
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.

Whispering Pines Cabin in Woodland Acres
Experience this nature retreat just 60 km from Toronto and feel like you’re thousands of miles away. The perfect glamping experience for any nature lover looking for a relaxing getaway. There is power in the bunkie which offers the convenience of lighting, cell phone charging, an electric fireplace, a kuerig coffee maker and mini fridge with freezer. Pursue your favourite outdoor activities during the day and then return to your cozy queen size bed and sofa bed just steps away from the bonfire.

Four season glamping dome under the stars
Whether you are looking for a romantic getaway for two, a solo remote work week in solitude surrounded by nature, or a family adventure, this 4-season geodesic dome is just the right place. Explore picturesque trails of Scanlon Creek Conservation Area, enjoy inground pool in summer, experience breathtaking sunsets over the farm fields, the starry skies by the bonfire, mesmerizing dance of fireflies in June, and let the frogs and crickets lull you to sleep in the place where time stands still...

Cottage On Lake Ontario Niagara
OPEN TIMESLOTS MAY 16-31 (May long weekend still open checkin Saturday) JUNE 1-30 J 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: lakefront and orchards.

Jungle Dome on a Farm! 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!

Lakefront getaway for two on Musselman's Lake
An amazing getaway space for two and your dog on beautiful Musselman's Lake, close to Toronto but feels like you're in the Muskokas. This rustic designer one-bedroom cabin is the original attached cottage that our house grew from. Sit at the dock or on your patio to watch the spectacular sunsets. Have a coffee in the backyard and watch the sunrise over 160 acres of trails out your back door. This is your retreat with high-speed internet, full-size kitchen & dining area to enjoy cottage life.

Off-grid Glamping Dome Nestled in the Woods
Welcome to our private campsite in Utopia, ON. Our family’s glamping dome is your chance to experience a unique getaway surrounded by the sights & sounds of nature. Amenities include camping essentials & some glamping perks: king size bed, bbq, fireplace, Indoor incineration toilet, soap & water, outdoor shower (summer only), kettle, cooking utensils. Nearby is Purple Hill Lavender Farms, Drysdale's Tree Farm, Tiffin Conservation Area, Nottawasaga & golf courses. Wasaga Beach is 30 min away.

Ganaraska Forest Getaway
Reconnect with nature at this unforgettable escape. Come and explore the Ganaraska Forest, Farm Life and Relaxation. Go mountain biking, hiking or head to Rice Lake and go fishing and boating. Enjoy living on a horse farm in the rolling hills of Northumberland County. Tour Prince Edward County for a Wine Tour. Enjoy Historic Port Hope. Go to the Cobourg Beach. Minutes from Canadian Tire Motorsport. Room to park your trailers. In the Winter ski Brimacombe or Snow Shoe on our private trails.

Boho Vintage Box Car Utopia
Escape to a one-of-a-kind summer retreat in a beautifully renovated 2-bedroom vintage boxcar with a private hot tub under the stars. Located on Rustic Roots Farm & Eco-Retreat just 1 hour north of Toronto, this peaceful getaway is surrounded by fresh air and nature. Explore 64 acres of trails, relax by the spring-fed pond, enjoy bonfires, or fish along the winding Nottawasaga River. With organic gardens, wildlife, and birdwatching all around, it’s the perfect place to slow down and reconnect.

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!

Luxury tiny home on peaceful country estate
Escape to Heirloom Tiny Home - where macro luxury meets a micro footprint. Nestled on 23 peaceful acres, surrounded by aspen and pine forests, just 10 minutes from the picturesque town of Elora. Wake up to serene pond views as horses and sheep graze in your view. Organic linens, artisanal soaps, and a spa-like bathroom soothe the senses. Cozy up by the indoor fire and gaze at the stars. Enjoy fine dining at the Elora Mill and Spa, enjoy popular shops or hike the Elora Gorge nearby.

The Bubble Glamping Dome
Escape to a luxury geodesic dome on our scenic farm, nestled at the edge of the forest. Fully equipped with heating, cooling, a private washroom, deck, and hot tub, it’s the perfect blend of comfort and nature. Explore the farm, meet our sheep, chickens, and livestock guardian dog, or hike over 100 acres of connected regional forest. Whether you’re relaxing under the stars or adventuring outdoors, this unique glamping retreat promises an unforgettable experience.

The Carriage House in the heart of Wine Country
Welcome to your relaxing escape on our organic flower and herb farm, nestled on the scenic Beamsville Bench. Unwind with a glass of local wine on your private deck, stroll through fragrant gardens, or explore the nearby Bruce Trail. Just minutes from 40+ wineries and top dining spots. Only 30 minutes to Niagara Falls and 45 to Niagara-on-the-Lake. A peaceful retreat perfect for nature lovers, wine enthusiasts, and romantic getaways.
Popular amenities for Greater Toronto and Hamilton Area family-friendly rentals
Family-friendly home rentals with a hot tub

Waterfront Hillside Villa

Lakefront Cozy Cottage w Hot Tub!

Stunning Waterfront Chalet

Lakefront Lake Erie Escape | Hot Tub, Sunset Views

Private Lakefront Escape | Hot Tub | Sandy Bottom

Charming riverside cottage, B&B license

Lakefront Farm | Hot Tub | Fire Pit | Beach Access

Whitetail Cabin *private forest spa*
Family- and pet-friendly home rentals

Lux Lake Ont Beachfront - Fire Pit & Sunset Views

Lakefront cottage, Youngstown USA

Bunkie in the Forest (Heated)

Toronto Island Wonderland View

Rustic Cabin on Private Pond

Sunny Pines Farm Studio Tennis Court/Bruce Trail

Glass Dome - Sleep Under The Stars- Free Sundays

Farmview Sunset Cabin
Family-friendly home rentals with a pool

Experience Country Living at Firefly Ridge

Treehouse on private, isolated forest (300 acres)

The Trails Retreat (Private Cabin)

Welcome to Paradise

Bright and Airy Guest Suite with Pool

Utopia villa and spa

Tiny House with Nature Views and Swimming Pond

R&R La Petite Rhineland Retreat
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
- Pittsburgh Holiday rentals
- Niagara Falls Holiday rentals
- Erie Canal Holiday rentals
- Detroit Holiday rentals
- Holiday home rentals Greater Toronto and Hamilton Area
- Rentals with a patio Greater Toronto and Hamilton Area
- Pet-friendly rentals Greater Toronto and Hamilton Area
- Cabin rentals Greater Toronto and Hamilton Area
- Smoking-friendly rentals Greater Toronto and Hamilton Area
- Chalet 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 hot tub Greater Toronto and Hamilton Area
- Serviced apartment rentals Greater Toronto and Hamilton Area
- Rentals with a washing machine and dryer Greater Toronto and Hamilton Area
- House rentals Greater Toronto and Hamilton Area
- Guest house rentals Greater Toronto and Hamilton Area
- Hotel rooms Greater Toronto and Hamilton Area
- Rentals with a fireplace Greater Toronto and Hamilton Area
- Fitness-friendly rentals Greater Toronto and Hamilton Area
- Farm stay rentals Greater Toronto and Hamilton Area
- Dome rentals Greater Toronto and Hamilton Area
- Rentals with lake access Greater Toronto and Hamilton Area
- Waterfront rentals Greater Toronto and Hamilton Area
- Bungalow rentals Greater Toronto and Hamilton Area
- Yurt rentals 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 a soaking bathtub Greater Toronto and Hamilton Area
- Boutique hotels Greater Toronto and Hamilton Area
- Townhouse rentals Greater Toronto and Hamilton Area
- Loft rentals Greater Toronto and Hamilton Area
- Barn rentals Greater Toronto and Hamilton Area
- Rentals with pools Greater Toronto and Hamilton Area
- Aparthotel rentals Greater Toronto and Hamilton Area
- Rentals with outdoor seating Greater Toronto and Hamilton Area
- Motorhome rentals Greater Toronto and Hamilton Area
- Flat rentals Greater Toronto and Hamilton Area
- Private suite rentals Greater Toronto and Hamilton Area
- Bed and breakfasts Greater Toronto and Hamilton Area
- Cottage rentals Greater Toronto and Hamilton Area
- Ski-in/ski-out rentals Greater Toronto and Hamilton Area
- Rentals with a firepit Greater Toronto and Hamilton Area
- Rentals with beach access Greater Toronto and Hamilton Area
- Rentals with breakfast Greater Toronto and Hamilton Area
- Rentals with an EV charger Greater Toronto and Hamilton Area
- Rentals with a sauna Greater Toronto and Hamilton Area
- Beachfront rentals Greater Toronto and Hamilton Area
- Villa rentals Greater Toronto and Hamilton Area
- Luxury rentals Greater Toronto and Hamilton Area
- Campsite rentals Greater Toronto and Hamilton Area
- Tiny house rentals Greater Toronto and Hamilton Area
- Rentals with a kayak Greater Toronto and Hamilton Area
- Family-friendly rentals Ontario
- Family-friendly rentals Canada
- Rogers Centre
- CN Tower
- Scotiabank Arena
- Union Station
- University of Toronto
- Enercare Centre
- Metro Toronto Convention Centre
- BMO Field
- The Danforth Music Hall
- Harbourfront Centre
- Distillery District
- Nike Square One Shopping Centre
- Toronto Eaton Centre
- Exhibition Place
- Toronto Zoo
- Trinity Bellwoods Park
- Niagara Falls State Park
- Downsview Park
- Financial District
- Massey Hall
- Casa Loma
- Dufferin Grove Park
- York University
- Niagara Falls
- Things to do Greater Toronto and Hamilton Area
- Nature and outdoors Greater Toronto and Hamilton Area
- Sports activities Greater Toronto and Hamilton Area
- Sightseeing Greater Toronto and Hamilton Area
- Art and culture Greater Toronto and Hamilton Area
- Tours Greater Toronto and Hamilton Area
- Food and drink Greater Toronto and Hamilton Area
- Things to do Ontario
- Nature and outdoors Ontario
- Tours Ontario
- Entertainment Ontario
- Art and culture Ontario
- Food and drink Ontario
- Sightseeing Ontario
- Sports activities Ontario
- Things to do Canada
- Art and culture Canada
- Sightseeing Canada
- Food and drink Canada
- Tours Canada
- Entertainment Canada
- Sports activities Canada
- Nature and outdoors Canada





