
Kid-friendly holiday rentals in Oakwood Village, York
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Top-rated family-friendly rentals in Oakwood Village, York
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Popular amenities for Oakwood Village, York family-friendly rentals
Kid-friendly house rentals

Bright, beautiful, spacious home
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.

2 Bdrm Basement Apt + Free Prkg
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.

Private Room in Downtown Toronto RM3
I personally enjoyed my stay, even if it was just to sleep only. I will say that Greame is very understanding if you do arrive late and had the convenience of holding onto my bag until I came back to pick them up later in the day. I would recommend if your flight will come late and enjoy a quiet neighborhood.

Bright, Stylish Bedroom in Downtown Toronto
Jiageng's place was super clean and comfortable. He was very accommodating and fast at responding to questions as well. We also appreciated how he was flexible with some of our requests for our trip. One of the best Airbnb experiences I've had. Thank you!

Private Suite, Parking, Laundry, Separate Entrance
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.

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

Spacious Private Room #1 in Heart of Toronto
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!

FREE parking- cozy, inexpensive room in bsmt
This is a value for the money. The host was friendly and nice. I was able to sleep well
Family-friendly apartment rentals

Stay like a Real Torontonian on trendy St Clair W!
Curtis' place feels like home. It was a nice place, clean, and everything was as described in the listing for the apartment. I appreciated the fact that restaurants and shops are all conveniently located nearby. The location is terrific, and from there, you can easily access other parts of Toronto. Check-in and check-out were easy and flexible.

Lovely 2 bedroom, 2 washroom and living room
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!!!

Cozy and bright apartment, private entrance, clean
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!

Modern 1-Bedroom Loft
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.

Cute Private Apartment near University of Toronto
It was a really nice and comfortable little spot. The hosts were very communicative and responsive. We will be back!

Modern Retreat in Trendy JUNCTION Neighbourhood
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!

Bright & Modern Studio in Toronto's Coolest Area
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!

Century Charm • Clean, Cozy Flat close to Transit
Julie was so kind as to leave the door unlocked for us, as we arrived after midnight. They kept us updated on an Internet outage due to unforeseen weather, which was quickly resolved. We're also thankful that we were allowed to leave our luggage for the last day and picked it up later that afternoon. They even had paper towels in the kitchen and tissue for regular comfort, something many hosts forget. Highly recommended to all travelers!
Family-friendly apartment rentals

1Brm 2beds 5*Cozy, Hot tub, Midtown, Subway 5mins
Great location, the place is clean and the host is very responsive.

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

Chic Studio w/ Pool | Near Lawrence West Subway
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.

Boho Beautiful | Self Checkin
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.

*Gorgeous & professional condo in Yorkville*
Great location, friendly host - great for 2 people.

Luxury Yorkville Escape | Condo in Prime Location
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.

Beautiful 1 Bedroom Yorkville Condo (IG-hotspot)
Always a pleasure staying at Kai's place. Great area with good restaurants and good shopping!

Spacious 1 Bed + Den + Downtown + Free Parking
Just spent 2 days at David’s place. It was great; exactly like the pictures and very clean! Apartment had everything we needed and David was quick to respond to any question. The area was very nice and easy to walk to anything. Recommended!
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
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- Rogers Centre
- Scotiabank Arena
- CN Tower
- University of Toronto
- Budweiser Stage
- Distillery District
- 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
- Trinity Bellwoods Park
- Niagara Falls State Park
- Casa Loma
- Legends on the Niagara Golf Course
- Royal Woodbine Golf Club
- Jackson-Triggs Niagara Estate
- Dufferin Grove Park