Kid-friendly vacation rentals in Midland

Find and book unique kid-friendly rentals on Airbnb

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Popular amenities for Midland kid-friendly rentals

Kid-friendly house rentals

Guest favorite
Home in Wasaga Beach
4.89 out of 5 average rating, 109 reviews

20 min from Blue Mountain -Relax & Enjoy Winter

TawnyaRating, 5 stars1 month ago
Such a great place to stay after skiing at Blue Mountain! Definitely recommend.
Superhost
Home in Wasaga Beach
5 out of 5 average rating, 6 reviews

Modern Cozy and Specious cottage

JudyRating, 5 stars2 months ago
Very nice place. Newly built, lots of space.
Guest favorite
Home in Port McNicoll
4.82 out of 5 average rating, 17 reviews

Cozy Cottage with Private Beach Access

SteveRating, 5 stars1 month ago
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.
Guest favorite
Home in Kirkfield
4.93 out of 5 average rating, 30 reviews

The Hickey Hide-Away

VivianRating, 5 stars8 months ago
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!
Top guest favorite
Home in Innisfil
5 out of 5 average rating, 27 reviews

Simcoe Retreat

KellyRating, 5 stars2 days ago
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!
Top guest favorite
Home in Port McNicoll
5 out of 5 average rating, 19 reviews

Steps From Ice Fishing and Snowmobile Trails!

EmilyRating, 5 stars1 month ago
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.
Superhost
Home in Orillia
4.83 out of 5 average rating, 252 reviews

Waterfront Cottage Over-the-Water view w fast Wifi

ChandniRating, 5 stars1 month ago
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
Superhost
Home in Collingwood
4.91 out of 5 average rating, 23 reviews

Happy Valley Ski Golf Spa Relax

AshleighRating, 5 stars3 weeks ago
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

Guest favorite
Apartment in Gilford
4.89 out of 5 average rating, 216 reviews

Lakeside Simcoe Fisher's apartment

MelindaRating, 5 stars1 month ago
Another great stay. Love this place. Clean, comfortable, and the host is fantastic. Looking forward to next time.
Top guest favorite
Apartment in Horning's Mills
4.95 out of 5 average rating, 286 reviews

Beautiful Riverside Country Apartment

JordanRating, 5 stars2 months ago
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.
Guest favorite
Apartment in Barrie
4.92 out of 5 average rating, 91 reviews

Renovated Basement Apartment!

FabiolaRating, 5 stars1 month ago
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!
Guest favorite
Apartment in Bala
4.88 out of 5 average rating, 281 reviews

Inn on Elm Bala

OZRating, 5 stars2 months ago
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.
Top guest favorite
Apartment in Collingwood
4.95 out of 5 average rating, 21 reviews

Stylish Private Suite

FranRating, 5 stars2 weeks ago
Really enjoyed Blake’s house, so cute!! Blake was easy to communicate with. Would definitely stay there again.
Guest favorite
Apartment in Barrie
4.87 out of 5 average rating, 23 reviews

Clean and cozy walkout basement

RonRating, 5 stars1 month ago
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.
Guest favorite
Apartment in Holland Landing
4.95 out of 5 average rating, 20 reviews

New Cosy and Clean apartment with private entrance

PeterRating, 5 stars1 month ago
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.
Guest favorite
Apartment in Barrie
4.86 out of 5 average rating, 350 reviews

Executive residential place with NETFLIX

KarianneRating, 5 stars2 months ago
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

Guest favorite
Condo in The Blue Mountains
4.98 out of 5 average rating, 151 reviews

Lovely 3 Bedroom Condo with Stunning View and Pool

SusanRating, 5 stars1 month ago
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.
Superhost
Condo in Innisfil
4.87 out of 5 average rating, 222 reviews

2BR Getaway at Friday Harbour All Season Resort

JohnRating, 5 stars2 weeks ago
Brilliant location for the harbour everything in walkable distance, clean and well stocked kitchen . Responsive host would recommend.
Guest favorite
Condo in The Blue Mountains
4.85 out of 5 average rating, 141 reviews

Large, luxury, upper floor condo, steps to Village

MatthewRating, 5 stars4 months ago
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.
Superhost
Condo in The Blue Mountains
4.86 out of 5 average rating, 244 reviews

Stylish & Spacious 2 Bdrm/2 bths/2 balc Condo Loft

JillRating, 5 stars6 days ago
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!
Top guest favorite
Condo in Innisfil
4.97 out of 5 average rating, 164 reviews

Stylish getaway condo, resort living

DanielleRating, 5 stars2 months ago
very clean place, has everything you need for a great getaway. Ron is an amazing, always available host!
Guest favorite
Condo in Innisfil
4.89 out of 5 average rating, 139 reviews

Friday Harbor Upscale 1Bed+Sofabed+Pool Option

DaveRating, 5 stars6 months ago
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!
Superhost
Condo in Innisfil
4.91 out of 5 average rating, 139 reviews

Beautiful Condo, 2 Bedrooms and a Den in a Resort!

LoriRating, 5 stars1 month ago
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).
Guest favorite
Condo in Blue Mountains
4.92 out of 5 average rating, 339 reviews

2 Bedroom, 2 Level Condo on Blue Mountain!

JamesRating, 5 stars1 day ago
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

Destinations to explore

  1. Airbnb
  2. Canada
  3. Ontario
  4. Simcoe County
  5. Midland
  6. Kid-friendly rentals