
Family-friendly holiday 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.
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for Simcoe County family-friendly rentals
Family-friendly home rentals with a hot tub

Lovely 3 Bedroom Condo with Stunning View and Pool

RELAX @ our HOT TUB and SAUNA in the woods

*Blue Mountain Village* Pool, Hot Tub, WalkToBlue

The Upper Deck

Cozy Studio Mountainside stay in Blue Mountains

Lakefront Cozy Cottage w Hot Tub!

Cozy getaway for two with hot tub!

Modern Condo at Friday harbour/Pet Friendly
Family- and pet-friendly home rentals

Whispering Pines Cabin in Woodland Acres

Deerleap Glamping Dome

Modern, Private and Luxurious!

Blue Mountain Condo. The perfect staycation!

Designer Condo with beautiful harbour view.

Resort Condo in Friday Harbour

Private 2BR Condo | 4 Beds+Pool+Resort

Loft on King- Downtown Midland
Family-friendly home rentals with a pool

The Hilton BnB Adult Luxury Suite

GATED RESORT COTTAGE

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

Cozy & Charming Retreat at Blue Mountain

Sunny Pines Farm Studio Tennis Court/Bruce Trail

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

Ski in/out @ North Creek W King bed! New Hot Tub

The Blue Mountain's Dream Escape | Pool | Hot Tub
Destinations to explore
- Townhouse rentals Simcoe County
- Rentals with outdoor seating Simcoe County
- Smoking-friendly rentals Simcoe County
- Cabin rentals Simcoe County
- Holiday home rentals Simcoe County
- Villa rentals Simcoe County
- Fitness-friendly rentals Simcoe County
- Motorhome rentals Simcoe County
- Rentals with a sauna Simcoe County
- Rentals with beach access Simcoe County
- Flat rentals Simcoe County
- Hotel rentals Simcoe County
- Rentals with pools Simcoe County
- Cottage rentals Simcoe County
- Ski-in/ski-out rentals Simcoe County
- Boutique hotel rentals Simcoe County
- Rentals with an EV charger Simcoe County
- Chalet rentals Simcoe County
- Waterfront rentals Simcoe County
- Loft rentals Simcoe County
- Guest house rentals Simcoe County
- Private suite rentals Simcoe County
- House rentals Simcoe County
- Bungalow rentals Simcoe County
- Bed and breakfasts Simcoe County
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- Rentals with a patio Simcoe County
- Rentals with breakfast Simcoe County
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- Rentals with a hot tub Simcoe County
- Tiny house rentals Simcoe County
- Apartment rentals Simcoe County
- Rentals with lake access Simcoe County
- Farm stay rentals Simcoe County
- Rentals with a washing machine and dryer Simcoe County
- Pet-friendly rentals Simcoe County
- Rentals with a fireplace Simcoe County
- Dome rentals Simcoe County
- Rentals with a kayak Simcoe County
- Family-friendly rentals Ontario
- Family-friendly rentals Canada
- Blue Mountain Village
- Horseshoe Resort
- Snow Valley Ski Resort
- Beaver Valley Ski Club
- Osler Bluff Ski Club
- Craigleith Ski Club
- Devil's Glen Country Club
- Hockley Valley Resort - Golf, Spa and Ski
- Angus Glen Golf Club
- Port Carling Golf & Country Club
- The Georgian Peaks Club
- Lakeridge Ski Resort
- TPC Toronto at Osprey Valley
- Lake Joseph Golf Club
- Mount St. Louis Moonstone
- The Club At Bond Head
- Wooden Sticks Golf Club
- Muskoka Lakes Golf and Country Club
- Georgian Bay Islands National Park
- Caledon Country Club
- Muskoka Bay Resort
- Windermere Golf & Country Club
- Dagmar Ski Resort
- Barrie Country Club