
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.

Luxury In The Heart Of Wine Country
Hidden along the shores of the Niagara River, Grayden Estate is nestled on a quiet dead end street in beautiful Queenston/Niagara on the Lake. A short drive to Old Town and within a few minute walk or bike to world class wineries, art galleries, farmers markets, hiking trails, parks and the waterfront, Grayden Estate is the ideal location for a peaceful quiet getaway for anyone looking to surrender to the simple living quiet life. Complimentary tour bikes are available for use. Lic # 112-2023

Alpaca farm stay and bunkie getaway.
A farm stay on your way to soaking up all that our county has to offer. The bunkie is located next to a restored century barn and an outdoor pool. The property is home to 5 alpacas, mini goats, chickens and our family dog. The bunkie is on a shared property with our home. It's 1 hour from Toronto, 20 minutes from Hamilton, 1-hour from Niagara-on-the-lake and 10 minutes from the historic Ancaster village. Antiquing, hiking, nature tours, golfing, wine tours, farmers markets and more close by.

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 in 2021, 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.

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.

One bedroom Apt. ( 2 storeys unit ) in Mississauga
You will love this one bedroom self-contained 2 storeys unit with separated entrance near Square One mall in downtown Mississauga and 15 minutes to Pearson Airport, easy access to highway 401 and highway 403 and close to all amenities. Modern design bright & spacious with beautiful and private view. Enjoy with free high speed Wi-Fi & 43" tv Netflix available, one parking spot side by side , all included. Quiet neighborhood. - Sorry No party, No smoking, Filming nor Event Stay.

The loft
Experience comfort in this beautifully renovated downtown loft in St. Catharines. Enjoy a stylish stay with all the essentials you need. Relax on your private patio with a morning coffee or an evening drink. Just steps away from the bus terminal, restaurants, bars, and LCBO. While exploring the urban area, you may encounter a mix of urban life, including the homeless, who are generally friendly. Perfect for couples, small families, or solo traveler, perfect for up to 2 adults.

Sweet Studio Cottage Cozy Fireplace Backyard Haven
Experience a private, urban studio cottage located in a gorgeous tree-filled backyard in the Junction neighbourhood, close to downtown Guelph, with full amenities. Comfortable queen bed, natural gas fireplace, fully stocked kitchen, separate shower, 2-piece washroom, additional sleeping loft, private back flagstone patio, and sauna. Located in the heart of the Junction Village intentional community, guests can connect with others, or have a private retreat experience.

Mississauga Bsmt Apartment off of Bloor St!
Basement apartment with seperate entrance and complete privacy, located in Mississauga bordering Toronto. A minute walk to Bloor Street which goes directly to downtown Toronto. For people taking public transportation there is a great connection on Bloor St to the Kipling Subway station and to Square One Mall. If looking to visit downtown Toronto by public transportation, it will take about 50 minutes. Parks and lots of attractions near by. New Baby and Toddler in house.

Winter Escape Tropical Dome! Animal Lovers Dream
Jungle Dome on a farm in Burlington! Enjoy a tropical stay 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 to be a tropical vacation getaway when you can’t get away to the tropics! Situated on a 5 acre animal farm where guests can feed and interact with goats, horses, highland cows, sheep, pigs and poultry. An Animal Lovers Dream!

Ironwood Cabin - cozy retreat in wine country
Our cabin is located in the quiet hamlet of Campden in Niagara wine country and within easy reach of wineries, hiking trails and bike routes. Look at my Guidebook for lots of local accesses to the Bruce Trail and be sure to chat with me about some of our favourite spots. Some fantastic local wineries are within walking distance and we have bike and e-bike rentals on property available to you as well!
Popular amenities for Greater Toronto and Hamilton Area family-friendly rentals
Family-friendly home rentals with a hot tub

Hot Tub & Cozy Fireplace - Headwaters Retreat

The Penty: Luxurious Penthouse with Pool, Hot Tub

The Fort York Flat

Family Friendly | HOT TUB | Near Toronto & UOIT

The Barn-Fieldstone Suite

🔥Charming 1 BR Condo🔥 Steps To Square One!👌

Large Luxury Villa with Swim Spa! Near downtown!

Tiny Farm Retreat
Family- and pet-friendly home rentals

Private Lower 1 BR + Sofabed Self Checkin with PKG

Lively 1+1 Lakeview Condo near CN Tower + Free Prk

spaciuos 2BD 3-6 ppl homestyle BSMT豪宅精装带窗地下一层130平

Modern, Private and Luxurious!

Lakefront cottage, Youngstown USA

Little Blue Barn on the Bench

A spectacular and authentic loft!

The Pines, charming retreat close to the highway
Family-friendly home rentals with a pool

The Hilton BnB Adult Luxury Suite

Lovely 2-bedroom at Friday Harbour

Treehouse on private, isolated forest (300 acres)

Beautiful Penthouse with Breathtaking View

Lux Waterfront Condo Pool Hot Tub Free Parking

Condo in Heart of Mississauga

Bright, spacious luxury basement apartment

Luxury 1BR Executive Condo • Panoramic City Views
Destinations to explore
- Greater Toronto Area Holiday rentals
- Mississauga Holiday rentals
- Hudson Valley Holiday rentals
- Mount Pocono Holiday rentals
- Capital District, New York Holiday rentals
- Grand River Holiday rentals
- Niagara Falls Holiday rentals
- St. Catharines Holiday rentals
- Northeast Ohio Holiday rentals
- Pittsburgh Holiday rentals
- Erie Canal Holiday rentals
- Laurentides Holiday rentals
- Rentals with outdoor seating Greater Toronto and Hamilton Area
- Motorhome rentals Greater Toronto and Hamilton Area
- Waterfront rentals Greater Toronto and Hamilton Area
- Rentals with a patio 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 fireplace Greater Toronto and Hamilton Area
- Holiday home rentals Greater Toronto and Hamilton Area
- Bungalow rentals Greater Toronto and Hamilton Area
- Rentals with a hot tub Greater Toronto and Hamilton Area
- Boutique hotels Greater Toronto and Hamilton Area
- Rentals with a kayak Greater Toronto and Hamilton Area
- Barn rentals Greater Toronto and Hamilton Area
- Campsite rentals Greater Toronto and Hamilton Area
- Luxury rentals Greater Toronto and Hamilton Area
- Castle rentals Greater Toronto and Hamilton Area
- Rentals with a washing machine and dryer Greater Toronto and Hamilton Area
- Flat rentals Greater Toronto and Hamilton Area
- Townhouse rentals Greater Toronto and Hamilton Area
- Pet-friendly rentals Greater Toronto and Hamilton Area
- Guest house rentals Greater Toronto and Hamilton Area
- Hotel rooms Greater Toronto and Hamilton Area
- Fitness-friendly rentals Greater Toronto and Hamilton Area
- Rentals with lake access Greater Toronto and Hamilton Area
- Beachfront rentals Greater Toronto and Hamilton Area
- Villa 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
- Farm stay rentals Greater Toronto and Hamilton Area
- Private suite rentals Greater Toronto and Hamilton Area
- Yurt rentals Greater Toronto and Hamilton Area
- Tiny house rentals Greater Toronto and Hamilton Area
- Cabin rentals Greater Toronto and Hamilton Area
- Smoking-friendly 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 beach access Greater Toronto and Hamilton Area
- Rentals with breakfast Greater Toronto and Hamilton Area
- House rentals Greater Toronto and Hamilton Area
- Rentals with a soaking bathtub Greater Toronto and Hamilton Area
- Cottage 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 pools Greater Toronto and Hamilton Area
- Bed and breakfasts Greater Toronto and Hamilton Area
- Serviced apartment rentals Greater Toronto and Hamilton Area
- Chalet rentals Greater Toronto and Hamilton Area
- Aparthotel rentals Greater Toronto and Hamilton Area
- Loft rentals Greater Toronto and Hamilton Area
- Family-friendly rentals Ontario
- Family-friendly rentals Canada
- Rogers Centre
- CN Tower
- Scotiabank Arena
- University of Toronto
- Metro Toronto Convention Centre
- Distillery District
- Port Credit
- Clifton Hill
- The Danforth Music Hall
- Exhibition Place
- Harbourfront Centre
- Toronto Zoo
- CF Toronto Eaton Centre
- BMO Field
- Trinity Bellwoods Park
- Financial District
- Massey Hall
- Niagara Falls State Park
- Casa Loma
- Dufferin Grove Park
- Legends on the Niagara Golf Course
- Casino Niagara
- Rouge National Urban Park
- Christie Pits Park
- Things to do Greater Toronto and Hamilton Area
- Sports activities Greater Toronto and Hamilton Area
- Food and drink 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
- Tours Greater Toronto and Hamilton Area
- Things to do Ontario
- Sightseeing Ontario
- Nature and outdoors Ontario
- Tours Ontario
- Sports activities Ontario
- Art and culture Ontario
- Food and drink Ontario
- Things to do Canada
- Entertainment Canada
- Food and drink Canada
- Sightseeing Canada
- Art and culture Canada
- Sports activities Canada
- Nature and outdoors Canada
- Tours Canada




