Family-friendly vacation 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.
Vacation 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
Nov 29 – Dec 6
Tiny home in Mono
4.94 out of 5 average rating, 152 reviewsTiny home Soaring Heart Wellness Spa
May 9 – 16
Cottage in Port Severn
4.94 out of 5 average rating, 127 reviewsMuskoka Cottage on Gibson Lake - 5 BR/3 BATHS
Dec 9 – 16
Chalet in Coldwater
4.95 out of 5 average rating, 393 reviewsOakRidge Retreat-HOT TUB 100s of acres WIFI HST in
Nov 21 – 28
Cottage in Gravenhurst
4.84 out of 5 average rating, 149 reviewsTrenanthia "Cahoots" Cottage: HotTub,Sauna,GamesRm
Sep 19 – 26
Cottage in Gravenhurst
4.87 out of 5 average rating, 246 reviewsRenovated Lake front cottage with hottub
Sep 14 – 21
Cottage in Kimberley
4.87 out of 5 average rating, 307 reviewsA Cozy Country Retreat *Indoor Hot Tub* Ski* Wi-Fi
Aug 14 – 21
Bungalow in Innisfil
4.82 out of 5 average rating, 272 reviewsLake Simcoe-3bdr,hot tub,sauna,swim,play,hike
Apr 9 – 16
Family- and pet-friendly home rentals
Home in Gravenhurst
4.9 out of 5 average rating, 339 reviews*Muskoka Bay Resort* All Season Modern Loft 3 Beds
May 18 – 25
Condo in Innisfil
4.95 out of 5 average rating, 183 reviewsDesigner Condo with beautiful harbour view.
Nov 7 – 14
Chalet in Moonstone
4.89 out of 5 average rating, 235 reviewsPrivate Luxury Chalet at forest’s edge
Apr 4 – 11
Cottage in Kimberley
4.9 out of 5 average rating, 266 reviewsSchool House Retreat •Hiking •Pets •Campfire •WiFi
Oct 31 – Nov 7
Cabin in Bracebridge
4.97 out of 5 average rating, 144 reviewsHemlock Cottage - Muskoka on Pine Lake Bracebridge
May 9 – 16
Cottage in Port Severn
4.91 out of 5 average rating, 143 reviewsNot Your Father's Cottage - Waterfront
Jun 3 – 10
Farm stay in Coldwater
4.92 out of 5 average rating, 185 reviewsHorseshoe Valley Fieldview Farm
Nov 4 – 11
Cottage in Flesherton
4.94 out of 5 average rating, 122 reviewsCottage Get-Away on the Lake
Nov 27 – Dec 4
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)
Apr 11 – 18
Condo in The Blue Mountains
4.95 out of 5 average rating, 713 reviewsBlue Mountain Village| Stunning Mountain View
Oct 1 – 8
Bungalow in Orillia
4.87 out of 5 average rating, 207 reviewsLuxury, Spacious 4 bdrm Bungalow in South Muskoka
Apr 3 – 10
Chalet in The Blue Mountains
4.85 out of 5 average rating, 674 reviewsBlue Mountain / Collingwood Hill Side Condo
Oct 10 – 17
Condo in Blue Mountains
4.91 out of 5 average rating, 264 reviews2 Bedroom, 2 Level Condo on Blue Mountain!
Dec 29 – Jan 5
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
Home in Kimberley
4.88 out of 5 average rating, 176 reviewsHeart of Kimberley - with views and a hot tub
May 13 – 20
Condo in The Blue Mountains
4.82 out of 5 average rating, 520 reviewsCreekside Smart Studio at Blue Mountain
Jul 26 – Aug 2
Quick stats about vacation 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
4.9K reviews
Nightly prices starting at
$50 before taxes and fees
Destinations to explore
- Brampton Vacation rentals
- Muskoka Lakes Vacation rentals
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