
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.

RELAX @ our HOT TUB and SAUNA in the woods
PLEASE READ! Mt. St. Louis & Horseshoe Valley at doorstep! This is a bright, large and private walk-out GUEST SUITE (basement apartment). Hot tub, patio, fire pit & secluded path in the woods to enjoy nature. Kitchen is equipped with an induction cooktop and all things necessary, even wine bottle opener:) Open concept living room/kitchen/dining room with TV & Roku. Bedroom is a work of Art: dark, mysterious and romantic! Custom Queen bed made from weathered barn wood salvaged from our property.

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...

The Loft at Bryn Mawr House
Welcome to your ideal Ontario getaway! Our full luxury suite offers a king-size bed, living room with a pull-out , fully-equipped kitchen, and ample parking . Enjoy our 11 acres, a fire pit, pond, and horseshoe area. Explore numerous provincial snowmobile trails, hiking, kayaking and canoeing in the Minesing Wetlands We're central to Blue Mountain, Horseshoe Valley and Snow Valley ski resorts. And Wasaga Beach is just around the corner! Your unforgettable Ontario adventure awaits – book now!

1 Bedroom Hotel Style Short/Long term Available
Covid19 Clean with Sanitation station set up in main entrance - Come stay at this brand new all-season, private & modern guest suite close to all Innisfil has to offer! 1.2 km away from Lake Simcoe, Big Cedar Golf Course & minutes away from all major Ski hills in Barrie! Enjoy summer activities such as multiple beaches, boating/marinas, golfing & fishing- all within walking range. Enjoy winter activities such as skiing, snowboarding and very special ice fishing spot at the end of the road.

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.

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.

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.

Spacious 1-br w jacuzzi at Horseshoe Valley
Welcome to Horseshoe Valley, just 1.5 hrs north of Greater Toronto Area. It's a four-season wonder of nature with limitless access to lakes, rivers, trails, and rolling hills. Whether you aim to ski in snow-laden forests of pine, hit golf at one of eighteen golf courses, mountain bike or hike in several landscape trails, soak in the healing experience of Vetta Nordic spa, or simply relax at the tranquility of the area, this place is simply yours to enjoy!

Spacious Barrie Basement with Separate Entrance
This newly renovated 2-bedroom basement is bright and spacious, it offers a kitchenette, a bathroom, two bedrooms and laundry. Wifi/Bedding/Towels/Dishes/Bath Accessories/Free parking spot on our driveway and free street parking (ONLY Available Apr-Dec). This is a great choice for your family summer/winter vacation! A few minutes' drive to downtown Barrie and beautiful Lake Simcoe waterfront, various restaurants, Costco, Walmart and unique shops.

Modern, Private and Luxurious!
Welcome to our bright and stylish lower level unit in a friendly new development! You'll enjoy all the comforts of home in this cozy space. Located near Base Borden, the Honda Plant and Baxter Labs. 5 mins from Nottawasaga Inn. 30 mins to skiing at Snow Valley Ski Resort, Hockley Valley Resort, and Mansfield Ski Club. Right around the corner is an awesome community park that features a summer splash pad and a great winter tobogganing hill.

Entire Private Basement Suite
Clean Spacious private Basement with all amenities that you may require for your stay. Features a queen bed, bathroom and kitchen. Free Parking is included. Highway 400, Park Place, Walmart, Costco, Canadian Tire are within 5-7 minutes driving distance. We offer our guests complete privacy from check-in to check-out, but always available if needed. Perfect for savvy budget travelers who deserve quality stay.

Boho by the Bay
BlogTO writes: " Friday Harbour Resort is a vibrant, upscale destination...That's perfect for a quick getaway..., with plenty of cool restaurants and shops, a waterfront pedestrian village, and year-round recreational activities." I encourage you to search eventsatfridayharbour to see what is seasonally available. if after searching, you still have questions or need clarification, please ask!
Popular amenities for Simcoe County family-friendly rentals
Family-friendly home rentals with a hot tub

Private 40 Acre Cottage with Hot Tub

Farmhouse Guest Suite; Year round hot tub

Cozy Stays – Your Fall Getaway at Friday Harbour

Lakefront Cozy Cottage w Hot Tub!

Stunning Mountain View- Pool, Hot Tub, WalkToBlue

Luxury Guest House with Private Hot Tub and Trails

The Blue Mountain's Dream Escape | Pool | Hot Tub

Ravine Backyard, King Bed, Jacuzzi, Pool, Hot Tub
Family- and pet-friendly home rentals

Bright MCM 2 Bedroom Walk Up with Private Deck/BBQ

Serenity, Simplicity and Stone

Lovely one bedroom guest suite in the country

Fall Escape - dazzling colours & stunning beach

Glass Dome - Sleep Under The Stars- Free Sundays

Resort Condo in Friday Harbour

Romantic Cabin N the Woods just 80km from CN Tower

Modern 2BR Apt | Near Lake + Playground + Fire Pit
Family-friendly home rentals with a pool

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

*Blue Mountain Village* Pool, Hot Tub, WalkToBlue

GATED RESORT COTTAGE

Rivergrass Oasis: Steps to Blue Mountain Village!

3BR Sierra Scandi Chic - Closest to Village

Mackenzie Cottage

Friday Harbor Upscale 1Bed+Sofabed+Pool Option

Beautiful Condo, 2 Bedrooms and a Den in a Resort!
Destinations to explore
- Chalet rentals Simcoe County
- Waterfront rentals Simcoe County
- Rentals with beach access Simcoe County
- Bed and breakfasts Simcoe County
- Condo rentals Simcoe County
- Rentals with lake access Simcoe County
- Vacation home rentals Simcoe County
- Rentals with outdoor seating Simcoe County
- Fitness-friendly rentals Simcoe County
- Rentals with breakfast Simcoe County
- House rentals Simcoe County
- Boutique hotels Simcoe County
- Rentals with a kayak Simcoe County
- Farmstay rentals Simcoe County
- Villa rentals Simcoe County
- Rentals with a patio Simcoe County
- Guesthouse rentals Simcoe County
- Cabin rentals Simcoe County
- Rentals with a fireplace Simcoe County
- Dome rentals Simcoe County
- Apartment rentals Simcoe County
- Ski-in/ski-out rentals Simcoe County
- Private suite rentals Simcoe County
- Hotel rooms Simcoe County
- Rentals with pools Simcoe County
- Bungalow rentals Simcoe County
- Rentals with a hot tub Simcoe County
- Cottage rentals Simcoe County
- Tiny house rentals Simcoe County
- Townhouse rentals Simcoe County
- Pet-friendly rentals Simcoe County
- Beachfront rentals Simcoe County
- Rentals with a washer and dryer Simcoe County
- Smoking-friendly rentals Simcoe County
- Rentals with a fire pit Simcoe County
- Loft rentals Simcoe County
- Rentals with a sauna Simcoe County
- RV rentals Simcoe County
- Rentals with an EV charger Simcoe County
- Family-friendly rentals Ontario
- Family-friendly rentals Canada
- Blue Mountain Village
- Snow Valley Ski Resort
- Beaver Valley Ski Club
- Devil's Glen Country Club
- Osler Bluff Ski Club
- Craigleith Ski Club
- Angus Glen Golf Club
- Lakeridge Ski Resort
- Port Carling Golf & Country Club
- Mount St. Louis Moonstone
- The Georgian Peaks Club
- TPC Toronto at Osprey Valley
- Muskoka Lakes Golf and Country Club
- Muskoka Bay Resort
- Caledon Country Club
- The Club At Bond Head
- Lake Joseph Golf Club
- Windermere Golf & Country Club
- Wooden Sticks Golf Club
- Georgian Bay Islands National Park
- The Georgian Bay Club
- Barrie Country Club
- Dagmar Ski Resort
- Alpine Ski Club




