
Kid-friendly vacation rentals in Midland
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Top-rated kid-friendly rentals in Midland
Guests agree: these kid-friendly rentals are highly rated for location, cleanliness, and more.
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Popular amenities for Midland kid-friendly rentals
Kid-friendly house rentals

20 min from Blue Mountain -Relax & Enjoy Winter
Such a great place to stay after skiing at Blue Mountain! Definitely recommend.

Modern Cozy and Specious cottage
Very nice place. Newly built, lots of space.

Cozy Cottage with Private Beach Access
We loved the place. It was just like the photos, but better. The home was well equipped with everything you need for a nice stay. Tons of kitchen items (plates,forks,cups, pans,pots,etc - there's literally everything you need). Good size bedrooms with comfy mattresses and linens, FAST internet with a nice big TV, and a nice bathroom. The location was amazing! Nice a quiet at night time. Magdalena was awesome. She was very responsive and helpful. She truly cares about her guests.

The Hickey Hide-Away
Brett was an awesome host. Was always super responsive and helpful. His cottage was such a relaxing time for my family and I. The backyard was very private and great for my dog to run around in. We enjoyed fishing, canoeing, and using the fire pit!

Simcoe Retreat
From the moment I opened the door I was in love with Alison's place! It was bright, warm and welcoming (not to mentioned beautifully decorated). There were too many amenities to mention and so many thoughtful touches. Alison was an excellent host, allowing me to check in early and always responding in a timely manner. Alison's place has definitely raised the bar for me when it comes to Airbnb stays. I would 100% recommend Alison....you will not be disappointed!

Steps From Ice Fishing and Snowmobile Trails!
The cottage is so cozy and clean. The space had everything we needed for a weekend getaway with our dogs. The neighborhood is great and so close to the beach which would be a great perk in the summer.

Waterfront Cottage Over-the-Water view w fast Wifi
amazing location on the waterfront. So relaxing to be away from the city. was great for travelling with kids. thank you for letting us stay

Happy Valley Ski Golf Spa Relax
We had a wonderful stay! The listing has everything you need and more. It’s quiet and clean and feels like you are in a cozy hotel. Loved our stay and will definitely come back! Highly recommend!
Kid-friendly apartment rentals

Lakeside Simcoe Fisher's apartment
Another great stay. Love this place. Clean, comfortable, and the host is fantastic. Looking forward to next time.

Beautiful Riverside Country Apartment
Excellent place to stay for the night, very well priced, easy to find and was very clean and clutter free. Had easy access to internet and tv without issues. Wendy was very responsive and accommodating.

Renovated Basement Apartment!
We had a fantastic stay at Nick’s place! The space was clean, comfortable, and exactly as described. The location was great, and the host provided excellent recommendations that made our trip even better. Communication was easy, and check-in/check-out was seamless. Would definitely stay here again—highly recommend!

Inn on Elm Bala
Thanks Brian and June, had an amazing time . very clean and cozy place, loved the book collection. Super clean appliances and fresh linen. Highly recommend especially if you are a star gazing enthusiast. Dark Sky preserve is near and made the location that much more wonderful.

Stylish Private Suite
Really enjoyed Blake’s house, so cute!! Blake was easy to communicate with. Would definitely stay there again.

Clean and cozy walkout basement
Natalya and Victor’s place was outstanding for our extended stay of two weeks, this was our second time there and everything was perfect. It was a 1-50 year snow event this year but very responsive to clear snow. They are lovely caring people that love sharing their home. Quiet neighborhood and strongly recommend your stay in Barrie.

New Cosy and Clean apartment with private entrance
We had a great stay at Terry’s place, it was exactly as described and the location worked well for us. There were some drinks in the fridge and some snacks left on the counter which we thought was a nice touch, also the bed was very comfortable. Terry provided clear instructions for us and was a pleasure to communicate with. We would definitely return if we are ever in the area again.

Executive residential place with NETFLIX
Very clean and comfortable. My daughter and I went for a mini vacation. Some time spent at events and some time spent relaxing at the house, watching movies! As mentioned in the ad, it is a basement apartment with a couple living upstairs so normal amount of noise is heard through floors but not disruptive. Very comfy beds and blankets. Will definitely stay again!
Kid-friendly condo rentals

Lovely 3 Bedroom Condo with Stunning View and Pool
We have a wonderful time at Sabine's place, which was an ideal space in every way. It was beautiful, well laid out, and had everything we needed. Sabine was very responsive and accommodating. We would gladly go back when we are next at Blue Mountain.

2BR Getaway at Friday Harbour All Season Resort
Brilliant location for the harbour everything in walkable distance, clean and well stocked kitchen . Responsive host would recommend.

Large, luxury, upper floor condo, steps to Village
Excellent place by a fantastic host. The place was clean, well located and has everything you would need such as kitchen utensils, games + TV, and plenty of clean quality towels. Ulana and Amir were also very friendly and responsive. We enjoyed our stay a lot.

Stylish & Spacious 2 Bdrm/2 bths/2 balc Condo Loft
Rosa’s was exactly as advertised. It was lovely and quiet and perfect for our trip to collingwood with our dog. We would definitely stay again!

Stylish getaway condo, resort living
very clean place, has everything you need for a great getaway. Ron is an amazing, always available host!

Friday Harbor Upscale 1Bed+Sofabed+Pool Option
Kevin was a responsive and friendly host, and his place is clean and comfortable and very close to Friday Harbour. We loved the balcony for breakfast and coffee, and the condo itself was full of friendly folks. We can't wait to go back sometime!

Beautiful Condo, 2 Bedrooms and a Den in a Resort!
Shahed's place at Friday Harbour is beautiful and well appointed. He gave very clear instructions for entry and parking, including photos. The condo was clean and had all the amenities needed, even extra charging cables for devices! The space was comfortable and uncluttered. Shahed was great at communicating and always responded quickly to any questions. Friday Harbour has activities and restaurants available on weekends in the winter and is a fun engaging place by the harbour in the spring, summer and early fall. We were there in the early part of the week in February so the harbourfront was quiet but still nice for a stroll. We spent time in both Barrie (20 minutes away) and Orillia (about 50 minutes away).

2 Bedroom, 2 Level Condo on Blue Mountain!
It was the best location in the village, and it was quiet and the sound of the stream was friendly. If you are skiing during the ski season, it would be very convenient because the bottom of the slope and the entrance to the building are in contact. The interior was clean and well-organized. Thanks, Richard.
Quick stats about vacation rentals that are kid-friendly in Midland
Total rentals
50 properties
Nightly prices starting at
ﺩ.ﺇ147 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
- Horseshoe Resort
- Mount St. Louis Moonstone
- Snow Valley Ski Resort
- Port Carling Golf & Country Club
- Osler Bluff Ski Club
- Georgian Bay Islands National Park
- Beaver Valley Ski Club
- Muskoka Lakes Golf and Country Club
- Devil's Glen Country Club
- Lake Joseph Golf Club
- Muskoka Bay Resort
- Alpine Ski Club
- South Muskoka Curling and Golf Club
- Toronto Ski Club
- Rocky Crest Golf Club
- The Georgian Peaks Club
- National Pines Golf Club
- Shanty Bay Golf Club
- Muskoka Highlands Golf Links
- Windermere Golf & Country Club
- The Georgian Bay Club
- Craigleith Ski Club
- Barrie Country Club