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
Bungalow in Innisfil
4.82 out of 5 average rating, 272 reviewsLake Simcoe-3bdr,hot tub,sauna,swim,play,hike
Chalet in Coldwater
4.95 out of 5 average rating, 397 reviewsOakRidge Retreat-HOT TUB 100s of acres WIFI HST in
Home in Collingwood
4.98 out of 5 average rating, 119 reviewsHome Away From Home!
Chalet in The Blue Mountains
4.99 out of 5 average rating, 138 reviewsWalk to Village at Blue - Grand
Cottage in Gravenhurst
4.84 out of 5 average rating, 151 reviewsTrenanthia "Cahoots" Cottage: HotTub,Sauna,GamesRm
Chalet in The Blue Mountains
4.96 out of 5 average rating, 149 reviewsEntire Rustic Chalet - Hot Tub, Sauna, Large Yard!
Cottage in Port Severn
4.94 out of 5 average rating, 127 reviewsMuskoka Cottage on Gibson Lake - 5 BR/3 BATHS
Cottage in Gravenhurst
4.87 out of 5 average rating, 246 reviewsRenovated Lake front cottage with hottub
Family- and pet-friendly home rentals
Farm stay in Coldwater
4.92 out of 5 average rating, 185 reviewsHorseshoe Valley Fieldview Farm
Home in Barrie
4.81 out of 5 average rating, 210 reviewsEntire Private House+Games Room-by Downtown/Skiing
Tiny home in Schomberg
4.99 out of 5 average rating, 284 reviewsRAVEN CABIN(rustic, 'off-the-grid')
Cabin in Washago
4.82 out of 5 average rating, 222 reviewsThe Islandview
Home in Penetanguishene
4.98 out of 5 average rating, 150 reviewsLafontaine Beach Paradise
Home in Gravenhurst
4.9 out of 5 average rating, 343 reviews*Muskoka Bay Resort* All Season Modern Loft 3 Beds
Chalet in Moonstone
4.88 out of 5 average rating, 236 reviewsPrivate Luxury Chalet at forest’s edge
Cottage in Port Severn
4.91 out of 5 average rating, 143 reviewsNot Your Father's Cottage - Waterfront
Family-friendly home rentals with a pool
Condo in Blue Mountains
4.91 out of 5 average rating, 267 reviews2 Bedroom, 2 Level Condo on Blue Mountain!
Condo in The Blue Mountains
4.95 out of 5 average rating, 722 reviewsBlue Mountain Village| Stunning Mountain View
Townhouse in The Blue Mountains
4.88 out of 5 average rating, 153 reviewsPrivate condo getaway at base of Blue Mountain
Bungalow in Orillia
4.87 out of 5 average rating, 209 reviewsLuxury, Spacious 4 bdrm Bungalow in South Muskoka
Condo in The Blue Mountains
4.77 out of 5 average rating, 231 reviewsSki-in/Ski-out Cozy studio at North Creek Resort
Cottage in Lafontaine
4.8 out of 5 average rating, 196 reviewsBeach house (with pool open May-Oct)
Townhouse in The Blue Mountains
4.96 out of 5 average rating, 296 reviewsWalk to Village, Fully Renovated 3 bdrm, patio/BBQ
Chalet in The Blue Mountains
4.85 out of 5 average rating, 676 reviewsBlue Mountain / Collingwood Hill Side Condo
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