Kid-friendly vacation rentals in Oakville

Find and book unique kid-friendly rentals on Airbnb

Top-rated kid-friendly rentals in Oakville

Guests agree: these kid-friendly rentals are highly rated for location, cleanliness, and more.

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Guest favorite

Home in The Beaches

4.99 out of 5 average rating, 119 reviews

Heated Pool-Hottub Open 365 Days+Mid Week Specials

** Ask about MID WEEK Specials. Welcome to the Toronto Beach. We are right next to the lake and have a HEATED private pool and spa that are both open year round. Explore local shops on the high street and swim, kayak (provided), volleyball, basketball and tennis courts right beside us. In winter, an outdoor ice rink (skates provided), cross-country ski trails (bring your own equipment) and lots of walking to be had. We decorate for for holidays, and the house has a real wood burning fireplace.

Guest favorite

Home in Stoney Creek

4.9 out of 5 average rating, 102 reviews

House in the Creek w/ Style

With easy access from the highway and close to all possible amenities. This well preserved Mid-Century home has something for every one. 150' of backyard & a huge 80' double car Driveway. Netflix is included. B.B.Q. is ready ! Luggage racks in 2 Bedrooms. Relax in the cast iron claw foot tub, with a book & glass of wine. Minutes from the escarpment, parks, trails, shops, food & lake front trails. 15 min away from world class Niagara wine region. 15 min from Burlington. 10 min from Hamilton.

Guest favorite

Serviced apartment in Milton

4.95 out of 5 average rating, 103 reviews

Modern and upscale close to outdoor adventures

Our friendly neighbourhood is THE right spot for your stay. This below-grade suite has the space, comfort & upscale touches you'll appreciate. Plan your day trips from here to downtown Toronto, Bruce Trail, Niagara or the Premium Outlets. Appreciate unspoiled views of the escarpment. Enjoy playgrounds, riding paths & dog parks in the area. Walk to the Velodrome in 5 minutes or drive to one of the many conservation areas in 10. Hike, bike, ski or shop - whatever you're into, this is your spot.

Guest favorite

Guesthouse in Hamilton Beach

4.84 out of 5 average rating, 198 reviews

Hamilton Beach Guesthouse with guest Kayaks

LAKEFRONT* renovated lakefront small cottage with two Kayaks situated on the Hamilton Waterfront beach trail. Enjoy fantastic views of the Toronto Skyline and secluded sandy beach. Relax on large deck, overlooking the lake. Right on the waterfront trail, roller blade, bike, kayak or enjoy the sandy beach. Very central for a Niagara winery and Toronto trip. Includes: Smart TV, 1 Parking spot, Tetherball, good Wi-Fi, Fire-pit , BBQ, Kayaks Queen size bed Coffee, condiments &cooking ingredients

Guest favorite

Home in Hamilton Beach

4.92 out of 5 average rating, 180 reviews

Beautiful Renovated Beach Cottage Home

When you enter our immaculately clean Beach Cottage home you will feel like you are at a boutique hotel. Beautiful white linens and towels, WIFI, smart TV, Keurig coffee machine and more. Choose to have a BBQ with friends and family on one of our two decks as you watch the Sunset from Lake Ont. Take a stroll or a bike ride down the Beautiful boardwalk or visit the beautiful beach all located at the end of our yard. Whether you are here for business or pleasure there is something for everyone!

Guest favorite

Home in Burlington

4.91 out of 5 average rating, 152 reviews

Hager House: Charming retreat downtown Burlington

Ideally located in the heart of downtown. Five minute walk from Brant Street, the quaint main street, lined with restaurants and shops. Blocks from the lakefront, Spencer Smith Park, Brant Street Pier and Performing Arts Centre. This tastefully furnished house has 3 bedrooms, two have queen beds and one has 2 twin beds, all with pure cotton white linen and towels. Kitchen is fully equipped. Smart TV's in living rooms. High speed wifi. Laundry. Beautiful backyard and patio with hot tub and bbq.

Guest favorite

Guest suite in Toronto

4.92 out of 5 average rating, 106 reviews

West End basement suite temp closed for renovation

My private basement suite in Toronto's tree-lined West End is perfect for solo or coupled travellers who plan to spend most time out sight-seeing or at work. It has been refreshed for re-opening in March 2024 with new carpet and a high-end luxury queen size sleeper sofa. There is a kitchenette to make coffee/toast with a small fridge for snacks. 3 min from subway. Ceiling 5'11. My twin daughters (12yrs) & I live upstairs. We do our best to be quiet as we get ready for school/work on weekdays.

Guest favorite

Guest suite in Burlington

4.94 out of 5 average rating, 132 reviews

Burlington core close to lakefront and downtown.

Large bright lower level walkout 3 bedroom in quiet residential neighborhood within walking distance to downtown and lake. Plenty of greenspace and deck and parking. Brand new kitchen fully stocked including oil spices tea coffee. Separate entrance with self-check in. Own free laundry facilities. Close to beach, promenade, festivals, trails, restaurants, shopping and more. 45 mins to Niagara Falls and Toronto. Wi-Fi, freezer, cable, Netflix included. 3 piece bathroom and unlimited towels.

Guest favorite

Home in Grimsby

4.99 out of 5 average rating, 179 reviews

Jennifer's Vacation Rental

Quiet and cozy 1 bedroom guest suite on the Niagara escarpment, right in the heart of wine country in beautiful Grimsby. Our 1 acre property backs onto the Bruce trail, Canada's longest and oldest footpath. A 40 minute drive to Niagara Falls from Grimsby, and a 45 Minute drive to Toronto. Above ground suite attached to the back of our house, completely self contained with kitchen, bathroom, living area and large bedroom. There is a separate entrance with key code lock for self check in.

Guest favorite

Home in Thorold

4.93 out of 5 average rating, 138 reviews

Welcome to Nanny's Nest Your home away from home

We are located less than 15 minutes from anywhere in St Catherines or Niagara Falls. We are less than 5 minutes to Brock University. Our home is warm and inviting with a big, beautiful, quiet back yard to enjoy in the day or for an evening fire. We want you to feel at home! The private guest basement suite is complete with a small kitchenette. We are a family of five. Three of which are our very friendly and well trained dogs. We will manage them according to our guests.

Guest favorite

Home in Port Dalhousie

4.95 out of 5 average rating, 264 reviews

Nautica Beach House on Lake Ontario

License 23 110691 STR. Enjoy extraordinary sunsets and views of Lake Ontario and the Toronto Skyline while sitting in comfortable Muskoka chairs around a fire pit, enjoying a cup of coffee or a glass of wine. My home offers high-speed internet, multiple Smart HD TVs, indoor fireplace, 2 outdoor fire pits, and a large backyard with stairs leading to a Private Beach. Just a short walk to Lakeside Beach, downtown Port Dalhousie, and a short drive to Niagara wineries!

Superhost

Home in Hamilton

4.83 out of 5 average rating, 198 reviews

~HGTV RENO- King Bed Spacious Studio Suite~

As seen on HGTV's Buyers Bootcamp with Scott McGillivray! Happy to provide a self contained comfortable basement unit in desirable location. One bedroom private lower unit with new kitchen, bathroom, dining area, living space and laundry. Close to all amenities, downtown and public transit on a quiet street! Set scouting available! New to Airbnb? We can help! Receive $47 off your first stay when you register: https://www.airbnb.ca/c/vanessar223?currency=USD