Kid-friendly holiday rentals in Midland

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!

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.

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.

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.

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.

Very cozy and well equipped home. Had an awesome time staying at Angela’s place

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.

We are very happy with our stay! Everything was as expected and the check in went smoothly. Comfortable beds. Clean. Would definitely stay at this place again in the future!

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.

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

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!

We absolutely loved staying at Jessica’s place, it felt like we were cocooning in a treehouse. The location was so close to beautiful Georgian Bay. The kitchen was nicely stocked and we enjoyed the interior fireplace and exterior fire pit. Thank you for sharing your place with us.

Sean is very Friendly and Professional. He responds to messages quickly. He is an amazing host where he is checking in on us ensuring if we needed anything he is only a phone call away. We have been going to the Resort for years. Easy to get too, very peaceful and the Units are so simple but nice. Not many places take pets but Sean's does which helped us alot. The beds are super comfortable, probably the best sleep I have had in a long time. Kitchen was equipped with everything we needed for our Stay. The Kids loved the gym to work out and then we spend quite a few hours at the pool. The fire pit was nice to sit at especially with the chilly weekend we just had. We will be back for sure to be Sean's Guest.

We had a great stay! The place was spotless, the check-in process was super easy, and the location was perfect—just a short walk to the harbour. The host was very responsive and made sure everything went smoothly. We would definitely stay here again!

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.

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

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!

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!

We had such a wonderful time staying here. The place was very clean, private, and in a great location. The hosts were also extremely responsive and very accommodating. It's rare to find BnBs of this caliber these days. Highly highly recommend!

We had an amazing time at Kevin’s place! It was the perfect peaceful getaway from the city. The home was clean, comfortable, and exactly what we needed to relax and unwind. Kevin was a great host—very responsive to messages and incredibly accommodating, even allowing us a late check-out which we really appreciated. He provided clear and detailed instructions for accessing the place, which made everything smooth and easy. Thank you, Kevin, for being so thoughtful and welcoming. We’d definitely love to come back again!

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.

Great place to stay! Close to everything!

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!

Justin was very accommodating and helpful when we had questions! The responses were so fast and informative. We loved everything about this place, it was peaceful, nice location and the pool was clean and very nice! Definitely will be back!!