
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

Kempenhaus- Lake Simcoe Cottage & Spa

Charlie the Cottage | Hot Tub | Trail | Hike/Run

Lakefront Cozy Cottage w Hot Tub!

Waterfront Paradise on the Georgian Bay

The Bay View Cottage w/hot tub

Lafontaine Beach Rustic Chalet- New HOT TUB.

Private Romantic Cabin with Hot Tub

Mill Pond Cabin, Nordic Cabin w/ Sauna + Hot-tub
Family- and pet-friendly home rentals

Whispering Pines Cabin in Woodland Acres

Oasis Spa w/ Private Sauna!

The Guesthouse on the North Shore Trail

Waterfront cottage on beautiful bass lake

Private 2BR Condo | 4 Beds+Pool+Resort

Log Cabin on the Lake Bed and Breakfast

Spacious Villa in Pines– Steps from Beaches!

A-Framed style on Muskoka Beach
Family-friendly home rentals with a pool

Lovely 3 Bedroom Condo with Stunning View and Pool

Après Blue- 2bed2bath w/Pool 6 min walk to village

Large 4 Br - 4.5 Bath; Sauna/Heated Pool/2 King

Pool Open / Serene mountainside home View/Shuttle

The White Cedar Chalet! pool + free shuttle

Stunning Mountain View- Pool, Hot Tub, WalkToBlue

Cozy getaway for two with hot tub!

Blue Mountain Escape! Pool&HotTub. Walk to Village
Quick stats about vacation rentals that are family-friendly in Midland
Total rentals
130 properties
Nightly prices starting at
$55 CAD before taxes and fees
Total number of reviews
5.7K reviews
Pet-friendly rentals
60 properties allow pets
Rentals with a pool
20 properties have a pool
Rentals with dedicated workspaces
80 properties have a dedicated workspace
Destinations to explore
- Greater Toronto and Hamilton Area Vacation rentals
- Greater Toronto Area Vacation rentals
- Mississauga Vacation rentals
- Niagara Falls Vacation rentals
- Grand River Vacation rentals
- St. Catharines Vacation rentals
- Pittsburgh Vacation rentals
- Northeast Ohio Vacation rentals
- Laurentides Vacation rentals
- Erie Canal Vacation rentals
- Detroit Vacation rentals
- Mont-Tremblant Vacation rentals
- Rentals with a washer and dryer Midland
- Rentals with outdoor seating Midland
- Rentals with lake access Midland
- Beachfront rentals Midland
- Apartment rentals Midland
- Waterfront rentals Midland
- Cottage rentals Midland
- Cabin rentals Midland
- Rentals with a firepit Midland
- Rentals with an EV charger Midland
- Rentals with beach access Midland
- Pet-friendly rentals Midland
- Fitness-friendly rentals Midland
- Rentals with a kayak Midland
- Rentals with a hot tub Midland
- Rentals with a patio Midland
- House rentals Midland
- Rentals with a fireplace Midland
- Rentals with pools Midland
- Family-friendly rentals Simcoe County
- Family-friendly rentals Ontario
- Family-friendly rentals Canada
- Blue Mountain Village
- Horseshoe Resort
- Snow Valley Ski Resort
- Port Carling Golf & Country Club
- Craigleith Ski Club
- Devil's Glen Country Club
- Osler Bluff Ski Club
- Rocky Crest Golf Club
- The Club At Bond Head
- Mount St. Louis Moonstone
- Beaver Valley Ski Club
- Lake Joseph Golf Club
- Muskoka Lakes Golf and Country Club
- Muskoka Bay Resort
- Georgian Bay Islands National Park
- The Georgian Peaks Club
- The Georgian Bay Club
- Windermere Golf & Country Club
- Alpine Ski Club
- Toronto Ski Club
- Barrie Country Club
- Hawk Ridge Golf & Country Club
- Heritage Hills Golf Club
- Horseshoe Adventure Park