Family-friendly vacation rentals in Greater Toronto and Hamilton Area

Find and book unique family-friendly homes on Airbnb

Top-rated family-friendly rentals in Greater Toronto and Hamilton Area

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

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Guest favorite

Guesthouse in Orangeville

4.95 out of 5 average rating, 310 reviews

Sunny Pines Farm Studio Tennis Court/Bruce Trail

Perfect for a getaway in the country. A bright, spacious, open-concept designer studio featuring beautiful rolling-hill vistas, queen bed, 3-piece bathroom, dedicated bbq, heat/AC plus a wood burning stove, wet bar with a Nespresso machine, deluxe counter-top oven & bar fridge and all new tennis court, laundry available upon request. Mono Cliffs, Boyne Valley, Hockley Valley Nature Reserve Prov. Parks & Mansfield Recreation Centre are minutes away. Ideal hiking, cycling, snowshoeing and xcsking.

Oct 15 – 22

G$32,384 GYD per night

Guest favorite

Guest suite in Vaughan, Canada

4.92 out of 5 average rating, 544 reviews

Luxury Modern Two Bedrooms Basement Apartment

No 3rd party booking! No parties! No visitors! ARRIVING W/ EXTRA GUEST WILL GET CHARGED DOUBLE 24hr Exterior Surveillance Tons of upgrades and high end modern features! High ceiling above grade basement unit. Open concept living space include fireplace, smart TV(no cable, please use your streaming login), full kitchen, laundry and large wardrobe One parking on our driveway Free Wifi Enjoy scenic trails in Woodbridge 10min to Vaughan Mills outlets & Canada's wonderland 15min to Pearson airport

Jul 19 – 26

G$20,867 GYD per night

Guest favorite

Apartment in Whitby, Canada

4.94 out of 5 average rating, 158 reviews

Serenity Suite w/Sauna-Your Entire Apt Awaits You

LONG-TERM stays welcome. A short drive to Thermea Spa Village. This is a beautiful, newly renovated, spacious basement apartment, perfect for two. Located in Whitby Shores (w/ hot tub) just a few minutes’ walk to Lake Ontario, a park, & trails, the house is situated in a quiet and friendly neighbourhood. It is close to all amenities - shopping, movie theatre, and other entertainment options, restaurants, GO Train station, Hwy 401, and easy access to Hwy 407. We look forward to meeting you!

Feb 24 – Mar 3

G$16,370 GYD per night

Guest favorite

Loft in Hamilton

4.91 out of 5 average rating, 429 reviews

A Cozy Loft in the Heart of Hamilton

Welcome to your pad in one of the best neighbourhoods in Hamilton! You will be within a short walk or drive to First Ontario Centre, James St. N. Restaurants, Galleries, Locke St, Bayfront Park, GO train., McMaster U, The list is endless. Our loft is near the city centre, art and culture, restaurants/ dining, and parks. You’ll love our place because of the neighbourhood and the easy access to the best of Hamilton. Our place is good for couples, solo adventurers, and business travellers.

Sep 11 – 18

G$18,479 GYD per night

Guest favorite

Cabin in Mono

4.94 out of 5 average rating, 273 reviews

The Trails Retreat (Private Cabin)

Beautifully renovated 2-story private hilltop cabin for romantic getaway, family stay or friends' retreat, experience a taste of the country together. Backed by forest and trails and set away from our family home and yoga studio, minutes to the Bruce Trail, Hockley Ski & Resort, and Mansfield Ski Club, enjoy total guest privacy & spectacular sunrises. Guests are welcome to share our heated pool in season:) Chef's creations and Private yoga and group classes available

Apr 29 – May 6

G$34,875 GYD per night

Guest favorite

Apartment in Innisfil, Canada

4.99 out of 5 average rating, 496 reviews

Cozy One bedroom Apartment by the Lake

A clean and inviting upper level one-bedroom apartment across the street from beautiful Lake Simcoe & Innisfil Beach Park! A short walk to all amenities in town, (Tim's, LCBO, Pizza, Nofrills, Canadian Tire & More) just 20 minutes to Barrie and 50 minutes to Toronto. This apartment is perfect for a summer weekends to the beach. Also ideal for ice fishing in winter. You have your own private outdoor space with a BBQ and plenty of parking for car & boat.

Oct 14 – 21

G$15,801 GYD per night

Guest favorite

Guest suite in Hamilton, Canada

4.96 out of 5 average rating, 281 reviews

Beautiful 1 Bedroom Apt Steps to Hamilton's Best

Newly finished spacious basement with 8' ceilings and plenty of natural light! Perfect for a romantic getaway or for mature professionals on business. Steps to Locke Street's dining and shops, as well as parks, hospitals, and downtown Hamilton. Features include in-floor heating, 55" 4k TV, a custom kitchen, and laundry. Sleeps 4 with Queen bed in bedroom and pull-out Queen mattress in the sitting room. Free street parking and anytime self check-in.

Jun 4 – 11

G$19,342 GYD per night

Guest favorite

Condo in Toronto

4.89 out of 5 average rating, 188 reviews

Cozy space in one of Toronto's best neighbourhoods

My place is a clean and quiet spot in the heart of Toronto's entertainment district. Location, location, location! Access the CN Tower, Ripley's Aquarium, The Royal Ontario Museum, The Art Gallery of Ontario and many more within a short walk or commute. The neighbourhood contains many restaurants and bars showcasing Toronto's cuisine and culture. My place is in the King West neighbourhood of downtown Toronto and is very convenient to access.

Jun 3 – 8

G$32,588 GYD per night

Guest favorite

Guesthouse in Schomberg, Canada

4.93 out of 5 average rating, 344 reviews

Country Cabin for Long and Short Stays Queen bed

Our Country Cabin get-away is perfect for those looking to get out of the city and back to nature for a short or extended stay! Enjoy a little winter getaway and share our paradise in the countryside and be part of it all. You’ll love our location, full kitchen, access to camp fire pit, propane bbq, wifi internet, 40" Smart TV, three piece bathroom, laundry facilities and more.

Jun 3 – 8

G$24,278 GYD per night

Guest favorite

Home in Hamilton, Canada

4.91 out of 5 average rating, 274 reviews

Cozy 2 bdrm near trendy Locke St. - WiFi

Completely renovated 2 bedroom home. Modern fully equipped kitchen. Private deck. Laundry. Cable TV and WiFi internet. Conveniently located near trendy Locke St. in Hamilton, it is an easy walk to shops, restaurants and bars. Close to downtown, McMaster University, GO train to Toronto, easy access to HWY 403 and walking distance to Go Bus stops to and from YYZ Airport.

Jul 9 – 16

G$24,314 GYD per night

Guest favorite

Guest suite in Orangeville

4.97 out of 5 average rating, 139 reviews

Your very own peaceful santuary in nature

Tranquil space to go walking through the 20 acres of forest with trails, lots of wildlife, and beautiful bright stars at night for stargazers. You can have a coffee in the morning on the patio set in front of the suite and have a drink on one of the hills in comfortable muskoka chairs up on a hill of the property and watch the sunset or sunrise if you are an early bird.

Oct 17 – 24

G$17,370 GYD per night

Guest favorite

Guesthouse in Oakville, Canada

4.93 out of 5 average rating, 176 reviews

Self Contained Luxury Studio Coach House

Immaculate studio apartment, completely separate from the main house with your own private entrance. Centrally located between all highways, in a quiet suburban neighbourhood, this studio apartment is beautifully furnished. Cozy in winter and cool in summer, everything you need is onsite. All of our past guests have said that the coach house is a special experience.

Aug 17 – 24

G$21,194 GYD per night