Kid-friendly holiday rentals in Oakville

Find and book unique family-friendly rentals on Airbnb

Top-rated family-friendly rentals in Oakville

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

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Guest favourite

Home in Aldershot

4.93 out of 5 average rating, 29 reviews

Holiday Retreat with Pool

This unique place has a style all its own. Minutes from lake, steps from restaurants, shopping, bars, cafes and so much more. Central, yet quiet neighbourhood. Relax and Enjoy our large backyard and the pool with family. Our fully equipped kitchen and kitchenette for a large family. Comfortably sleep in our high-end mattresses in a thought-through decorated home. Hosting has been my passion. Super host 6 years in a row we plan to offer you the same comfort we have provided guests over years!

Guest favourite

Townhouse in Welland

5 out of 5 average rating, 18 reviews

3BR 2.5bth Home near wineries & Niagara Falls

Enjoy your perfect escape in Ontario's wine country located just 5-10 minutes from top wineries and 20 minutes from Niagara Falls. This charming, newly built home offers 3 spacious bedrooms with walk-in closets, 2.5 bathrooms, and flexible sleeping arrangements (3 queen beds, 1 double bed, and a baby playpen) 5-10mins to great local cafes, bakeries, restaurants, groceries & malls. Enjoy 3-4 free parking spots and summer BBQ on the deck! En-suite laundry is with a small fee License #STR-285

Superhost

Cottage in Port Dalhousie

4.89 out of 5 average rating, 45 reviews

Beach Cottage

Relax with the whole family at this fully renovated beach cottage. 10 minute walk to public beach, downtown restaurants, ice cream, lakeside park and carousel. Beautiful neighborhood to walk and play in. Short walk to henley island and grandstand. Equipped with all your outdoor dining and entertainment needs. Excellent choice for cozy winter getaways as well! Snuggle up by the fire, take the dog out for a nice hike at the local dog park, ice fish or skate on the Martindale pond minutes away!

Guest favourite

Townhouse in Downtown Toronto

5 out of 5 average rating, 6 reviews

Charming, Spacious 6BR Townhouse near Downtown

Stay in Cabbagetown, near the heart of downtown Toronto in this stylish & modern Japanese themed townhouse! Just steps from top restaurants, shops, and attractions, this 6-bedroom home features a fully equipped kitchen, Keurig machine, cozy living area, and private patio. Perfect for both business and leisure, with easy access to public transit and major sights. Whether you're here for a weekend getaway or an extended stay, you'll love the comfort and convenience of this central urban retreat.

Top guest favourite

Home in Port Credit

5 out of 5 average rating, 9 reviews

Cozy 3BR townhouse steps to lake and Port Credit

Welcome to our 3BDR home - 7min walking distance from the Lake Ontario and 30+ min drive or train ride to Toronto downtown. Enjoy the fully stocked kitchen, 65” TV and a spacious backyard with BBQ overlooking a park. Nestled in a quiet, family-friendly neighborhood, you're just steps away from the lake, parks, and vibrant Port Credit with many restaurants. One parking spot in the driveway with more on the street. Families with kids will love the toys, trampoline and the playground nearby.

Guest favourite

Home in Churchill Meadows

4.9 out of 5 average rating, 41 reviews

Holiday retreat in Toronto

Make memories at this one-of-a-kind, family-friendly haven. With 5 bedrooms and 3.5 baths, it offers ample space. Only 2 kms from RIDGEWAY PLAZA and Meadowvale Town Centre. On a quiet street yet only 2 kms from the largest restaurant cluster in entire Toronto. An experience not comparable to anything in entire Canada. The fully equipped kitchen and the high-end mattresses ensure restful sleep. The tasteful decor adds a special touch. House is professionally cleaned between bookings.

Guest favourite

Home in Niagara Falls

4.85 out of 5 average rating, 48 reviews

A Stones Reach

Your family will be close to everything when you stay at this centrally located, rural location. A short drive, in any direction, to the best Niagara has to offer. Our home features a kid friendly, Disney inspired room. A soaker tub with spa shower. A fully stocked kitchen. We’re pet friendly, don’t leave your fur babies at home. We offer pet sitting free of charge. There’s an enclosed area outside for smokers. We’re constantly making improvements to make your stay more comfortable.

Top guest favourite

Home in Port Dalhousie

4.95 out of 5 average rating, 282 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

4.84 out of 5 average rating, 206 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

Guest favourite

Flat in The Beaches

4.92 out of 5 average rating, 117 reviews

One bedroom vacation rental at The Beaches

Welcome to Our Cozy Retreat! Escape to our relaxing, perfectly situated in a prime location at the Beaches, a few minute walk to the: - Beautiful beaches - The vibrant waterfront boardwalk - Bike path and parks - A variety of delicious restaurants, pubs and shops Local Amenities including such as: - Spa and wellness services - Nail and hair salons - Flower, gift, and clothing shops - Grocery stores - Yoga studio - History Toronto (concert venue) - Theatre

Guest favourite

Home in St. Catharines

4.96 out of 5 average rating, 109 reviews

Sunset Beach House - Remodeled - 1 block to beach

The search for the perfect getaway is over - welcome to the Sunset Beach House. Come home to relax in our thoughtfully equipped 4 bedroom, 2 full bathroom home just a block away from the locally loved Sunset Beach. Enjoy the many waterfront walking/biking trails nearby, must-try eateries and Canada's most talked about wine country. Property is treated with mosquito repellent. License No: 22 102175 STR

Superhost

Home in Lawrence Park

4.91 out of 5 average rating, 23 reviews

Upscale Home in Lawrence Park [With Yoga Room]

Location, Location, Location! Located in the wealthiest and most upscale area in all of Toronto and Canada near Bayview and Lawrence. Located 15 km to Downtown Toronto, across the street from world renowned Sunnybrook Hospital (900 metres away) AND the Bridle Path. Minutes away from world famous Edward Gardens