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

Sunny Pines Farm Studio Tennis Court/Bruce Trail
Perfect for a getaway in the country. A bright, spacious, open-concept designer studio featuring beautiful rolling-hill vistas, queen bed, 3-piece bathroom, dedicated bbq, heat/AC plus a wood burning stove, wet bar with a Nespresso machine, deluxe counter-top oven & bar fridge and all new tennis court, laundry available upon request. Mono Cliffs, Boyne Valley, Hockley Valley Nature Reserve Prov. Parks & Mansfield Recreation Centre are minutes away. Ideal hiking, cycling, snowshoeing and xcsking.

The Boat Bow- an eco friendly studio
Steps to the longest and best fresh water beach in the world and just an hour outside Toronto, The Boat Bow is a absolute must stay! Gorgeous designer studio with everything you could ask for- comfy bed, great coffee maker, big TV and fully equipped kitchen. Imagine the best retreat you ever had - huge hot tub, amazing sauna, cool fire pits, cold plunge pool, Pinterestable Silo Lounge , French country Bbq area and much more . This is place is poetry waiting for you to create your own memories.

Private & Modern Muskoka Lakefront Cottage w/ WiFi
This ultra private and modernly designed Muskoka lakefront / beachfront cottage is perfectly situated at the corner of a beautiful lake, only a 1.5h drive from the GTA and 2hs from Toronto. It borders acres of pristine Crown pine forests, has a private beach, and a luxury new dock that extends from sandy shores. It has a massive new deck and large premium Weber BBQ. New leather couch. Swim, fish, canoe, kayak, sunbathe. Modern interior. High-speed WiFi. Trails. Superhost and guest favourite.

Ultimate Georgian Bay Vacation Getaway
Come and stay at our beautifully renovated *all-season* beachfront cottage and enjoy a breathtaking panoramic view of Georgian Bay! You'll discover the cottage sitting atop a sand dune, right on one of the most stunning freshwater beaches in the world. This rare location hosts a private covered deck hovering over the white sand, in a beach house closer to the bay than anywhere else around! Summer guests also enjoy use of a heated salt water pool and large resort deck created by Paul Lafrance.

Cozy main floor apartment with backyard in Barrie
Welcome to Your Cozy Retreat in Barrie! Tucked away in a quiet neighborhood, our modern main-floor apartment offers the perfect mix of comfort, style, and convenience. Relax in your private backyard with a gazebo and BBQ, cook in a fully equipped kitchen, and stay connected with high-speed Wi-Fi. Just 5 minutes from Lake Simcoe and 3.5 km from the GO Station, you’ll enjoy easy access to both nature and the city. Perfect for short getaways or longer stays — everything you need to feel at home.

Warnica Coach House
Welcome to the Warnica Coach House! This unique and historic property will not disappoint! Built by George R. Warnica in 1900, this spectacular property was the recipient of the Heritage Barrie award in 2018. The Coach House where you will stay, once housed horses and carriages, has been completely renovated top to bottom in 2023 with the finest touches. We are centrally located with a 30 second drive from the 400, and an 8 minute walk to the waterfront, restaurants, and downtown fun.

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, 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.

Newly Built Woodsy Retreat - Your Perfect Escape
Woodsy Loft, an ideal home base for not just the beach and stunning sunsets, but Blue Mtn, Scandinave Spa, C-wood, brand new casino, all close by. Many bars, restaurants, beach and other things to do, within 5 min. Great place to stay in, too. Packed with amenities like screened in patio, XL bathtub w/ towel warmer, King size bed, 'The Frame' TV, full kitchen, fast WIFI, motorized blind...and the list goes on. Situated and designed to offer max. privacy and relaxation.

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)

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 Simcoe County family-friendly rentals
Family-friendly home rentals with a hot tub

Kempenhaus- Lake Simcoe Cottage & Spa | HOT TUB

Pine River Bunkies: Owl’s Roost Off Grid Cabin

Cottage on the Rocks - with Hot Tub and Sauna!

Utopia villa and spa

Luxury Guest House with Private Hot Tub and Trails

Stunning Lakefront Cottage Hot Tub & Sauna

Spacious family cottage 45 mins from GTA!

Crystal Beach Cottage & Spa
Family- and pet-friendly home rentals

Spacious 4BR Chalet | Sleeps 14 | Near Ski

Paradise Pines Cabin in Woodland Acres

Cozy 4 Season Family Cottage

The Guesthouse on the North Shore Trail

Lakefront Cottage with Gorgeous Sunset Views

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

The Chieftain Suite

Orillia TwnHse Oasis w King Bed
Family-friendly home rentals with a pool

Après Blue- 2bed2bath w/Pool 6 min walk to village

GATED RESORT COTTAGE

Luxurious 4BDRM-King Bed-Barrie-near Snow Resorts

The Trails Retreat (Private Cabin)

Cozy getaway for two with hot tub!

Exceptional 2+1 ground floor condo @Friday Harbour

Friday Harbour Luxury Condo Escape, Sleeps 4

Cozy beach house on Georgian Bay
Destinations to explore
- Vacation home rentals Simcoe County
- Cabin rentals Simcoe County
- Rentals with a washer and dryer Simcoe County
- Tiny house rentals Simcoe County
- Fitness-friendly rentals Simcoe County
- Bungalow rentals Simcoe County
- Boutique hotels Simcoe County
- Pet-friendly rentals Simcoe County
- Smoking-friendly rentals Simcoe County
- Ski-in/ski-out rentals Simcoe County
- Rentals with a patio Simcoe County
- Rentals with beach access Simcoe County
- RV rentals Simcoe County
- Rentals with a fire pit Simcoe County
- Beachfront rentals Simcoe County
- Rentals with a hot tub Simcoe County
- Hotel rooms Simcoe County
- Rentals with pools Simcoe County
- Private suite rentals Simcoe County
- Rentals with outdoor seating Simcoe County
- Apartment rentals Simcoe County
- Rentals with breakfast Simcoe County
- Villa rentals Simcoe County
- Farmstay rentals Simcoe County
- Rentals with a home theater Simcoe County
- Bed and breakfasts Simcoe County
- Dome rentals Simcoe County
- Rentals with a kayak Simcoe County
- Rentals with a sauna Simcoe County
- Guesthouse rentals Simcoe County
- Rentals with a fireplace Simcoe County
- Luxury rentals Simcoe County
- Cottage rentals Simcoe County
- Chalet rentals Simcoe County
- Waterfront rentals Simcoe County
- House rentals Simcoe County
- Rentals with an EV charger Simcoe County
- Townhouse rentals Simcoe County
- Condo rentals Simcoe County
- Rentals with lake access Simcoe County
- Loft rentals Simcoe County
- Family-friendly rentals Ontario
- Family-friendly rentals Canada
- Blue Mountain Village
- Snow Valley Ski Resort
- Mount St. Louis Moonstone
- Lakeridge Ski Resort
- Beaver Valley Ski Club
- Wasaga Beach Area
- Osler Bluff Ski Club
- Devil's Glen Country Club
- Dagmar Ski Resort
- Georgian Bay Islands National Park
- Scandinave Spa Blue Mountain
- Torrance Barrens Dark Sky Conservation Area
- Taboo Muskoka Resort & Golf
- Kee To Bala
- Burl's Creek Event Grounds
- Caledon Ski Club LTD
- Casino Rama Resort
- Balsam Lake Provincial Park
- Forks of the Credit Provincial Park
- Bass Lake Provincial Park
- Wye Marsh Wildlife Centre
- Innisfil Beach Park
- Mono Cliffs Provincial Park
- Awenda Provincial Park
- Things to do Simcoe County
- Things to do Ontario
- Food and drink Ontario
- Tours Ontario
- Sports activities Ontario
- Nature and outdoors Ontario
- Entertainment Ontario
- Sightseeing Ontario
- Art and culture Ontario
- Things to do Canada
- Food and drink Canada
- Sightseeing Canada
- Tours Canada
- Entertainment Canada
- Art and culture Canada
- Sports activities Canada
- Nature and outdoors Canada




