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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
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Cabin in Washago
4.79 out of 5 average rating, 191 reviewsGolfers' Paradise *Hot Tub* Avail. This Wknd
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Chalet in Coldwater
4.95 out of 5 average rating, 404 reviewsOakRidge Retreat-HOT TUB 100s of acres WIFI HST in
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Cottage in Port Severn
4.94 out of 5 average rating, 130 reviewsMuskoka Cottage on Gibson Lake - 5 BR/3 BATHS
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Bungalow in Innisfil
4.82 out of 5 average rating, 274 reviewsLake Simcoe-3bdr,hot tub,sauna,swim,play,hike
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Chalet in The Blue Mountains
4.96 out of 5 average rating, 152 reviewsEntire Rustic Chalet - Hot Tub, Sauna, Large Yard!
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Chalet in The Blue Mountains
4.99 out of 5 average rating, 138 reviewsWalk to Village at Blue - Grand
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Cottage in Gravenhurst
4.87 out of 5 average rating, 247 reviewsRenovated Lake front cottage with hottub
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Home in Collingwood
4.98 out of 5 average rating, 119 reviewsHome Away From Home!
Family- and pet-friendly home rentals
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Cabin in Washago
4.81 out of 5 average rating, 224 reviewsThe Islandview
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Farm stay in Coldwater
4.92 out of 5 average rating, 185 reviewsHorseshoe Valley Fieldview Farm
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Home in Barrie
4.82 out of 5 average rating, 212 reviewsEntire Private House+Games Room-by Downtown/Skiing
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Home in Gravenhurst
4.9 out of 5 average rating, 346 reviews*Muskoka Bay Resort* All Season Modern Loft 3 Beds
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Tiny home in Schomberg
4.99 out of 5 average rating, 285 reviewsRAVEN CABIN(rustic, 'off-the-grid')
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Chalet in Moonstone
4.88 out of 5 average rating, 241 reviewsPrivate Luxury Chalet at forest’s edge
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Cottage in Port Severn
4.91 out of 5 average rating, 143 reviewsNot Your Father's Cottage - Waterfront
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Home in Tiny
4.87 out of 5 average rating, 112 reviewsBeachy Blue Bay Cottage - licence #STRTT-2024-195
Family-friendly home rentals with a pool
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Bungalow in Orillia
4.87 out of 5 average rating, 214 reviewsLuxury, Spacious 4 bdrm Bungalow in South Muskoka
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Cottage in Lafontaine
4.8 out of 5 average rating, 198 reviewsBeach house (with pool open May-Oct)
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Chalet in The Blue Mountains
4.85 out of 5 average rating, 684 reviewsBlue Mountain / Collingwood Hill Side Condo
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Condo in The Blue Mountains
4.95 out of 5 average rating, 740 reviewsStunning Mountain Views- WalkToBlue, Pool, HotTub
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Rental unit in The Blue Mountains
4.89 out of 5 average rating, 683 reviewsBrookside Studio at Blue Mountain - King Bed
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Townhouse in The Blue Mountains
4.9 out of 5 average rating, 126 reviewsThe Snowbridge Lookout on Monterra Golf Course
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Townhouse in The Blue Mountains
4.96 out of 5 average rating, 299 reviewsWalk to Village, Fully Renovated 3 bdrm, patio/BBQ
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Condo in The Blue Mountains
4.77 out of 5 average rating, 231 reviewsSki-in/Ski-out Cozy studio at North Creek Resort
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