
Family-friendly holiday rentals in Greater Toronto and Hamilton Area
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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...

Off-grid Glamping Dome Nestled in the Woods
Welcome to our private campsite in Utopia, Ontario. 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 (seasonal), 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.

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

Tranquil Tiny House Retreat 4-Season Radiant Floor
Take it easy at this unique cabin experience in the city. The Tiny House is a private 9’ x 12’, fully insulated, 4 season cabin with a couch, kitchenette with running water, queen bed, Loftnet hammock & outdoor shower. Enjoy the natural beauty of our half acre tree-filled backyard, yet still close to downtown Guelph. This is a glamping experience that requires appreciation for tiny house living. Guests have access to a separate portable washroom, by walking about 100ft to the back of the yard.

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.

The Clayhill Bunkie
Looking for a place to get away that’s semi off-grid or a place that’s kind of like glamping? On The Bruce Trail and minutes from Silvercreek & Terra Cotta Cons. areas, the Credit River, the villages of Glen Williams &Terra Cotta, &the town of Georgetown. Spend your day hiking, cycling, antique hunting, tubing, or site seeing, then order in or grab take-out and come relax by a roaring fire. Firewood is included, adding great value to your stay. You WILL hear wildlife and farm animals here.

Adorable — One Bedroom Guest Unit in Vaughan, ON
Enjoy a stylish and peaceful stay at this centrally located one-bedroom lower-level unit, perfect for both leisure and business travelers. With your private entrance, parking, and all the essentials, it’s your ideal home away from home. Features include a full kitchen, bathroom, internet, smart TV, one Queen and one sofa bed, and a functional workspace. Steps from FreshCo, Walmart, restaurants, and services. Minutes to Vaughan Mills, Canada’s Wonderland, Cortellucci Hospital and transit.

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.

Waterfront Coach House Loft
This friendly, private open concept loft apartment is located on the top floor of a guest coach house located on a 2 acre waterfront estate. The loft apartment is a separate building from the main house. There is a maximum occupancy for the loft of 2 people, parties, get togethers and events are not permitted. Due to the tall spiral staircase, children are not permitted due to safety. Extra charges will apply if additional guests are present in the loft.

Animal Lovers Dream Dome Stay in Burlington!
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!
Popular amenities for Greater Toronto and Hamilton Area family-friendly rentals
Family-friendly home rentals with a hot tub

Cozy Hot Tub & Fireplace - Headwaters Retreat

Timber Haven

Ask re: FALL Specials-Heated Pool-tub Open 365 Day

The Fort York Flat

Family Friendly | HOT TUB | Near Toronto & UOIT

The Barn-Fieldstone Suite

Beautiful Cozy 1 BR Condo👌🔥 Steps to SQ1! 👍

Tiny Farm Retreat
Family- and pet-friendly home rentals

Retreat 82

Spacious 2BD 3-6 ppl homestyle BSMT mansion with window basement 130sqm

Modern, Private and Luxurious!

Studio Apartment

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

Somerset Cottage at West Avenue Cider House

Bright and Cozy Tiny Pine House

The Coastal Cottage
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)

The Trails Retreat (Private Cabin)

Luxury Stay w/phenomenal view!

The Captain's Cottage at Willow Pond

Hidden gem in Humber bay shores Toronto w/ parking

Luxur condo in downtown Mississauga
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
- Niagara Falls Holiday rentals
- Grand River Holiday rentals
- St. Catharines Holiday rentals
- Northeast Ohio Holiday rentals
- Pittsburgh Holiday rentals
- Laurentides Holiday rentals
- Erie Canal Holiday rentals
- Yurt rentals Greater Toronto and Hamilton Area
- Pet-friendly rentals Greater Toronto and Hamilton Area
- Rentals with a fireplace 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
- Castle rentals Greater Toronto and Hamilton Area
- Rentals with a patio Greater Toronto and Hamilton Area
- Rentals with a washing machine and dryer Greater Toronto and Hamilton Area
- Cabin rentals Greater Toronto and Hamilton Area
- Smoking-friendly rentals Greater Toronto and Hamilton Area
- Boutique hotel rentals Greater Toronto and Hamilton Area
- Tiny house rentals Greater Toronto and Hamilton Area
- Rentals with an accessible height bed Greater Toronto and Hamilton Area
- Rentals with a home theatre Greater Toronto and Hamilton Area
- Loft rentals Greater Toronto and Hamilton Area
- Holiday home rentals Greater Toronto and Hamilton Area
- House rentals Greater Toronto and Hamilton Area
- Luxury rentals Greater Toronto and Hamilton Area
- Ski-in/ski-out rentals Greater Toronto and Hamilton Area
- Fitness-friendly rentals Greater Toronto and Hamilton Area
- Farmstay rentals Greater Toronto and Hamilton Area
- Rentals with lake access Greater Toronto and Hamilton Area
- Rentals with a hot tub Greater Toronto and Hamilton Area
- Townhouse rentals Greater Toronto and Hamilton Area
- Guesthouse rentals Greater Toronto and Hamilton Area
- Hotel rentals Greater Toronto and Hamilton Area
- Chalet rentals Greater Toronto and Hamilton Area
- Aparthotel rentals Greater Toronto and Hamilton Area
- Barn rentals Greater Toronto and Hamilton Area
- Cottage rentals Greater Toronto and Hamilton Area
- Rentals with an accessible height toilet Greater Toronto and Hamilton Area
- Condo rentals Greater Toronto and Hamilton Area
- Bungalow rentals Greater Toronto and Hamilton Area
- Rentals with a fire pit Greater Toronto and Hamilton Area
- Private suite rentals Greater Toronto and Hamilton Area
- Bed and breakfasts Greater Toronto and Hamilton Area
- Rentals with pools Greater Toronto and Hamilton Area
- Villa rentals Greater Toronto and Hamilton Area
- Rentals with a soaking tub Greater Toronto and Hamilton Area
- Rentals with beach access Greater Toronto and Hamilton Area
- Rentals with breakfast Greater Toronto and Hamilton Area
- Rentals with outdoor seating Greater Toronto and Hamilton Area
- RV rentals Greater Toronto and Hamilton Area
- Beachfront rentals Greater Toronto and Hamilton Area
- Apartment rentals Greater Toronto and Hamilton Area
- Waterfront rentals Greater Toronto and Hamilton Area
- Family-friendly rentals Ontario
- Family-friendly rentals Canada
- Rogers Centre
- CN Tower
- Scotiabank Arena
- University of Toronto
- Budweiser Stage
- Distillery District
- Metro Toronto Convention Centre
- Port Credit
- Clifton Hill
- The Danforth Music Hall
- Exhibition Place
- Harbourfront Centre
- Toronto Zoo
- Financial District
- CF Toronto Eaton Centre
- Trinity Bellwoods Park
- BMO Field
- Massey Hall
- Niagara Falls State Park
- Casa Loma
- Dufferin Grove Park
- Legends on the Niagara Golf Course
- Casino Niagara
- Rouge National Urban Park
- Things to do Greater Toronto and Hamilton Area
- Nature and outdoors 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
- Sports activities Greater Toronto and Hamilton Area
- Food and drink Greater Toronto and Hamilton Area
- Things to do Ontario
- Tours Ontario
- Art and culture Ontario
- Food and drink Ontario
- Sports activities Ontario
- Nature and outdoors Ontario
- Sightseeing Ontario
- Things to do Canada
- Sightseeing Canada
- Nature and outdoors Canada
- Food and drink Canada
- Art and culture Canada
- Sports activities Canada
- Tours Canada
- Entertainment Canada