
Kid-friendly vacation rentals in Midland
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Top-rated kid-friendly rentals in Midland
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Popular amenities for Midland kid-friendly rentals
Kid-friendly house rentals

A-Frame in the Woods of GeorgianBay, Muskoka
We had a wonderful time celebrating our friend’s bachelorette. We’ll definitely have to come back one day when it’s a little warmer!

Welcoming Waterfront Cottage
Great stay at the cottage! We were a group of 5 adults and 1 child. Though the start of the week was too windy and cool to enjoy the beach and water sports available, the cottage is comfortable inside for everyone to have space. The kitchen had necessary equipment, pots and utensils for cooking. There is also a lot of amenities closeby for groceries, etc. There is also a good pub in walking distance. The small beach has enough chairs for everyone to relax, and it's sandy so great for kids to play. Due to the winds in the first few days, it was a bit seaweedy. We also had a lot of fun searching for rocks. Keep in mind the water on the bay can be a bit chilly. She did have a kayak, canoe and paddleboard available to use, as well as some floats to use on the water.

Gleaming Family Friendly Vacation Home Near Beach
My family and my sister's family (4 adults 3 small kids) stayed here for the long weekend to be close to our overstretched family cottage down the road. We were so happy with Devin and Melanie's place. It was clean, bright, comfortable, walking distance to the shore and park. Our young kids were in heaven when they discovered all the toys, books and games. There was everything a family with kids could possibly need staying away from home. We will definitely be staying here again.

Cozy Cottage with Private Beach Access
My family and I recently stayed at Magdalena‘s. The cottage was clean and Magdalena was very friendly and accommodating. There’s beach access and a little playground for children. We enjoyed our stay.

Luxury Cottage - The Lookout. Next to Balm Beach
Great spot to rent...Beautiful space. Host were very friendly and had prompt communication. Perfect type of place to get away. Would have been better if the weather was nicer. I expect we will rent here again in the future.

Paradise Point Steps from Georgian Bay Great WIFI
Very cozy and well equipped home. Had an awesome time staying at Angela’s place

100% Private 1-Bdrm+Fireplace. Quiet+comfortable.
Kerin's place was cozy and accessible to stores and activities. We loved that we had lots of options on streaming services we could watch for our movie night, and she had a lot of books and games we could use. Kerin herself was a great commutator, she responded quickly and her instructions and recommendations was thorough and easy to understand. Me and my guest had no issues. We really enjoyed our stay.

Luxury Guest House with Private Hot Tub and Trails
We had a lovely stay. The place was even nicer than we expected. This is the best air bnb we’ve ever had. It was really private and really clean, which was exactly what we were looking for. They provided so many little things which just added to the overall experience. Its the small things that go a long way. The place was really open concept and just really well furnished. Gave a fantastic vibe. The hot stub was clean, private and lovely. You wont be disappointed whatsoever here. Thank you for being a fantastic host Rebecca.
Kid-friendly apartment rentals

2 bedroom beachfront apartment
A fabulous beach front location, within steps of a sandy and shallow waterfront. Tess and Jeff are great hosts and extremely helpful. The accommodation is super cosy and much bigger than expected. It had everything we needed and more! The kitchenette may be small but it is well stocked and we didn’t have any issues with cooking. The BBQ is a gas one and very good. We enjoyed eating outside on the large sized deck. Even though it’s shared with the owners, the privacy screen was ample. The beach was pretty quiet and made for a relaxing stay. We sadly didn’t get to witness any sunsets since it was a little cloudy, but you can see how amazing it would be! Thank you Tess and Jeff for your kind hospitality.

Luxury 1 Bedroom Apt In The *HEART* Of Orilla
My stay at Carley’s place was amazing ! Her place is stunning , incredible attention to detail , comfortable and peaceful. Great location , short walk into the downtown offerings. I highly recommend anyone to stay at Carley’s place if you’re in the area , you will only be left very impressed ! Thank you for hosting my short visit Toby

The Upper Deck
Words can hardly capture the magic of Cathy’s BnB in Wasaga. From the moment we pulled into the driveway, we knew we were about to experience something special. This isn’t just a place to stay — it’s a destination in itself, a beautifully curated space that feels like stepping into the pages of an artist’s journal. The first thing that struck us was the atmosphere — peaceful, welcoming, and infused with personality. Every inch of the property is meticulously thought out and bursting with creativity. You can feel Cathy’s heart in every detail. It’s clear that this isn’t just a business for her — it’s a lifelong passion project rooted in artistry and hospitality. Cathy’s background in the arts and event world shines through in the most delightful ways. If you’re looking for something more than just a rental, if you want to stay somewhere that feeds your soul as much as it rests your body, Cathy’s BnB is it. Thank you so much for our stay!

Modern Condo at Friday harbour/Pet Friendly
Had a great stay place was beautiful. Great communication with host would def recommend. Both me and my wife can’t wait to come back again in the future.

Church Hill Haven Bed & Breakfast Guest Suite #1
Carole’s place was just as the photos show. Quiet, cozy and well equipped. Parking was easy and the path to the unit well shovelled and cleared. The airbnb has everything u need for a simple cozy stay. The fireplace and base heater did a great job of warming the place. Black out curtains in the bedroom keep the bedroom really dark for a great sleep. Mattress was comfortable and linens were soft and clean. Lots of towels and amenities provided. Short 5 min drive to local restaurants.

Quite in Nature
This Air B&B is great for a get away it's exactly as posted would definitely stay again.

Blue Mountain Studio Retreat
I had a wonderful stay at Natalie's place. It was a great location, close to many amenities, yet quiet and peaceful. The studio felt comfortable and welcoming with a thoughtful design. I appreciated Natalie's responsiveness and proactive instructions which made my trip super easy. I would highly recommend this studio.

Studio at Blue-KingBed/Pool/HotTub/Shuttle
Dom and Christine keep a wonderful home and it was an absolute pleasure to stay. They were so kind, helpful and accommodating. It really made our stay in Blue mountain. Thank you so much Dom and Christine!
Kid-friendly condo rentals

Bright MCM 2 Bedroom Walk Up with Private Deck/BBQ
I rented unit for my parents and they absolutely loved their stay! The place was clean, nicely decorated, and had everything they needed for a comfortable visit. The host was incredibly welcoming and responsive, making check-in was nice and easy. The location was perfect—quiet, yet close to everything. Would definitely stay here again and highly recommend to anyone visiting the area!

Mountainside Escape at Blue - Outdoor Pool
We enjoyed our stay very much, such a cozy place. The host responded very quickly to any questions we had. Would definitely recommend staying here when visiting the blue mountain village!!

Cozy 1-Bedroom Romantic Retreat with full Kitchen
Had a great stay! Very comfortable, clean and great communication from Vlad! Had a high chair available for use which was a nice touch! The only feedback we would give would be it would be nice to have more than two towels for a family especially being that there’s a pool but that was no big deal! Thanks for a great stay!

Cozy Studio Mountainside stay in Blue Mountains
Absolutely Wonderful Stay! I had an amazing stay at John and Kristi’s condo! From the moment I arrived, everything was spotless, cozy, and thoughtfully equipped with everything one could possibly need for a comfortable stay. The attention to detail made it feel like a home away from home. The pool and hot tub area were a real bonus—clean, relaxing, and perfect after a day of exploring. I definitely made the most of it! The location was also ideal, just a pleasant 10-minute walk to the village, which made it easy to enjoy the local shops, restaurants, and atmosphere without needing to drive. John and Kristi were fantastic hosts—friendly, responsive, and clearly committed to creating a great guest experience. I would absolutely stay here again and highly recommend it to anyone visiting the area!

Lovely Open Concept Friday Harbor Resort Condo
If you’ve never been to Friday Harbour it’s an amazing weekend escape with beaches, pools, bars and restaurants and light shopping. We spent our 10th anniversary at Marks Condo in the Harbour and loved every minute of it. Mark’s condo in Friday Harbour really is a gem. It’s on the top floor of a quiet building just steps away from the main boardwalk, hiking trails, and everything else Friday Harbour has to offer. The building complex offers communal BBQs and fire pits that are available and easy to use. The condo itself is very clean, bright, with its own balcony and everything you could possibly need. Marks check-in instructions are very detailed and thorough and is great at communication should anything come up. It was an incredible weekend and we will 100% come back.

Marina view at Friday Harbour 2bd/2bth Pool option
Immaculately clean, spacious, and Beautiful condo. It had everything we need and a few steps to the marina. Easy instructions to get inside and parked. I highly recommend!

Resort Condo in Friday Harbour
Charmant endroit pour relaxer et profiter du bon temps. Il était très facile d’accéder au logement et j’ai apprécié avoir accès à une petite cour. Le condo était propre et commode. Je recommande à tous.

Sweet Retreat - Outdoor Pool / Shuttle to Blue
Steph & Joseph were amazing in every aspect. From check in to check out, I felt at ease and comfortable. Definitely will be coming back to their place on my next trip to Blue Mountain.
Quick stats about vacation rentals that are kid-friendly in Midland
Total rentals
50 properties
Nightly prices starting at
G$8,366 GYD before taxes and fees
Total number of reviews
2.1K reviews
Family-friendly rentals
50 properties are a good fit for families
Pet-friendly rentals
30 properties allow pets
Rentals with a pool
10 properties have a pool
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- Blue Mountain Village
- Port Carling Golf & Country Club
- Osler Bluff Ski Club
- Horseshoe Resort
- Devil's Glen Country Club
- Georgian Bay Islands National Park
- Beaver Valley Ski Club
- Mount St. Louis Moonstone
- Snow Valley Ski Resort
- Lake Joseph Golf Club
- Muskoka Lakes Golf and Country Club
- The Club At Bond Head
- The Georgian Peaks Club
- Muskoka Bay Resort
- Alpine Ski Club
- Rocky Crest Golf Club
- National Pines Golf Club
- Barrie Country Club
- Windermere Golf & Country Club
- Craigleith Ski Club
- The Georgian Bay Club
- Muskoka Highlands Golf Links
- South Muskoka Curling and Golf Club
- Mansfield Ski Club