Family-friendly holiday rentals in Midland
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Midland
Guests agree: these family-friendly homes are highly rated for location, cleanliness and more.
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for Midland family-friendly rentals
Family-friendly home rentals with a hot tub
Cottage in Tiny
4.86 out of 5 average rating, 219 reviewsGeorgian Bay Cottage -100 acres & Private Beach
Cottage in Meaford
4.91 out of 5 average rating, 219 reviewsBirch Meadow Acres
Tiny home in Mono
4.94 out of 5 average rating, 153 reviewsTiny home Soaring Heart Wellness Spa
Chalet in Coldwater
4.95 out of 5 average rating, 397 reviewsOakRidge Retreat-HOT TUB 100s of acres WIFI HST in
Cottage in Port Severn
4.94 out of 5 average rating, 127 reviewsMuskoka Cottage on Gibson Lake - 5 BR/3 BATHS
Cottage in Kimberley
4.87 out of 5 average rating, 309 reviewsA Cozy Country Retreat *Indoor Hot Tub* Ski* Wi-Fi
Cottage in Gravenhurst
4.84 out of 5 average rating, 151 reviewsTrenanthia "Cahoots" Cottage: HotTub,Sauna,GamesRm
Bungalow in Innisfil
4.82 out of 5 average rating, 272 reviewsLake Simcoe-3bdr,hot tub,sauna,swim,play,hike
Family- and pet-friendly home rentals
Tiny home in Schomberg
4.99 out of 5 average rating, 191 reviewsSNAKE CABIN(rustic, 'off-the-grid')
Chalet in Moonstone
4.88 out of 5 average rating, 236 reviewsPrivate Luxury Chalet at forest’s edge
Apartment in Innisfil
4.94 out of 5 average rating, 187 reviewsDesigner Condo with beautiful harbour view.
Cottage in Port Severn
4.91 out of 5 average rating, 143 reviewsNot Your Father's Cottage - Waterfront
Home in Gravenhurst
4.9 out of 5 average rating, 343 reviews*Muskoka Bay Resort* All Season Modern Loft 3 Beds
Farm stay in Coldwater
4.92 out of 5 average rating, 185 reviewsHorseshoe Valley Fieldview Farm
Cottage in Kimberley
4.9 out of 5 average rating, 271 reviewsSchool House Retreat •Hiking •Pets •Campfire •WiFi
Cabin in Bracebridge
4.97 out of 5 average rating, 144 reviewsHemlock Cottage - Muskoka on Pine Lake Bracebridge
Family-friendly home rentals with a pool
Cottage in Lafontaine
4.8 out of 5 average rating, 196 reviewsBeach house (with pool open May-Oct)
Guest suite in Orangeville
4.97 out of 5 average rating, 139 reviewsYour very own peaceful santuary in nature
Townhouse in The Blue Mountains
4.88 out of 5 average rating, 153 reviewsPrivate condo getaway at base of Blue Mountain
Apartment in The Blue Mountains
4.95 out of 5 average rating, 724 reviewsBlue Mountain Village| Stunning Mountain Views
Bungalow in Orillia
4.87 out of 5 average rating, 209 reviewsLuxury, Spacious 4 bdrm Bungalow in South Muskoka
Chalet in The Blue Mountains
4.85 out of 5 average rating, 676 reviewsBlue Mountain / Collingwood Hill Side Condo
Townhouse in The Blue Mountains
4.94 out of 5 average rating, 445 reviewsSierra Lane - Closest to Village - Fully Equipped
Apartment in Innisfil
4.84 out of 5 average rating, 171 reviewsMarina view at Friday Harbor 2bdm/2bth Pool option
Quick stats about holiday rentals that are family-friendly in Midland
Total rentals
150 properties
Rentals with dedicated workspaces
90 properties have a dedicated workspace
Rentals with a pool
20 properties have a pool
Pet-friendly rentals
70 properties allow pets
Total number of reviews
4.9T reviews
Nightly prices starting at
₹4,175 before taxes and fees
Destinations to explore
- Brampton Holiday rentals
- Muskoka Lakes Holiday rentals
- Kitchener Holiday rentals
- Waterloo Holiday rentals
- Oakville Holiday rentals
- Barrie Holiday rentals
- Tobermory Holiday rentals
- Greater Toronto and Hamilton Area Holiday rentals
- Markham Holiday rentals
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