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.
Vacation 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
Cabin in Washago
Golfers' Paradise *Hot Tub*
Bungalow in Innisfil
Lake Simcoe-3bdr,hot tub,sauna,swim,play,hike
Chalet in Coldwater
OakRidge Retreat-HOT TUB 100s of acres WIFI HST in
Tiny homes in Mono
Tiny home Soaring Heart Wellness Spa
Chalet in The Blue Mountains
Entire Rustic Chalet - Hot Tub, Sauna, Large Yard!
Chalet in The Blue Mountains
Walk to Village at Blue - Grand
Cottage in Port Severn
Muskoka Cottage on Gibson Lake - 5 BR/3 BATHS
Home in Collingwood
Home Away From Home!
Family- and pet-friendly home rentals
Chalet in Moonstone
Private Luxury Chalet at forest’s edge
Home in Penetanguishene
Lafontaine Beach Paradise
Home in Tiny
Beachy Blue Bay Cottage - licence #STRTT-2024-195
Home in Gravenhurst
*Muskoka Bay Resort* All Season Modern Loft 3 Beds
Cottage in Port Severn
Not Your Father's Cottage - Waterfront
Home in Barrie
Entire Private House+Games Room-by Downtown/Skiing
Home in Gravenhurst
Beautiful 6 BEDROOM Muskoka Cottage
Cabin in Port Severn
Dragonfly Cottage / Six Mile Lake / Muskoka
Family-friendly home rentals with a pool
Condo in Innisfil
Marina view at Friday Harbor 2bdm/2bth Pool option
Chalet in The Blue Mountains
Blue Mountain / Collingwood Hill Side Condo
Condo in The Blue Mountains
Blue Mountain Village| Stunning Mountain View
Bungalow in Orillia
Luxury, Spacious 4 bdrm Bungalow in South Muskoka
Rental unit in The Blue Mountains
Brookside Studio at Blue Mountain - King Bed
Townhouse in The Blue Mountains
Walk to Village, Fully Renovated 3 bdrm, patio/BBQ
Cottage in Lafontaine
Beach house (with pool open May-Oct)
Townhouse in The Blue Mountains
Private condo getaway at base of Blue Mountain
Destinations to explore
- Family-friendly rentals Toronto
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- Rentals with a hot tub Simcoe County
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- Townhouse rentals Simcoe County
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