
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.

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...

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.

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!

The Eden Cottage-Family Kindly-Orchard Views-Sauna
Welcome to our peaceful, serene, and quiet 1.7-acre retreat surrounded by trees in beautiful Niagara-on-the-Lake Our charming, high-ceilinged bungalow offers a unique experience with friendly farm chickens and geese on-site, a garden boasting over 100 roses and plants, a sauna, and a fire pit. Unwind in the tranquil surroundings, create lasting memories, and relish the perfect blend of comfort and natural beauty Close to wineries and attractions Book now for an unforgettable family getaway!

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

Mill Pond Cabin, Nordic Cabin w/ Sauna + Hot-tub
Welcome to your next weekend retreat, or work from home during the week in a private nature focused environment with amazing wellness amenities. From the cedar Sauna and hot tub, game corner and indoor gas fireplace- we have your relaxation and entertainment covered. Host your dream dinner party with our gas range stove, pellet smoker and BBQ to choose from. You'll be sounded by cedar forest on all sides on our private road, just 1hr N-E of downtown TO. Ideal for groups of 2-3 couples

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.

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.

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)

St. Jacobs Triangle House - Countryside Escape
Welcome to Triangle House, a unique double A-frame situated on a private 1.7 acre lot, fronting on the Conestogo river Only 6 minutes drive from St.Jacobs center, 1.5 hours drive from Toronto, 15 minutes drive from the University of Waterloo and 25 minutes to Elora. Bring the whole family. This 3 bed, 3 bath home comfortably sleeps 6. Soak in the countryside from the sprawling deck and grounds, while enjoying all the comforts of a modern home.

The Fox's Retreat - A Cozy Cabin for Two
Escape to this open concept cabin in Flamborough, Ontairo. Get to Flamborough Downs Casino and Racetrack, McMaster University, African Lion Safari, Valens and Christie's Conversation Areas, Westfield Heritage Village, and Dundas Waterfalls and multiple Golf Courses in under 15 minutes. Modern amenities provide all the comforts necessary for a relaxing stay, quiet remote work, or a unique space to get wedding ready.
Popular amenities for Greater Toronto and Hamilton Area family-friendly rentals
Family-friendly home rentals with a hot tub

Waterfront Hillside Villa

Wake Up To Lake Views!

Lakefront Cozy Cottage w Hot Tub!

Spacious family cottage 45 mins from GTA!

Crystal Beach Cottage & Spa

Luxury Lakehouse Hot Tub Private Beach Lake Simcoe

Charming riverside cottage, B&B license

Lake View Farm House | Hot Tub | Sauna | Fire Pit
Family- and pet-friendly home rentals

Whispering Pines Cabin in Woodland Acres

Loft Where City Meets Country With Hot Tub

*BRAND NEW*Perfect 4 BR Townhouse Markham *Sleep 8

Beautiful Lakeside Cottage

Cosy 3-Bedroom Home in Quiet Cul-de-Sac.

Ke's Rustic Retreat in Kawartha Lakes

🥂Breathtaking Views of the Niagara River

Somerset Cottage at West Avenue Cider House
Family-friendly home rentals with a pool

Wine Country Villa with Private Pool

Home away from home with a hot tub and pool

Treehouse on private, isolated forest (300 acres)

The Trails Retreat (Private Cabin)

Luxury 4BR Oasis Year Round Heated Pool & Hot Tub

The Captain's Cottage at Willow Pond

Sunny Pines Farm Studio Tennis Court/Bruce Trail

Boutique Wine Country Home with Pool and Hot Tub
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
- Tiny house 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 beach access Greater Toronto and Hamilton Area
- Rentals with breakfast Greater Toronto and Hamilton Area
- Cottage rentals Greater Toronto and Hamilton Area
- Rentals with a fireplace Greater Toronto and Hamilton Area
- Flat rentals Greater Toronto and Hamilton Area
- Rentals with pools Greater Toronto and Hamilton Area
- Holiday home rentals Greater Toronto and Hamilton Area
- Rentals with a soaking bathtub Greater Toronto and Hamilton Area
- Rentals with a kayak Greater Toronto and Hamilton Area
- Rentals with lake access 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 patio Greater Toronto and Hamilton Area
- Loft rentals Greater Toronto and Hamilton Area
- Aparthotel rentals Greater Toronto and Hamilton Area
- Cabin rentals Greater Toronto and Hamilton Area
- Smoking-friendly rentals Greater Toronto and Hamilton Area
- Waterfront rentals Greater Toronto and Hamilton Area
- Bed and breakfasts Greater Toronto and Hamilton Area
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- Rentals with a washing machine and dryer Greater Toronto and Hamilton Area
- Castle rentals Greater Toronto and Hamilton Area
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- Dome rentals Greater Toronto and Hamilton Area
- House rentals Greater Toronto and Hamilton Area
- Private suite rentals Greater Toronto and Hamilton Area
- Rentals with a hot tub Greater Toronto and Hamilton Area
- Rentals with outdoor seating Greater Toronto and Hamilton Area
- Motorhome rentals Greater Toronto and Hamilton Area
- Chalet rentals Greater Toronto and Hamilton Area
- Campsite rentals Greater Toronto and Hamilton Area
- Boutique hotels Greater Toronto and Hamilton Area
- Barn rentals Greater Toronto and Hamilton Area
- Pet-friendly rentals Greater Toronto and Hamilton Area
- Townhouse rentals Greater Toronto and Hamilton Area
- Fitness-friendly rentals Greater Toronto and Hamilton Area
- Yurt rentals Greater Toronto and Hamilton Area
- Rentals with a firepit Greater Toronto and Hamilton Area
- Serviced apartment rentals Greater Toronto and Hamilton Area
- Farm stay rentals Greater Toronto and Hamilton Area
- Beachfront 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
- Ski-in/ski-out rentals Greater Toronto and Hamilton Area
- Villa 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
- Dufferin Grove Park
- Lakeridge Ski Resort
- Casino Niagara
- Toronto City Hall
- Things to do Greater Toronto and Hamilton Area
- Sports activities Greater Toronto and Hamilton Area
- Art and culture Greater Toronto and Hamilton Area
- Nature and outdoors Greater Toronto and Hamilton Area
- Sightseeing Greater Toronto and Hamilton Area
- Food and drink Greater Toronto and Hamilton Area
- Tours Greater Toronto and Hamilton Area
- Things to do Ontario
- Sports activities Ontario
- Food and drink Ontario
- Entertainment Ontario
- Art and culture Ontario
- Sightseeing Ontario
- Tours Ontario
- Nature and outdoors Ontario
- Things to do Canada
- Sightseeing Canada
- Food and drink Canada
- Art and culture Canada
- Tours Canada
- Nature and outdoors Canada
- Entertainment Canada
- Sports activities Canada




