stars4 days ago
Check-in and checkout time were both adjusted to better suit our needs without any issues
Superhost
Apartment in Whitby
5 out of 5 average rating, 10 reviews

Cozy Basement in Whitby - Entire Separate Unit

MuhammadRating, 5 stars1 month ago
My mother and I had a wonderful stay at Irfan's place. It was clean, quiet, and exactly as described, with all necessary amenities for short or long-term visits. Irfan was a fantastic host—welcoming, respectful, and responsive. He provided clear check-in instructions, allowed early check-in, and offered late check-out. He frequently checked in to ensure our comfort. The neighborhood was safe and peaceful, located in a developing area of Whitby. Despite some construction affecting sidewalks, it was walkable with a park 10 minutes away. The nearest bus stop was a 12-minute walk and served by multiple routes. Shops, restaurants, groceries, and banks were a short drive by car/Uber or bus ride away; walking to these places would not be preferable as it may take over 55 minutes. Public transport might require two buses in some cases, taking 25-30 minutes. Overall, we enjoyed our stay and would definitely return. Thank you, Irfan, for being a great host and providing a pleasant experience.
Superhost
Apartment in Bowmanville
4.76 out of 5 average rating, 29 reviews

Basement apartment

Alyssa Rating, 5 stars2 months ago
This is the second time staying with Marie and I have nothing but good things to say. It was wonderful. Marie is very fast at responding and very helpful. It’s worth the price and a lot cheaper than other places. It’s clean and has everything you would need. Definitely a new spot I would keep coming back to.
Superhost
Apartment in Whitby
4.95 out of 5 average rating, 232 reviews

Serenity Suite w/Sauna-Your Entire Apt Awaits You

VictoriaRating, 5 stars1 month ago
A great find in a quiet neighborhood close by to the shore and Whitby GO. Danny and Annette were friendly and responsive hosts, who made it possible for us to settle in to their space and feel at home. The apartment was clean and cozy, and we loved having access to the private sauna in our suite!

Child-Friendly Holiday Condos

Superhost
Condo in Davisville Village
4.85 out of 5 average rating, 104 reviews

1Brm 2beds 5*Cozy, Hot tub, Midtown, Subway 5mins

KarenRating, 5 stars2 weeks ago
Yifeng was very responsive with his messages and always helpful, checking in with messages to me to make sure I was ok and didn’t need anything. Very friendly and courteous.
Superhost
Condo in Scarborough
4.94 out of 5 average rating, 47 reviews

Luxury High Rise Living | Parking, Gym, Pool, View

SemenaworkRating, 5 stars2 weeks ago
This was my second time staying at Haoan’s place. The microwave wasn’t working, but when I called him, he brought a new one right away. What a great host! Thanks, Haoan’s!"
Guest favourite
Condo in Pickering
4.94 out of 5 average rating, 284 reviews

“Elysium” Where happiness is real!

RobertRating, 5 stars1 week ago
Returning guest, beautiful and modern place. Always clean
Top Guest favourite
Condo in Scarborough
5 out of 5 average rating, 31 reviews

Wifi | Free Parking | Big Mall | 25 min DT/Airport

JulianaRating, 5 stars2 weeks ago
This place was so nice to stay at. It’s super worth the money I paid. The apartment has everything you need and it’s really comfortable too. It’s close to grocery stores and there are walkable restaurants downstairs also. The hosts were also very helpful! I would 100% consider staying here again.
Guest favourite
Condo in Unionville
4.91 out of 5 average rating, 114 reviews

Downtown Markham Unionville

AndreaRating, 5 stars3 months ago
We had a great stay at Thomas' place. He met us at check in, showed us the building, parking and any details we needed to know. He was very responsive, provided early check in, and coordinated parking spots for both our vehicles. The place was very clean and quiet. We would definitely stay again!
Top Guest favourite
Condo in East Danforth
4.98 out of 5 average rating, 66 reviews

Spacious Condo - Central Toronto!

TylerRating, 5 stars4 days ago
Very nice spot. Go Train is very close. Only takes 1 train to get to downtown. Many restaurants around and a grocery store within a 5 minute walk. Parking garage is super great considering how difficult it is finding parking in the region. Great all around experience. Would recommend !
Guest favourite
Condo in Unionville
4.95 out of 5 average rating, 21 reviews

Luxury Penthouse in Downtown Markham

JaclynRating, 5 stars6 days ago
Very nice condo and pictures are accurate. Cato and Annie are very responsive and accommodating. Common area in the condo is lovely too - beautiful outdoor space and gym facilities.
Guest favourite
Condo in Davisville Village
4.94 out of 5 average rating, 159 reviews

Large & Bright 2BR+Den in Midtown w/ Free Parking

KayRating, 5 stars1 month ago
Apart from the unhelpful concierge and difficult on foot instructions to access the lock key, our stay was absolutely perfect. The apartment suited our needs and there was plenty of space to work and relax. The bedroom with the ensuite didn't have any closet space so one of us had to use the closet in the hallway. Not a massive deal for 6 nights stay, but it might be a little frustrating if you have a longer stay. There was plenty of amenities and the kitchen was stocked well with cutlery, pots and pans. The apartment had a nice ambience, clean and welcoming and was also quiet. The gym was a fab bonus which we made use of most of the days. The subway was within 6-7 minutes walk, which made our trips into downtown Toronto a breeze. I would definitely recommend staying here, and would love to do so if we come back to Toronto.

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

  • Total rentals

    60 properties

  • Nightly prices starting at

    $33 NZD before taxes and fees

  • Total number of reviews

    2K reviews

  • Family-friendly rentals

    40 properties are a good fit for families

  • Pet-friendly rentals

    20 properties allow pets

  • Rentals with dedicated workspaces

    40 properties have a dedicated workspace

Destinations to explore