
Family-friendly holiday rentals in Greater Toronto Area
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Top-rated family-friendly rentals in Greater Toronto Area
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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.

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.

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.

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.

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.

Cedar Springs Cabin - A Cozy Hideaway in the Woods
Tucked away between the hills of Reaboro Ontario, this 175+ year old pioneer log cabin has been brought back to life with the comfort of all new modern amenities, while still keeping the rich historic character of its past. The cabin homestead was crafted in 1847, before Canada was a country. With your significant other, family or friends, come cozy up to the fire, soak in the hot tub and enjoy swimming in the spring fed pond. Board games and movies are provided for your entertainment.

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! Barn Loft in Burlington
Experience life on a tiny farm just outside the city! Stay in our charming and comfortable barn loft and wake up to the sounds of chickens, ducks, geese, pigs, goats and horses and our adorable Highland cows. Spend time watching or interacting with all the very friendly animals that surround the barn. You will meet all the animals as they all come up readily to anyone who visits the farm. Guests are welcome to participate in the morning feeding.

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.

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 Area family-friendly rentals
Family-friendly home rentals with a hot tub

Cozy Hot Tub & Fireplace - Headwaters Retreat

Timber Haven

Hidden Cabin with hot tub

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

Country Getaway in Puslinch

Family Friendly | HOT TUB | Near Toronto & UOIT

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

South Geodome - Birchwood Luxury Camping
Family- and pet-friendly home rentals

Whispering Pines Cabin in Woodland Acres

Retreat 82

Studio Apartment

Comfy Oasis In Historic Downtown Neighborhood

Forest Hideaway

Private 1-br Apartment: Your Secluded Getaway!

SNAKE CABIN(rustic, 'off-the-grid')

Cottage On Lake Ontario Niagara
Family-friendly home rentals with a pool

The Hilton BnB Adult Luxury Suite

Lovely 2-bedroom at Friday Harbour

The Trails Retreat (Private Cabin)

Cozy getaway for two with hot tub!

The Captain's Cottage at Willow Pond

Hidden gem in Humber bay shores Toronto w/ parking

Condo in Heart of Mississauga

Luxur condo in downtown Mississauga
Destinations to explore
- Greater Toronto and Hamilton Area Holiday rentals
- Mississauga Holiday rentals
- Mount Pocono Holiday rentals
- Capital District, New York Holiday rentals
- Niagara Falls Holiday rentals
- Grand River Holiday rentals
- St. Catharines Holiday rentals
- Island of Montreal Holiday rentals
- Northeast Ohio Holiday rentals
- Pittsburgh Holiday rentals
- Laurentides Holiday rentals
- Erie Canal Holiday rentals
- Serviced apartment rentals Greater Toronto Area
- Dome rentals Greater Toronto Area
- Rentals with a patio Greater Toronto Area
- Rentals with an accessible-height toilet Greater Toronto Area
- Pet-friendly rentals Greater Toronto Area
- Tiny house rentals Greater Toronto Area
- Motorhome rentals Greater Toronto Area
- Bungalow rentals Greater Toronto Area
- Loft rentals Greater Toronto Area
- Waterfront rentals Greater Toronto Area
- Rentals with beach access Greater Toronto Area
- House rentals Greater Toronto Area
- Private suite rentals Greater Toronto Area
- Flat rentals Greater Toronto Area
- Townhouse rentals Greater Toronto Area
- Ski-in/ski-out rentals Greater Toronto Area
- Guest house rentals Greater Toronto Area
- Cabin rentals Greater Toronto Area
- Farm stay rentals Greater Toronto Area
- Rentals with an EV charger Greater Toronto Area
- Rentals with breakfast Greater Toronto Area
- Cottage rentals Greater Toronto Area
- Boutique hotel rentals Greater Toronto Area
- Rentals with an accessible-height bed Greater Toronto Area
- Rentals with a soaking bathtub Greater Toronto Area
- Rentals with a hot tub Greater Toronto Area
- Rentals with a washing machine and dryer Greater Toronto Area
- Hotel rentals Greater Toronto Area
- Smoking-friendly rentals Greater Toronto Area
- Beachfront rentals Greater Toronto Area
- Luxury rentals Greater Toronto Area
- Chalet rentals Greater Toronto Area
- Rentals with a sauna Greater Toronto Area
- Fitness-friendly rentals Greater Toronto Area
- Rentals with a fireplace Greater Toronto Area
- Rentals with a firepit Greater Toronto Area
- Rentals with a cinema Greater Toronto Area
- Bed and breakfasts Greater Toronto Area
- Apartment rentals Greater Toronto Area
- Rentals with pools Greater Toronto Area
- Rentals with lake access Greater Toronto Area
- Villa rentals Greater Toronto Area
- Rentals with outdoor seating Greater Toronto Area
- Rentals with a kayak Greater Toronto Area
- Holiday home rentals Greater Toronto 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
- The Danforth Music Hall
- Exhibition Place
- Harbourfront Centre
- Toronto Zoo
- Financial District
- CF Toronto Eaton Centre
- Trinity Bellwoods Park
- BMO Field
- Massey Hall
- Casa Loma
- Dufferin Grove Park
- Rouge National Urban Park
- Royal Ontario Museum
- Snow Valley Ski Resort
- Toronto City Hall
- Christie Pits Park
- Things to do Greater Toronto Area
- Food and drink Greater Toronto Area
- Sightseeing Greater Toronto Area
- Tours Greater Toronto Area
- Sports activities Greater Toronto Area
- Nature and outdoors Greater Toronto Area
- Art and culture Greater Toronto Area
- Things to do Ontario
- Sightseeing Ontario
- Tours Ontario
- Food and drink Ontario
- Art and culture Ontario
- Sports activities Ontario
- Nature and outdoors Ontario
- Things to do Canada
- Tours Canada
- Sports activities Canada
- Sightseeing Canada
- Food and drink Canada
- Nature and outdoors Canada
- Entertainment Canada
- Art and culture Canada