
Family-friendly holiday rentals in Lake Simcoe
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Lake Simcoe
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...

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.

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.

Lakefront Cozy Cottage w Hot Tub!
On Lake Simcoe this cozy retreat is just an hour north of Toronto Enjoy the stunning sunrises / views and access to a variety of water activities, while the surrounding area provides ample opportunities for hiking, skiing, other outdoor pursuits with many amenities closely. Down the street from Friday Harbour, LCBO, Starbucks 5 star rating a must & ALL guests to be added to booking. Honey, our golden doodle will greet and visit with you. The cabin is to be left SAME as you found it.

Granny's Cottage
Granny’s Cottage is located on Lake Drive East across the road from Lake Simcoe. Our private lakefront is yours to enjoy. Our lakehouse equipped with mini fridge and chairs while looking out over beautiful Lake Simcoe. Lakehouse is available late spring to early fall. This cozy cottage is newly renovated with all the comforts for a much needed getaway. Available for your use is a badminton net, 2 kayaks and a large canoe (seasonal). There is also a secure lock up for you bicycles.

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.

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

Pretty Stoney Lake Cabin Suite New rates Nov/ Dec
Guests have their own cozy studio apartment, which is private and located on the ground floor with their own entrance. It does Not include the entire cabin. Has a kitchenette with BBQ outside, not a full kitchen. The Log Cabin is directly across from the Petroglyphs Provincial Park (May-Oct); however, you can hike all year long, even with the gates closed, and also down the road to Stoney Lake with full access to a public beach (May-Oct). Perfect getaway any time of the year.

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 $100/NIGHT ( 2 bunk beds)

Glamping Dome Riverview Utopia
Come retreat into nature at the Riverview Glamping Dome… a 4 season getaway located on Rustic Roots Farm and Eco-retreat 1 hour north of Toronto. Whether you're looking for a romantic getaway or to come disconnect from the hustle and bustle of everyday life this geodesic dome is for you! Located on 64 sprawling acres come explore hiking trails, go fishing, relax in the hot tub, and stargaze fireside.
Popular amenities for Lake Simcoe family-friendly rentals
Family-friendly home rentals with a hot tub

Hot Tub & Game Room - Cobourg Beach Area

Cozy Lakeside Couples Suite with Spa *seasonal*

The Rock Pine- Hot tub, Private dock, Muskoka

Cozy getaway for two with hot tub!

Modern Condo at Friday harbour/Pet Friendly

Romantic Cabin N the Woods just 80km from CN Tower

Waterpark Acres

Hillside Haven: Serene Studio Retreat for 4
Family- and pet-friendly home rentals

Kawartha Lakeside Haven

The Guesthouse on the North Shore Trail

Fall Escape - dazzling colours & stunning beach

1 Bedroom Hotel Style Short/Long term Available

Ultimate Georgian Bay Vacation Getaway

Modern 2BR Apt | Near Lake + Playground + Fire Pit

Muskoka on the City

Lakefront getaway for two on Musselman's Lake
Family-friendly home rentals with a pool

Lovely 3 Bedroom Condo with Stunning View and Pool

GATED RESORT COTTAGE

Cozy Hot Tub & Fireplace - Headwaters Retreat

The Trails Retreat (Private Cabin)

Friday Harbor Upscale 1Bed+Sofabed+Pool Option

Beautiful Condo, 2 Bedrooms and a Den in a Resort!

Marina view at Friday Harbour 2bd/2bth Pool option

Immaculate Blue Mountains chalet
Destinations to explore
- Greater Toronto and Hamilton Area Holiday rentals
- Greater Toronto Area Holiday rentals
- Mississauga 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
- Detroit Holiday rentals
- Rentals with a firepit Lake Simcoe
- Flat rentals Lake Simcoe
- Rentals with pools Lake Simcoe
- Townhouse rentals Lake Simcoe
- Cottage rentals Lake Simcoe
- Rentals with a patio Lake Simcoe
- Rentals with a kayak Lake Simcoe
- Luxury rentals Lake Simcoe
- Pet-friendly rentals Lake Simcoe
- Lakehouse rentals Lake Simcoe
- Private suite rentals Lake Simcoe
- Ski-in/ski-out rentals Lake Simcoe
- Rentals with a sauna Lake Simcoe
- Bungalow rentals Lake Simcoe
- Rentals with a fireplace Lake Simcoe
- Smoking-friendly rentals Lake Simcoe
- Rentals with outdoor seating Lake Simcoe
- Cabin rentals Lake Simcoe
- Rentals with a washing machine and dryer Lake Simcoe
- House rentals Lake Simcoe
- Rentals with an EV charger Lake Simcoe
- Rentals with breakfast Lake Simcoe
- Guest house rentals Lake Simcoe
- Rentals with lake access Lake Simcoe
- Rentals with a hot tub Lake Simcoe
- Fitness-friendly rentals Lake Simcoe
- Beachfront rentals Lake Simcoe
- Rentals with beach access Lake Simcoe
- Apartment rentals Lake Simcoe
- Waterfront rentals Lake Simcoe
- Family-friendly rentals Ontario
- Family-friendly rentals Canada
- Blue Mountain Village
- Toronto Zoo
- Rouge National Urban Park
- Snow Valley Ski Resort
- Osler Bluff Ski Club
- Cedar Park Resort
- Devil's Glen Country Club
- Craigleith Ski Club
- Gull Lake
- Port Carling Golf & Country Club
- Angus Glen Golf Club
- Lakeridge Ski Resort
- Mount St. Louis Moonstone
- Lake Joseph Golf Club
- Muskoka Lakes Golf and Country Club
- The Club At Bond Head
- Windermere Golf & Country Club
- Muskoka Bay Resort
- Wooden Sticks Golf Club
- Georgian Bay Islands National Park
- Barrie Country Club
- Dagmar Ski Resort
- Granite Golf Club
- Toronto Ski Club