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
Cottage in Gravenhurst
4.83 out of 5 average rating, 166 reviewsTrenanthia "Cahoots" Cottage: HotTub,Sauna,GamesRm
Cottage in Tiny
4.86 out of 5 average rating, 219 reviewsPrivateBeach@ThunderBeach100 acres Georgian Bay
Chalet in The Blue Mountains
4.8 out of 5 average rating, 183 reviewsChalet At Blue - Private chalet with hot tub
Chalet in The Blue Mountains
4.9 out of 5 average rating, 77 reviewsStylish Log Chalet w/ Hot tub Minutes to Village
Cabin in The Blue Mountains
4.9 out of 5 average rating, 346 reviewsđș"Margaritaville" Big Space, Lots of fun+Hot Tub
Loft in The Blue Mountains
4.74 out of 5 average rating, 474 reviewsCozy Blue Mountain Retreat @!@Spring Rates@!@
Cottage in Port Severn
4.94 out of 5 average rating, 136 reviewsMuskoka Cottage on warm lake - 3 BR/2 BR/Hottub
Chalet in The Blue Mountains
4.98 out of 5 average rating, 107 reviewsWalk to the village at Blue - Regal
Family- and pet-friendly home rentals
Cottage in Wasaga Beach
4.97 out of 5 average rating, 73 reviewsWasaga on the Water with Loads of Amenities
Cottage in Gravenhurst
4.96 out of 5 average rating, 56 reviewsStunning Log Cottage on an Island in Muskoka
Cottage in Washago
4.94 out of 5 average rating, 53 reviewsStunning Waterfront w/Hot Tub - Nature's Cottage
Guest suite in East Gwillimbury
4.8 out of 5 average rating, 25 reviewsWaterfront Tranquil Retreat Just North of Toronto
Cabin in Tiny
4.96 out of 5 average rating, 70 reviewsThe Beach House Licence#: STRTT-2024-028
Townhouse in The Blue Mountains
4.94 out of 5 average rating, 95 reviewsBLUE MOUNTAIN LUX 3 BED AT VILLAGE chalet
Rental unit in The Blue Mountains
4.58 out of 5 average rating, 356 reviewsThe Perfect Getaway in Renovated Corner Unit
Chalet in The Blue Mountains
4.83 out of 5 average rating, 162 reviewsOctagon Chalet firepit, sauna, close to theVillage
Family-friendly home rentals with a pool
Townhouse in The Blue Mountains
4.9 out of 5 average rating, 141 reviewsThe Snowbridge Lookout on Monterra Golf Course
Chalet in The Blue Mountains
4.85 out of 5 average rating, 727 reviewsBlue Mountain / Collingwood Hill Side Condo
Townhouse in The Blue Mountains
4.96 out of 5 average rating, 101 reviewsLuxury Vacation Home at Blue Mountain Village
Townhouse in The Blue Mountains
4.94 out of 5 average rating, 474 reviews3BR Sierra Scandi Chic - Closest to Village
Condo in The Blue Mountains
4.95 out of 5 average rating, 807 reviewsStunning Mountain Views- WalkTo Blue, Pool, HotTub
Townhouse in The Blue Mountains
4.89 out of 5 average rating, 167 reviewsPrivate condo getaway at base of Blue Mountain
Townhouse in The Blue Mountains
4.96 out of 5 average rating, 313 reviewsWalk to Village, Pool, Renovated 3 bdrm, patio/BBQ
Guesthouse in Orangeville
4.95 out of 5 average rating, 347 reviewsSunny Pines Farm Studio Tennis Court/Bruce Trail
Destinations to explore
- Family-friendly rentals Toronto
- Family-friendly rentals Canada
- Family-friendly rentals Ontario
- Family-friendly rentals Downtown Toronto
- Family-friendly rentals Mississauga
- Condo rentals Simcoe County
- Rentals with lake access Simcoe County
- Monthly Rentals Simcoe County
- Fitness-friendly rentals Simcoe County
- Rentals with a washer and dryer Simcoe County
- Rentals with breakfast Simcoe County
- Pet-friendly rentals Simcoe County
- Bed and breakfasts Simcoe County
- Rentals with a fireplace Simcoe County
- Boutique hotel rentals Simcoe County
- Townhouse rentals Simcoe County
- Smoking-friendly rentals Simcoe County
- Apartment rentals Simcoe County
- Kid-friendly rentals Simcoe County
- Hotel rentals Simcoe County
- Rentals with pools Simcoe County
- Rentals with a patio Simcoe County
- Rentals with outdoor seating Simcoe County
- Tiny house rentals Simcoe County
- Beachfront rentals Simcoe County
- Ski-in/ski-out rentals Simcoe County
- Guesthouse rentals Simcoe County
- Cabin rentals Simcoe County
- Loft rentals Simcoe County
- Bungalow rentals Simcoe County
- Rentals with a kayak Simcoe County
- House rentals Simcoe County
- Cottage rentals Simcoe County
- Rentals with a hot tub Simcoe County
- Rentals with a fire pit Simcoe County
- Rentals with a sauna Simcoe County
- Private suite rentals Simcoe County
- Farmstay rentals Simcoe County
- Villa rentals Simcoe County
- Chalet rentals Simcoe County
- Waterfront rentals Simcoe County
- Rentals with an EV charger Simcoe County
- Rentals with beach access Simcoe County
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom
- Things to do Canada
- Entertainment Canada
- Food and drink Canada
- Sightseeing Canada
- Wellness Canada
- Art and culture Canada
- Sports activities Canada
- Nature and outdoors Canada
- Things to do Ontario
- Nature and outdoors Ontario
- Entertainment Ontario
- Sports activities Ontario
- Food and drink Ontario
- Sightseeing Ontario
- Art and culture Ontario
- Things to do Simcoe County
- Nature and outdoors Simcoe County