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Kid-friendly holiday rentals in Oakwood Village, York

Find and book unique family-friendly rentals on Airbnb

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Popular amenities for Oakwood Village, York family-friendly rentals

Kid-friendly house rentals

Superhost
Home in York
4.67 out of 5 average rating, 3 reviews

Bright, beautiful, spacious home

AseemRating, 5 stars4 months ago
Place is even better than photos and description can show. It is a open concept home with windows in all the rooms, desks and chairs, overhead fans in each room, to make everyone staying comfortable. House was stocked up with a lot of useful miscellaneous items as well; spice cabinet, cookbook, board games, plenty of bed linens and towels, cleaning supply cabinet, etc. Very clean upon entry. Yafit was a great host and always communicated on tips to help us during the winter. The location is also very central right next to the bus and very fast commute to downtown.
Guest favourite
Home in York
4.94 out of 5 average rating, 49 reviews

2 Bdrm Basement Apt + Free Prkg

BenjaminRating, 5 stars1 day ago
Friendly and accommodating host -- it was a shame we had to cut the stay short for personal reasons, as it was a place we'd love to have stayed longer in. Clean and comfortable basement apartment.
Guest favourite
Home in Midtown
4.93 out of 5 average rating, 135 reviews

Cozy private space in mid-town Toronto

JonathanRating, 5 stars2 days ago
David and Connie were wonderful hosts! Flexible check in and check out times. Cozy place with all necessary amenities. Great neighborhood. Highly recommend!
Superhost
Home in North York
4.83 out of 5 average rating, 6 reviews

Private Bedroom, Bathroom, Kitchen -Basement Apt

AnatRating, 5 stars1 month ago
Ana is a great host and was caring and responsive. I stayed there a couple of months and felt at home. It was really great to have a private unit all to myself and for relatively reasonable price. The location is very convenient, with public transit, grocery stores, libraries, and lots of other stores very close by. The unit is quite spacious. The kitchen is probably more suitable for light cooking or heating of food, and there’s not a ton of refrigerator space. My only discomfort during my stay was that when the weather was very cold, the heat in the room was very warm, especially at night. But it made the laundry dry quickly, which was good. All in all, I’m glad I found this place and I really enjoyed my stay.
Guest favourite
Private room in Midtown
4.98 out of 5 average rating, 109 reviews

Private Suite, Parking, Laundry, Separate Entrance

JenRating, 5 stars4 days ago
Wow! This place is a GEM. It looks exactly like the photos, it's beautifully designed, has everything you need. Just a pleasure to be in. The air conditioning keeps the place nice and cool. The bed is incredibly comfortable, the lighting is gorgeous! You can make it bright and cheerful or warm and cozy. It's so clean! I loved the shower and desk area. The neighborhood is so great! Fantastic restaurants within walking distance and so close to the TTC to get all around the city. The street she's on is one of the prettiest I've seen with a beautiful garden out front. Thi was very friendly and helpful. Responded quickly to questions and had some great suggestions of what to do and where to eat. It's super easy to get in and out too. I love this place and I would 100% stay here next time I'm in town. I was there by myself, and as a woman, I felt totally safe.
Top guest favourite
Private room in North York
4.98 out of 5 average rating, 204 reviews

A) Boutique Style BD/Walk to Subway/Free Parking

Amie RoseRating, 5 stars5 months ago
Lucia is such a kind, amazing, and generous host. Her house is huge and spacious, and feels like an animation studio museum in the basement. Quiet. Clean. Homey. The location is spectacular, next to Yorkdale Mall, and Yorkdale Station, so many restaurants nearby. Accessible to 401 highway. This is the place to be when in Toronto. 🥰
Guest favourite
Private room in Midtown
4.9 out of 5 average rating, 136 reviews

Spacious Private Room #1 in Heart of Toronto

Maria LuciaRating, 5 stars4 weeks ago
The place was exactly as described — clean, cozy, and comfortable. We had everything we needed for a great stay. The location was convenient, and Quan was very responsive and helpful throughout. Highly recommended, would definitely stay again!
Top guest favourite
Home in York
5 out of 5 average rating, 16 reviews

Luxurious House | Newly Modernized | Corso Italia!

JackRating, 5 stars1 week ago
Had an amazing time staying in this place for a week! Beautiful decor from top to bottom especially the kitchen; The hosts were lovely and always willing to help us when needed even though the place was already equipped with everything we need. 10/10 would stay again.

Family-friendly apartment rentals

Guest favourite
Flat in York
4.95 out of 5 average rating, 78 reviews

Lovely 2 bedroom, 2 washroom and living room

Clayton SalustianoRating, 5 stars3 weeks ago
The stay was perfect for my family. Excellent location and everything was perfectly clean and organized. I recommend it and I intend to return again! Congratulations to Brad!!!
Superhost
Flat in East York
4.93 out of 5 average rating, 61 reviews

Cozy and bright apartment, private entrance, clean

ValerieRating, 5 stars6 days ago
Maya and Dado had such a lovely, cozy, and clean place for my sister and I to stay. The area was nice, secluded, and had a short walk to the subway station. The hosts were super responsive and very friendly! 100% recommend!
Guest favourite
Flat in Midtown
4.94 out of 5 average rating, 48 reviews

Modern 1-Bedroom Loft

AllisonRating, 5 stars1 day ago
Fantastic stay! The photos do not do it justice - the space is well designed and beautifully executed. And SO clean. I don’t think I’d recommend it for small children, but my 8-year old told me it was the ‘coolest place ever’ and as we left this morning said she ‘hasn’t slept this good in months’. Great location too. Definitely look forward to coming back next time we’re in Toronto.
Superhost
Flat in Downtown Toronto
4.94 out of 5 average rating, 16 reviews

Beautiful 1BR Condo Coveted Yorkville!

TaylarRating, 5 stars2 months ago
The location really makes this apartment, it's fabulous and there are tons of things around. Great views and feels very safe. The decor feels like an airbnb and with a few things could tip the scale from great to amazing. It would've been nice to have coffee on site, and better lighting, all the lighting is overhead and a lamp or two would've made a big difference!
Guest favourite
Flat in Midtown
4.94 out of 5 average rating, 166 reviews

Cute Private Apartment near University of Toronto

CaioRating, 5 stars2 days ago
It was a really nice and comfortable little spot. The hosts were very communicative and responsive. We will be back!
Top guest favourite
Flat in York
4.98 out of 5 average rating, 333 reviews

Modern Retreat in Trendy JUNCTION Neighbourhood

KianaRating, 5 stars4 days ago
I had a great stay at this Airbnb! The place was clean, comfortable, and exactly as described in the listing. The neighborhood was quiet and convenient, and I felt right at home. What really stood out was how responsive the host was any time I had a question, he replied almost instantly and was super helpful. I really appreciated that! Would definitely stay here again and recommend it to others. Thank you for the great hospitality!
Guest favourite
Flat in Midtown
4.91 out of 5 average rating, 88 reviews

Contemporary Apt in Central Toronto

RosarioRating, 5 stars1 day ago
Lovely place! Great location.
Superhost
Flat in York
4.91 out of 5 average rating, 198 reviews

Bright & Modern Studio in Toronto's Coolest Area

CioRating, 5 stars1 month ago
Just what we needed for our quick trip to the Toronto area. Transit was readily available via bus. The space was comfy, cozy, and clean! Trains pass by fairly closely but we didn't find that it was too loud. There are also grocery stores and food options nearby, within walking distance in case you forgot something for your trip or need to grab a bite. Overall, great stay and very happy with choosing this listing!

Family-friendly apartment rentals

Superhost
Apartment in York
5 out of 5 average rating, 3 reviews

Stylish 2BR1BTH Townhome

ChristelleRating, 5 stars1 week ago
Très beau logement, propre et proche du centre ville. L’hôte était très réactif lorsque j’avais des questions. J’y reviendrai ☺️
Superhost
Apartment in Davisville Village
4.85 out of 5 average rating, 106 reviews

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

AndreasRating, 5 stars6 days ago
sehr saubere, und gut gelegene Wohnung. Yfeng war sehr hilfsbereit und reaktionsschnell. Die Wohnung war sehr gut ausgestattet, ruhig, mit sehr bequemen Betten. Wir hatten eine gute Zeit!
Top guest favourite
Apartment in Downtown Toronto
4.97 out of 5 average rating, 299 reviews

Lively 1+1 Lakeview Condo near CN Tower + Free Prk

MalcolmRating, 5 stars3 days ago
Mehrdads condo was perfect for us. The view from the balcony, the proximity for bars and restaurants the CN tower and aquarium. Ten minute walk to union street train station. The condo was comfortable and well furnished and we felt very settled as soon as we moved in. Communication and entry on arrival was hassle free. Would totally recommend !
Superhost
Apartment in North York
4.8 out of 5 average rating, 106 reviews

Chic Studio w/ Pool | Near Lawrence West Subway

KayodeRating, 5 stars4 days ago
Andrews Place is perfect for a solo traveler. The property is clean, private, and offers excellent transport access to very interesting places. You can catch a direct bus from Toronto YYZ Airport with no need to change buses, and it's just less than a 10-minute walk to the property from the bus stop. It was truly great value for money.
Guest favourite
Apartment in Yonge-Eglinton
5 out of 5 average rating, 10 reviews

Boho Beautiful | Self Checkin

DavidRating, 5 stars3 weeks ago
One is always wary of booking online. However, Alyssa’s quick responses to our questions and clear instructions regarding our check-in lowered our concerns. This included photos of the location of the lock box along with codes. While the building was busy the room was quiet. We were very pleased and will book again with her.
Guest favourite
Apartment in Yorkville
4.92 out of 5 average rating, 103 reviews

*Gorgeous & professional condo in Yorkville*

JosephRating, 5 stars1 week ago
Great location, friendly host - great for 2 people.
Top guest favourite
Apartment in Yorkville
4.89 out of 5 average rating, 292 reviews

Luxury Yorkville Escape | Condo in Prime Location

AndrewRating, 5 stars3 days ago
Great location in the heart of Yorkville. A few minutes walk to a lot of good restaurants, museum, subway, etc. Clean, well stocked. Keep in mind this is a prime location which explains the high price for a small unit. Highly recommend.
Guest favourite
Apartment in Downtown Toronto
4.93 out of 5 average rating, 169 reviews

Beautiful 1 Bedroom Yorkville Condo (IG-hotspot)

patrickRating, 5 stars4 days ago
Always a pleasure staying at Kai's place. Great area with good restaurants and good shopping!

Quick stats about holiday rentals that are kid-friendly in Oakwood Village, York

  • Total rentals

    30 properties

  • Nightly prices starting at

    ₹3,455 before taxes and fees

  • Total number of reviews

    1.9K reviews

  • Family-friendly rentals

    20 properties are a good fit for families

  • Pet-friendly rentals

    10 properties allow pets

  • Rentals with dedicated workspaces

    30 properties have a dedicated workspace

Destinations to explore

  1. Airbnb
  2. Canada
  3. Ontario
  4. Toronto
  5. Oakwood Village
  6. Family-friendly rentals