Family-friendly vacation rentals in Oakville

We had a great experience with Sam and the overall stay. I had some last-minute changes to our booking, and Sam was incredibly accommodating and proactive in helping us adjust our plans smoothly—his communication was quick, clear, and friendly throughout. The space is exactly as described in the listing: clean, comfortable, and thoughtfully laid out. It’s a cozy basement apartment. All the features—from the well-equipped kitchen to the comfy bed and living area—felt very intentional and well-maintained. Many little touches made the stay even better, like clear instructions, fast WiFi, and plenty of towels and toiletries. The location worked well for our trip. I'd recommend this spot to others looking for a quiet, functional place with a responsive and considerate host. Thanks again, Sam!

Ottilie was an excellent host, and welcomed my group with a beautiful fresh fruit Platter. Such a lovely touch. Ottilie was responsive and helpful and we found her place to be just right for our six day stay.

Had a great stay! The place was clean, comfortable, and exactly as described. The host was friendly and responsive. Would definitely recommend!

Was a great stay. Easy check-in. Katherine was super responsive!

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!

The location of the condo is right across from CN Tower as well as Blue Jays stadium. The condo is very clean and up to date. We love the location. Cal was very responsive and a gracious host. He gave some excellent recommendations. Besides the feel at home condo, we loved that fun restaurants and bars were walkable. We will be back!

Lovely place , felt right at home . Crystal was very helpful and responsive, given it was a very last minute booking. The street was very quiet and so was the building itself . Very cozy getaway in the heart of downtown Toronto for an incredibly good price . Thank you so much for making our short stay nothing short of AMAZING !

The place was excellent and suited our needs quite well. We were there for a show at the Rogers Centre, which was close to us, around a 10-minute walk.

Comfortable, clean and spacious for two adults. Beautiful linens and towels. Gracious host😊

My 7 year old daughter and I flew in to Toronto for Taylor Swift's ERAS concert. I can not say enough about the location. The Rogers Center is right across the street- we could watch the line up at our gate and then head over when there was no line. Amazing view of Rogers Center and CN tour. We walked everywhere the entire time- CN Tower, Ripley Aquarium, Convention Center for the Tayl-gate party and could easily rest at the condo in between activities. The condo was super clean. The bed was SO COMFY! Fully stocked kitchen. My mom came to visit us for a night from Windsor and Oron was extremely responsive to my request for parking. He got us set up right away. I would 100% stay here again for an event!

Had an amazing stay at David’s place. Super responsive hosts and the place was super clean!

This cozy Airbnb had everything I needed for my short stay in Hamilton – close to friends, shopping, and fun activities. The space itself was beautiful and well cared for. I loved the quiet atmosphere, it was the perfect place to rest, reflect, write, and unwind after my busy days seeing friends in town. The neighbourhood was beautiful and walkable too ! Highly recommended.

The boat was the perfect size for a quick couples get-away. Watching the sunset from the bow was heaven; I didn't want to leave. An easy walk to bars and restaurants made for a perfect evening. Scott was a great host and took care to make sure we were settled in. Looking forward to a repeat visit next summer.

Jay’s place was great for our family. Big space, lots of rooms, nice big kitchen. Bring more towels if you’re a big group. One of the showers was leaking to the floor below (Jay was really responsive to get this fixed, which he said he’d do after our visit). Kitchen is huge and definite plus if you’re with a big group, was a nice place to gather each morning and make breakfast together! Well stocked, though missing a basic frying pan. If you have elderly family, the stairs are a bit difficult to navigate. And lots of sharp edges around if you have little kids. Overall worked out well for our multi generation family trip!

My hosts Lucy and Don were completely accommodating, communicative, and responsive. Coming and going was a breeze. A completely outfitted kitchen with all that you'd need. The space offers total privacy. A quiet, but lively-enough neighborhood, steps away from Yonge St. It checked off all the boxes and I'm very satisfied with the experience and my stay.

In his headline, Alex says, "I'm a professional (electrical engineer) and I'll be a good host." Alex is an electrical engineer and was a good host, as simple as that. The place was right next to the subway, in a very walkable area with lots of nice distanations nearby. Would definitely consider staying there again.

This place is perfect for one or two people staying in the area and close to St. Catharines, Niagara Falls, Niagara On The Lake, and the Welland Canal. It’s clean, neat and private. Very comfortable bed & linens. Sonia and Ron are excellent hosts and took time to meet us and visit before we left. Be sure to check out their recommendations for area sites and restaurants!

Really amazing view and building in a great location with easy access to GO trains and TTC. Building facilities are great! Check out is 10am

Good location good room good host. He accepted our request a lot. Thank you so much!

The house was easy to find. The lock was having trouble but then we were able to get in. The next day realized the lock on the house was malfunctioning and that was why we had trouble getting in. Texted the owner and someone was immediately sent to fix(replace the lock). Great customer service from the owners.

This place was absolutely amazing. It had everything you could possibly need and want. We enjoyed everything- the qames, pool table and darts. We wish we hadn't planned so much so we could make better use of everything. Thomas was very responsive and went out of his way to help when there was something we couldn't figure out. We loved being there and will definitely look to return if we return to Toronto

We had an excellent stay at Virginia’s place! Four of us came to Toronto for a concert at the Rodger’s Centre which was just across the street. The unit was quite a bit bigger than I expected! There was plenty of room for all four of us, we never felt crowded. We were able to walk to a huge variety of restaurants and activities. Virginia was beyond kind and welcoming. Super quick to respond and easy to communicate with! I would highly recommend staying with Virginia to anyone coming to Toronto!

One of the best Airbnb stays! I love the character of the space, the location is fantastic, and the availability of amenities all around. The best part was the softness of the bed sheets! I value a good night sleep, and the bed was so comfortable. Wi-Fi was extremely fast and made working from home a breeze. The kitchen is well stocked with everything needed to make yourself at home. Thank you Kathleen. I'll definitely book again in the future.

Perfect stay 🤩 Good location, everything clean and the super communicative host is always ready to help. I recommend it