Family-friendly vacation rentals in Simcoe County
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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
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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
Feb 2 – 9
Chalet in Coldwater
4.95 out of 5 average rating, 393 reviewsOakRidge Retreat-HOT TUB 100s of acres WIFI HST in
Nov 27 – Dec 4
Cottage in Port Severn
4.94 out of 5 average rating, 127 reviewsMuskoka Cottage on Gibson Lake - 5 BR/3 BATHS
Feb 23 – Mar 2
Home in Collingwood
4.98 out of 5 average rating, 119 reviewsHome Away From Home!
Dec 4 – 11
Cottage in Gravenhurst
4.84 out of 5 average rating, 149 reviewsTrenanthia "Cahoots" Cottage: HotTub,Sauna,GamesRm
Dec 5 – 12
Chalet in The Blue Mountains
4.96 out of 5 average rating, 149 reviewsEntire Rustic Chalet - Hot Tub, Sauna, Large Yard!
Sep 22 – 29
Cottage in Tiny
4.86 out of 5 average rating, 219 reviewsGeorgian Bay Cottage -100 acres & Private Beach
Nov 29 – Dec 6
Chalet in The Blue Mountains
4.99 out of 5 average rating, 138 reviewsWalk to Village at Blue - Grand
Sep 14 – 21
Family- and pet-friendly home rentals
Home in Barrie
4.81 out of 5 average rating, 208 reviewsEntire Private House+Games Room-by Downtown/Skiing
Jun 10 – 17
Cabin in Washago
4.82 out of 5 average rating, 221 reviewsThe Islandview
May 31 – Jun 7
Condo in Innisfil
4.95 out of 5 average rating, 183 reviewsDesigner Condo with beautiful harbour view.
Sep 11 – 18
Tiny home in Schomberg
4.99 out of 5 average rating, 190 reviewsSNAKE CABIN(rustic, 'off-the-grid')
Nov 11 – 18
Home in Gravenhurst
4.9 out of 5 average rating, 339 reviews*Muskoka Bay Resort* All Season Modern Loft 3 Beds
Jun 7 – 14
Chalet in Moonstone
4.89 out of 5 average rating, 235 reviewsPrivate Luxury Chalet at forest’s edge
Oct 7 – 14
Home in Penetanguishene
4.98 out of 5 average rating, 150 reviewsLafontaine Beach Paradise
Dec 23 – 30
Cottage in Port Severn
4.91 out of 5 average rating, 143 reviewsNot Your Father's Cottage - Waterfront
Jun 9 – 16
Family-friendly home rentals with a pool
Condo in Innisfil
4.84 out of 5 average rating, 171 reviewsMarina view at Friday Harbor 2bdm/2bth Pool option
Aug 28 – Sep 4
Bungalow in Orillia
4.87 out of 5 average rating, 207 reviewsLuxury, Spacious 4 bdrm Bungalow in South Muskoka
Dec 31 – Jan 7
Condo in The Blue Mountains
4.95 out of 5 average rating, 713 reviewsBlue Mountain Village| Stunning Mountain View
Oct 10 – 17
Chalet in The Blue Mountains
4.85 out of 5 average rating, 674 reviewsBlue Mountain / Collingwood Hill Side Condo
Oct 10 – 17
Townhouse in The Blue Mountains
4.94 out of 5 average rating, 443 reviewsSierra Lane - Closest to Village - Fully Equipped
Jun 3 – 10
Cottage in Lafontaine
4.8 out of 5 average rating, 196 reviewsBeach house (with pool open May-Oct)
Jan 8 – 15
Townhouse in The Blue Mountains
4.96 out of 5 average rating, 296 reviewsWalk to Village, Fully Renovated 3 bdrm, patio/BBQ
May 28 – Jun 4
Condo in Blue Mountains
4.91 out of 5 average rating, 264 reviews2 Bedroom, 2 Level Condo on Blue Mountain!
Dec 29 – Jan 5
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