
Family-friendly holiday 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.

Luxury Romantic Glamping Dome near Niagara Falls
You'll love this unique and romantic escape for 2, located 30 minutes from Niagara Falls in Port Colborne. Our 400 sq ft geodome offers all the amenities needed for a relaxing, romantic getaway. Panoramic floor to ceiling window over looking a private pond with the opportunity to see wildlife from the comfort of inside the dome. Enjoy a fireplace, hot tub, comfy queen size bed, private deck with a fire table, outdoor shower, firepit on your own island, incinerating indoor toilet, AC, and wifi.

The Stone Heron
Welcome to the Stone Heron, a diamond in the country side! An hour from Toronto.Check out our insta-gram :thestoneheron. Small stone house completely reno'd!Large master bedroom, gorgeous bathroom 2nd BR bunk beds w/game table downstairs a pool table & darts. DVD, TV wii. Entire home is yours to use, its private, nestled into a hillside covered in periwinkle -nature your only neighbour! Large pond walking trails, wildlife, unplug relax and enjoy!Star filled nights amazing sunsets. Pet friendly

Winter Escape Tropical Dome! Animal Lovers Dream
Jungle Dome Farm Stay in Burlington! Be completely immersed in farm life and all that it entails while staying in our 500 square foot geodesic dome “glamping” greenhouse dwelling! Complete with a fish and turtle pond and filled to the brim with tropical plants! Designed as a tropical vacation getaway when you can’t get away to the tropics! Situated on a 5 acre animal farm where guests can experience farm life with goats, horses, highland cows, sheep, pigs and poultry. An Animal Lovers Dream!

Warnica Coach House
Welcome to the Warnica Coach House! This unique and historic property will not disappoint! Built by George R. Warnica in 1900, this spectacular property was the recipient of the Heritage Barrie award in 2018. The Coach House where you will stay, once housed horses and carriages, has been completely renovated top to bottom in 2023 with the finest touches. We are centrally located with a 30 second drive from the 400, and an 8 minute walk to the waterfront, restaurants, and downtown fun.

Retreat 82
Located just a little over an hour from Toronto, this cozy and unique lakefront cottage is the perfect place for a relaxing couples getaway. Offering private access to Lake Scugog with an oversized dock for you to take advantage of water activities, enjoy your morning coffee and watch some of the best sunsets on the lake. The cottage sits only 15 min. from the quaint town of Port Perry where you can go to enjoy its brewery, incredible cuisine, farmers markets, and picturesque Main Street.

Cottage On Lake Ontario Niagara
OPEN TIMESLOTS MARCH 24 (1 night/2 days) MARCH 27-30 (3 nights/4 days) APRIL 1 (1 night/2 days) Please mark this listing as a favourite to get notifications of last minute deals. Unwind at our cozy guest house. Beautiful 2-bedroom cottage. Enjoy the direct waterfront views from the living room, bedroom and wrap around composite deck. Outdoor fire pit and BBQ. Set in vineyards, peach, nectarine and plums. Close to wineries & shops. Free Tesla charging. Views from the cottage include: Lake

Wildwood Tiny Home Escape with Wood Fired Sauna
Welcome to an absolutely unique converted shipping container – Wildwood Tiny Home! This converted shipping container has a big personality! If you and your guests are looking for luxury, nature, peace, serenity, and a chance to escape the city – this getaway is perfect for you! At Wildwood Tiny Home, you can fill your time with hanging out on your own private beach & waterfront dock, enjoying your firepit, beach volleyball, horseshoes, cornhole, badminton, board games, and many more!

Farmview Sunset Cabin
Welcome to our tiny Farmview Cabin that is nestled in the middle of our private oasis located in Acton ON. Our 50 acre farm has spectacular views from every direction. Our horses, sheep, swans, ducks, chickens and goats are here to greet you as well. This unique space will allow you to enjoy the beautiful outdoors during the day and a cozy warm space in the evenings! We offer a complementary breakfast to our guest, our in-house chef can also accommodate vegan and plant based

Lakefront 1 bedroom tiny home
Reconnect with nature at this unforgettable escape. Enjoy a wonderful stay in our lovely waterfront trailer located on Breezes Trailer park. It is a private and quiet trailer park with 15 acres of nature and private access to Fairy Lake (Acton). Trailer is suitable for couple or small family. This trailer is perfect for 2 to 4 adults looking to relax and enjoy the scenery or explore the lake on kayak or fishing in the lake or enjoy some outdoor movies or campfire or under the stars.

Private Loft w Sauna, Fireplace, Wi-Fi & Projector
Welcome to the LOFT - A private, eclectically designed spa-inspired unique stay in the historic Webb Schoolhouse, less than an hour from Toronto. Featured in TORONTO LIFE, this private loft includes a sauna, unique hanging bed, wood stove, kitchenette and is filled with art, and huge tropical plants as well as a projector & giant screen for epic movie nights. Relax and recharge, roam the grounds and enjoy the beautiful outdoor spaces, the permaculture farm, animals, and fire pit.

Newly Built Woodsy Retreat - Your Perfect Escape
Woodsy Loft, an ideal home base for not just the beach and stunning sunsets, but Blue Mtn, Scandinave Spa, C-wood, brand new casino, all close by. Many bars, restaurants, beach and other things to do, within 5 min. Great place to stay in, too. Packed with amenities like screened in patio, XL bathtub w/ towel warmer, King size bed, 'The Frame' TV, full kitchen, fast WIFI, motorized blind...and the list goes on. Situated and designed to offer max. privacy and relaxation.

Glass Dome - Sleep Under The Stars- Free Sundays
Discover this new, stunning 22ft Glass Geodesic Dome nestled in the heart of Uxbridge. Imagine waking up surrounded by 360-degree panoramic views of the natural landscape Please note... its FULL WEEKEND STAYS ONLY - BOOK FRIDAY AND SATURDAY-SUNDAY IS FREE. This allows guests to fully enjoy their Sunday without feeling rushed to check out at 11am. Enjoy all day Sunday with option of staying the evening. 8X12 BUNKIE NOW AVAIL. SLEEPS 4 ( 2 bunk beds)
Popular amenities for Greater Toronto and Hamilton Area family-friendly rentals
Family-friendly home rentals with a hot tub

Timber Haven

King Fireplace Luxury Loft Gym Bball EV+

Glamping Dome Riverview Utopia

Tiny Farm Retreat

Luxury Tiny Home at the Farm - Botanical Oasis

Mill Pond Cabin, Nordic Cabin w/ Sauna + Hot-tub

Boutique Wine Country Home with Pool and Hot Tub

Waterpark Acres
Family- and pet-friendly home rentals

The Clubhouse

Oak Orchard Bliss: Angler’s Haven & Family Oasis

Langford House

2BR+2Bath! 2queen beds! Luxury Private Quiet Clean

Tranquil Tiny House Retreat 4-Season Radiant Floor

Tiny A-Frame near the Bruce Trail

Somerset Cottage at West Avenue Cider House

MapleHaven Cabin @ Lake Eugenia
Family-friendly home rentals with a pool

Alpaca farm stay and bunkie getaway.

Cozy HotTub & Fireplace-Headwaters Spring Retreat

The Trails Retreat (Private Cabin)

Comfy suite with private pool(4-6)

Utopia villa and spa

Humber Bay Family Friendly condo w Terrace&Parking

The Captain's Cottage at Willow Pond

🔥Charming 1 BR Condo🔥 Steps To Square One!👌
Destinations to explore
- Greater Toronto Area Holiday rentals
- Mississauga Holiday rentals
- Hudson Valley Holiday rentals
- Pocono Mountains Holiday rentals
- Capital District, New York Holiday rentals
- Grand River Holiday rentals
- Northeast Ohio Holiday rentals
- St. Catharines Holiday rentals
- Niagara Falls Holiday rentals
- Pittsburgh Holiday rentals
- Erie Canal Holiday rentals
- Laurentides Holiday rentals
- Rentals with a patio Greater Toronto and Hamilton Area
- Boutique hotels Greater Toronto and Hamilton Area
- Chalet rentals Greater Toronto and Hamilton Area
- Rentals with beach access Greater Toronto and Hamilton Area
- Rentals with breakfast Greater Toronto and Hamilton Area
- Private suite rentals Greater Toronto and Hamilton Area
- Castle rentals Greater Toronto and Hamilton Area
- House rentals Greater Toronto and Hamilton Area
- Rentals with pools Greater Toronto and Hamilton Area
- Rentals with a soaking bathtub Greater Toronto and Hamilton Area
- Villa rentals Greater Toronto and Hamilton Area
- Rentals with lake access Greater Toronto and Hamilton Area
- Rentals with a washing machine and dryer Greater Toronto and Hamilton Area
- Rentals with a hot tub Greater Toronto and Hamilton Area
- Waterfront rentals Greater Toronto and Hamilton Area
- Flat rentals Greater Toronto and Hamilton Area
- Rentals with a firepit Greater Toronto and Hamilton Area
- Ski-in/ski-out rentals Greater Toronto and Hamilton Area
- Barn rentals Greater Toronto and Hamilton Area
- Guest house rentals Greater Toronto and Hamilton Area
- Hotel rooms Greater Toronto and Hamilton Area
- Pet-friendly rentals Greater Toronto and Hamilton Area
- Campsite rentals Greater Toronto and Hamilton Area
- Serviced apartment rentals Greater Toronto and Hamilton Area
- Townhouse rentals Greater Toronto and Hamilton Area
- Cabin rentals Greater Toronto and Hamilton Area
- Smoking-friendly rentals Greater Toronto and Hamilton Area
- Bed and breakfasts Greater Toronto and Hamilton Area
- Rentals with an accessible-height toilet Greater Toronto and Hamilton Area
- Apartment rentals Greater Toronto and Hamilton Area
- Rentals with an EV charger Greater Toronto and Hamilton Area
- Rentals with a sauna Greater Toronto and Hamilton Area
- Rentals with a kayak Greater Toronto and Hamilton Area
- Yurt rentals Greater Toronto and Hamilton Area
- Holiday home rentals Greater Toronto and Hamilton Area
- Farm stay rentals Greater Toronto and Hamilton Area
- Cottage rentals Greater Toronto and Hamilton Area
- Loft rentals Greater Toronto and Hamilton Area
- Beachfront rentals Greater Toronto and Hamilton Area
- Fitness-friendly rentals Greater Toronto and Hamilton Area
- Tiny house rentals Greater Toronto and Hamilton Area
- Luxury rentals Greater Toronto and Hamilton Area
- Rentals with outdoor seating Greater Toronto and Hamilton Area
- Motorhome rentals Greater Toronto and Hamilton Area
- Rentals with an accessible-height bed Greater Toronto and Hamilton Area
- Rentals with a cinema Greater Toronto and Hamilton Area
- Rentals with a fireplace Greater Toronto and Hamilton Area
- Aparthotel rentals Greater Toronto and Hamilton Area
- Dome rentals Greater Toronto and Hamilton Area
- Family-friendly rentals Ontario
- Family-friendly rentals Canada
- Rogers Centre
- CN Tower
- Scotiabank Arena
- Union Station
- University of Toronto
- Metro Toronto Convention Centre
- BMO Field
- The Danforth Music Hall
- Distillery District
- Harbourfront Centre
- Nike Square One Shopping Centre
- Exhibition Place
- Toronto Eaton Centre
- Toronto Zoo
- Trinity Bellwoods Park
- Niagara Falls State Park
- Massey Hall
- Financial District
- Casa Loma
- Downsview Park
- Horseshoe Falls
- Dufferin Grove Park
- Lakeridge Ski Resort
- Casino Niagara
- Things to do Greater Toronto and Hamilton Area
- Food and drink Greater Toronto and Hamilton Area
- Art and culture Greater Toronto and Hamilton Area
- Sports activities Greater Toronto and Hamilton Area
- Tours Greater Toronto and Hamilton Area
- Sightseeing Greater Toronto and Hamilton Area
- Nature and outdoors Greater Toronto and Hamilton Area
- Things to do Ontario
- Tours Ontario
- Food and drink Ontario
- Art and culture Ontario
- Nature and outdoors Ontario
- Sightseeing Ontario
- Entertainment Ontario
- Sports activities Ontario
- Things to do Canada
- Sightseeing Canada
- Food and drink Canada
- Nature and outdoors Canada
- Entertainment Canada
- Tours Canada
- Sports activities Canada
- Art and culture Canada




