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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Top guest favorite

Home in The Beaches

4.99 out of 5 average rating, 140 reviews

Heated Pool-tub Open 365 Days

** 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

A well-maintained backyard features a swimming pool surrounded by patio stones, accompanied by a cozy seating area. Lush greenery frames the property, enhancing the serene outdoor environment, while the house offers a view of the spacious deck and large windows that invite natural light.

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!

Top guest favorite

Home in Davisville Village

4.96 out of 5 average rating, 110 reviews

Spacious oasis in best location, free parking

BEST MIDTOWN LOCATION AND AMPLE SPACE - ALL TO YOURSELF! FREE 2-CAR PARKING - rare in this area. You’ll be close to everything at this centrally located midtown place steps away from Yonge str. Charming and spacious renovated character home. Sun-drenched family room overlooks a private backyard with a patio. Walking distance to public transit and major streets with 24h shopping and fine dining. 10 minutes to downtown by driving, steps to subway and minutes to top-rated attractions in Toronto!

Superhost

A shaded outdoor seating area features two comfortable chairs arranged around a fire pit on a gravel surface. A small shed is visible nearby, adorned with flower boxes and wooden accents, surrounded by a fenced yard with greenery and rose bushes.

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 favorite

The exterior of a charming townhouse is presented, featuring a mix of brick and modern architectural elements. Large windows allow natural light to flow in, while a small garden with seasonal vegetation adds a touch of greenery. The inviting entrance is framed by a decorative metal railing.

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 favorite

A spacious backyard features a trampoline surrounded by green grass and scattered autumn leaves. Comfortable outdoor seating is positioned nearby under a shaded area, with trees providing natural privacy. The fence enhances the enclosed feel of the yard, creating a safe play environment.

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 favorite

The exterior view features a modern two-story house with a stone facade and a welcoming front porch. A neatly landscaped yard with shrubs and a tree provides a touch of greenery. The double garage doors are prominently displayed, complementing the home's elegant design.

Home in Churchill Meadows

4.9 out of 5 average rating, 39 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.

Top guest favorite

A cozy sitting area features comfortable leather chairs flanking a glass-topped table. A large flat-screen TV is mounted on the wall, and a wood sideboard adds warmth to the space. Natural light filters in through the open doorway, highlighting the inviting atmosphere.

Home in Port Dalhousie

4.95 out of 5 average rating, 280 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

A spacious sleeping area features a bed with floral bedding, complemented by a bedside table and lamp. Shelves with decorative accents are visible along the wall, and warm lighting creates an inviting atmosphere. The wooden floor adds warmth to the contemporary design.

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 favorite

A modern living space features an open layout with a comfortable seating area, a sleek coffee table, and a mounted television. A compact kitchen is visible in the background, equipped with essential appliances. Soft lighting highlights the warm tones of the wooden flooring.

Apartment in The Beaches

4.92 out of 5 average rating, 116 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 favorite

Home in St. Catharines

4.96 out of 5 average rating, 108 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

A bright nursery features a white crib positioned against a soft yellow wall. Plush toys and children's play items are scattered across the floor, while a wooden dresser stands to the right. Natural light enters through two windows adorned with simple treatments.

Home in Lawrence Park

4.91 out of 5 average rating, 22 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

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What guests are saying

Welcoming Basement Studio Pine Nest Lodge

4.96 out of 5 average rating, 48 reviews2 weeks ago

Ivana's place was perfect! Very cozy and had all the essentials, with some lovely thoughtful touches thrown in. Communication and check-in was a breeze, you can tell Ivana cares about her guests and making it a good experience. She was kind and let me take the lead on whether I preferred contact or no contact during my stay. I'd definitely recommend staying at the pine nest :)

Home in Toronto

What guests are saying

The Pearl Lodge

4.85 out of 5 average rating, 97 reviews6 months ago

Pearl Lodge was much more than expected: the house sits on a gorgeous property with lots of parking and activities for all ages. The kitchen & bathrooms were spotless, and with multiple bedrooms, it was everything our group needed! Habib was extremely accommodating, and responsive with the questions I had upon check in. Would definitely recommend for larger groups & future guests in the area!

Cottage in Burlington

What guests are saying

Cheerful 3 bedrooms townhouse

5 out of 5 average rating, 12 reviews7 months ago

Great airbnb - would recommend! Stayed for 8 months and was good for our family with two small kids! Three large bedrooms (one in basement) and one office upstairs, all amenities were provided - plenty of kitchen utensils, plates, lots of baby things (high chair, brezza maker, safety gates), and well stocked. The location is nice - close to a huge park and community center with library and swimming pool (across one major road only!) and nice trail right behind. Close to Costco (7-8 mins) and lots of good restaurants within 10-15 mins drive :) ravine lot at the back so lots of privacy! Host, Eva, was super responsive and replied quickly, whenever there was any issues she replied asap, and was clear in all her instructions! Beautiful spacious airbnb , three floors and one basement , would recommend for any family !

Townhouse in Richmond Hill

What guests are saying

Charming retreat with lake view

5 out of 5 average rating, 22 reviews7 months ago

This was our favorite house out of all the airbnbs we've stayed at. The deck overlooking the lake was spacious, but unfortunately we were so busy sightseeing that we didn't have time to relax on the deck. We should have stayed for three nights or longer. My 4-year-old grandson liked the house with the trampoline, toys and piano, and when he woke up in the morning he played alone in the living room, but it was so spacious that he didn't wake up the others. I'm sure the children appreciated the safe and clean vibe of this beautiful house. We all liked the quiet and pleasant town of Burlington as well. It was very conveniently located, exactly halfway between Toronto and Niagara.

Home in Aldershot

What guests are saying

Lovely, Cozy Azure

4.96 out of 5 average rating, 23 reviews3 weeks ago

Semira (Sam) is a wonderful and gracious host, and her place is a little gem. First, Sam: communication, super responsive. She sent us clear and concise instructions, was super flexible with our uncertainty arrival time, responded to questions until we got there, was home when we arrived eve thing she didn’t have to, gave us some time got get settled, then came down to greet us and brought delicious soup to welcome our arrival. We felt like we’re visiting family. She has her cell phone number written on a board so any guest can reach her if needed. Throughout our stay, she was always helpful and quick to respond. She brought us want we needed during our stay, which wasn’t much, and on our way out she actually had a bag of little souvenir gifts for the kids (whose ages she had subtly got from me in a previous conversation). Her genuine kindness and care made our GTA visit delectable and our stay in her place one of its highlights. Second: the place is a basement conv

Apartment in Richmond Hill