
Family-friendly vacation rentals in Midland
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Top-rated family-friendly rentals in Midland
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Popular amenities for Midland family-friendly rentals
Family-friendly home rentals with a hot tub

Trenanthia "Cahoots" Cottage: HotTub,Sauna,GamesRm
Christine and Rebecca were amazing hosts!! The cottage was super clean, and had everything we needed. This cottage was also super fun for a big group, we played lots of volleyball, went out in the canoes, and did hot cold dips from the lake to the sauna. Amazing place, would totally go again :)

Georgian Bay Cottage - 100 Acres & Private Beach
We had a great time at Patrick’s cottage, the location is great, within walking distance from the beach, it’s exactly as described, very clean and comfortable. Highly recommended.

Chalet At Blue - Private chalet with hot tub
This place was perfect for a blue mountain get away. We had 8 adults stay here for a ski trip and we all were comfortable and had a wonderful time. The kitchen is well stoked so we were able to make large communal meals with no issues. I'll definitely look into coming back next year.

Lake Simcoe-3bdr,hot tub,sauna,swim,play,hike
Nice home in a quiet and safe feeling neighbourhood. Easy to find and access. Big back yard for kids and dog (although not fully fenced, which was fine as we brought our own leash). We arrived from out of province (via flying) and were surprised to find the beds already made with the necessary linens (we had packed our own via suitcase as per the ad details). But we appreciated the kind gesture had we somehow failed to bring our own! The kitchen is updated (so different from pictures) but still has all the appliances and cooking items a family would need for their stay. Lots of stores (grocery, banks, restaurants, Canadian Tire etc) are within a 10 min drive or less, making “going into town” to grab stuff a breeze. Plus having access to a hot tub, sauna and BBQ are a very nice treat :) We had a very comfortable stay and appreciated Tamila’s prompt responses for any questions we had. Would happily stay again!

🍺"Margaritaville" Big Space, Lots of fun+Hot Tub
We had an amazing time at this place! It was exactly what our group of seven was looking for. Victor was communicating everything we needed to know in advance, which was great!

Walk to the village at Blue - Regal
Sara’s place was absolutely spectacular! Every little detail was thoughtfully considered, making it perfect for a big group or family. From an abundance of towels, blankets, and dishes to a well-stocked kitchen with spices—you name it, they had it! Our family frequently rents large homes, and it's usually hard to please everyone, but this time, not a single person had any complaints—only praise for how much they enjoyed the stay. The amenities were top-notch! We made great use of the sauna, red light bathrooms, and hot tub. Plus, the home offered plenty of gathering spaces for both adults and kids to relax and enjoy. It was truly a comfortable and welcoming experience. We would absolutely stay here again and highly recommend it to anyone looking for a well-equipped, thoughtfully designed getaway!

Rustic Spanish Chalet inthe Heart of Nature/hottub
Our host was very respectful, responsive, and helpful throughout our stay. The cottage was well-equipped with everything we needed and offered great amenities. The location was also convenient and pleasant. Overall, we had a wonderful time here and would definitely recommend this place to others!

Cozy Sleep 10 ,Hot Tub & BBQ, Steps to Blue Mtn
Greg and meagan are extremely great host they helped with couple things during my stay as the bathroom door was staying open they came right away to service , i told them toaster was broken they went to buy a brand new one and replaced it right away, also prompt with stove problem we had There are quick responsive at any time of the day The home was very clean and neat washrooms were very nice Loved the indoor hotub could use it at anytime !! Close walking distance to the village nice for a walk on a nice day Bbq was very clean and ready for use Overall my stay there with my family was great and i definitely would stay here again Thank you guys for everything
Family- and pet-friendly home rentals

The Leonard Cottage, Muskoka
Devon’s place was absolutely amazing. Located right by the lake with everything you would want to do in the boathouse. One of the few places that has two bathrooms by the lake. Interior was also super clean, we really enjoyed our stay and would recommend to anyone considering a peaceful cottage weekend !

Stunning Log Cottage on an Island in Muskoka
My family was visiting from Ireland, and we wanted to give them a taste of cottage life. This Airbnb went beyond what we could have hoped for. I don't think the pictures do it justice. The island was private, beautifully designed, and spacious enough for six of us to feel comfortable and relaxed throughout our stay. It felt like a home away from home. We spent our days fishing, canoeing, reading, eating well, and soaking in the stunning grounds and beautiful home. As to be expected with any cottage, bring bug spray for the black flies and mosquitos—especially if you're visiting in the warmer months. Stephen was a fantastic host: helpful and easy to communicate with. I'd love to make staying here a yearly tradition :)

3 Bdrm Family Cottage Private Beach, Thunder Beach
We absolutely loved the cottage it was perfect for our week at the beach. The beach itself was just steps away and was absolutely beautiful with calm,clear water and friendly neighbours. There is a strong sense of community in the area. We really loved the outdoor shower which was a family favourite. We will defiantly come back to this cottage again and again if we can.

The Beach House Licence#: STRTT-2024-028
Place was nice amd cosy for our family break in winter. Great toys collectiom for 2 years old, good books collection for older kids. Only downside was that it didn't have microwave which was tricky with 2 yr old especially when trying to warm up milk quickly. TV could have been bigger fpr the space but it was still good enough. Ian was very helpful and responsove during our stay, he got snow cleaned promptly during our stay.

Cozy & Upgraded 3BR Blue Mountain Chalet
This place was a home away from home which was close to the hill we could walk with skis. The fireplace was clean and easy yo use. Great family getaway with lots of room to gather. Love it would book again.

Entire House w/ Games Room- by Beaches & Downtown
Great place, will stay again

Beautiful 6 BEDROOM Muskoka Cottage
Our stay here was fantastic. The house is big with plenty of rooms for a big group. It was clean and orderly. There is a beautiful dock with a canoe, kayak and life jackets. Our host Fred was very kind and accommodating. I would recommend this to anyone looking a cottage getaway.

Designer Condo with beautiful harbour view.
Condo was beautiful, relaxing and everything was walkable. Will definitely be back!
Family-friendly home rentals with a pool

The Snowbridge Lookout on Monterra Golf Course
We had a wonderful stay at this Airbnb! The place was very comfortable, spotlessly clean, and the temperature inside was just perfect. We really enjoyed our time here and felt right at home. The only small downside was that the Wi-Fi was a bit slow, but everything else was great. We would definitely love to come back. Highly recommended!

Luxury Vacation Home at Blue Mountain Village
This was a beautiful place with great views, only a 5 minute walk away from the village. It was clean with an organized bathroom and kitchen amenities. We weren’t missing anything. There was a nice fireplace with a lot of board games. Super cozy, and a great place to take photos. You also had access to a shared hot tub. Sometimes other people got rowdy at the hot tub, but that is to be expected. Overall this is a great place for families or get togethers for skiers and people that like great restaurants and social events. Thanks, Adam!

3BR Sierra Scandi Chic - Closest to Village
Very clean place, excellent location next to the village and at a great price recommend for blue mountain stays

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.

Stunning Mountain Views- WalkTo Blue, Pool, HotTub
Enjoyed our family stay with a toddler. Have everything we needed, and easy to access Village area with food + activities.

Your Peaceful Santuary in Nature
Would highly recommend! A very spacious spot with lots of activities and lovely surroundings. The place is very cozy with the wood burning stove and plethora of candles. Annette was very pleasant, responsive and accommodating! We had a great time playing with her dogs in the snow. We will be back!

Private condo getaway at base of Blue Mountain
We stayed here over the long weekend and absolutely loved it! The place was gorgeous—cozy, clean, and the view of the mountains from the Airbnb was stunning. The beach just two minutes down the road was also beautiful and made the stay even better. We’ll definitely be booking this place again whenever we return to Blue Mountain!

Great kitchen, comfy beds, games, walk 2 village +
Jason and Tanya saved our trip after the first Airbnb we checked into was dirty and had mice! They had a last minute cancellation and allowed us to check in right away! They were super helpful in getting us moved over to their place. When we got inside it was beyond clean and comfortable. The kitchen was the best of any airbnb I've stayed in with spotless dishes and useable pots/pans and appliances. The unit is spacious and the beds & linens were extremely comfortable. A million thanks for saving our trip for us! Would highly recommend to anyone.
Quick stats about vacation rentals that are family-friendly in Midland
Total rentals
140 properties
Nightly prices starting at
ﺩ.ﺇ147 before taxes and fees
Total number of reviews
5.5K reviews
Pet-friendly rentals
70 properties allow pets
Rentals with a pool
20 properties have a pool
Rentals with dedicated workspaces
90 properties have a dedicated workspace
Destinations to explore
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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
- Rocky Crest Golf Club
- Alpine Ski 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
- Heritage Hills Golf Club