Kid-friendly holiday rentals in Osceola County

Wonderful place to take the family and relax for Father's Day. This was one of the best Father's Day we were able to spend together as a family.

We had a blast at Laurie's place! Even on rainy days, there was so much to do. We appreciated the cleanliness of the house, the board games, the Wii, the fully stocked kitchen, and the clean beach area for fishing and swimming. We visited Cadillac numerous times and appreciated the hospitality in the town. Thanks for a great stay, Laurie!

This is lovely place that is great for children. Our families had wonderful time, and great reading materials are available too.

This was our second time staying here, and we were just as happy as the first time. The place has such a cozy, welcoming vibe and everything was super clean and well taken care of, just like we remembered. The new sauna was an awesome surprise and definitely one of my favorite additions. We had a great time again and it really feels like a home away from home for us now. Big thanks to Cassandra for another wonderful stay, we’ll definitely be back!

This is the second time we have stayed at Ryan's house. It is quiet, clean and comfortable. My family had a lot of catching up to do and it provided the perfect setting for the six of us to visit. The river is great and in spite of no air conditioning, the home remained cool.

Great hideaway in central Michigan - wooded, secluded, scenic, and serene! This is a wonderful gem for anybody looking to disconnect for a few days and enjoy some peace and quiet.

This is a very cute place just like in the pictures, has everything you need to get away from the hustle and bustle. Nice walk to the River - make sure to bring bug spray! The only thing was no Internet/Wifi (noted on the site, I missed it) but the Hot spot works just fine and really good while out here even if you work everyday I have had no issues at all with my internet with my Wifi HotSpot. Nice and quiet !

Jessica was very friendly and responsive. the home was beautiful inside and out and she thought of every little detail. Highly recommend 💜

What an adorable stay! I especially appreciated the decor in both bedrooms. Very well appointed (along with the exposed brick) and they thought of all the things to make it feel welcoming. Bed was very comfortable, lovely towels and linens, comfortable living room furniture to relax. It's in a perfect downtown location also. Walkable to all sorts of restaurants and coffee shops. Aaron was very communicative and helpful also! Definitely recommend!

There were a couple of things that we didnt like, but out of the host control. Host, was extremely helpful, and responsive within mins. The place was quaint, felt right at home. Bed was very comfortable. Very convenient to everything. if we are travelering this way again. We will stay here. very pleased.

The space was immaculate. It looked recently painted and fresh. The staff were extremely responsive. My phone can't support the upgrade to airbnb and they helped me work around that issue.

A real "Gem" as the name says. We had a very nice time and the host and hostess went above and beyond to make us feel right at home. From check-in to the hugs at check-out, Monica made our stay very enjoyable. We would highly recommend staying at Grem's Gems cottage. We were sad to leave, felt like we were leaving our own family.

We had a great time staying at Juli and Corky’s place! Everything was so nice and the amenities were well thought out and very thoughtful! And Juli was great to talk to and super helpful and very pleasant. If I’m up here again I will definitely check availability of their homes!

Karen was an amazing host! Check in was extremely easy and the place was easy to find! Both Karen and Mark were so so friendly! My mom and I thoroughly enjoyed wandering through Karen's shop downstairs all while chatting with Karen the whole time. We felt like we've known her for years! She was so helpful while I was trying to find the perfect gift in her shop. The space we stayed in was perfect! It was cozy, comfortable and clean! The black out curtains were welcomed, as were the A/C's and fan! The furniture was comfortable and everything we needed for the weekend. Highly recommend to anyone, and we will definitely be back in the event we come back to that area. Zero complaints!

I spoke with Nancy when reserving my stay and she was fantastic- accommodating, responded very fast, and she was kind and friendly. The listing was just as it was described. It was clean and very comfortable. Minutes away from Soaring Eagle and CMU, lots of restaurants within driving distance. Would definitely stay again!!

Great lodging option in an area where there aren’t a ton of lodging options… Perfect for anglers fishing in and around the Baldwin, MI area. Clean, cozy, newly renovated, and setup very nicely for fishermen.

The condo was located on beautiful Lake Cadillac, just a few minutes from downtown. It was clean with all the amenities anyone could need. I was able to do laundry, cook dinner and sit out and watch the sunset all from our condo. We had easy access to the lake right out the backdoor, along with a firepit. Right across the road is a volleyball net that the kids loved and they were able to enjoy the pool, as well. We loved the place and would defiantly stay again.

Great place! Clean and close to everything. Good communication and great accommodations!

The home was very clean and well-maintained, which was important for me since I was staying here while on a work trip. The owner is very responsive as well.

The hosts were very accommodating and responded quickly. The place is huge, comfortable and spacious. Our family loved it and we hope to return in the future.

We didn’t actually get to stay at this lovely condo because I accidentally booked the wrong dates! Jessica was quick to respond and was extremely understand. We hope to get to stay here sometime in the future!!

The condo was a home away from home.

Awesome! Jessica’s place was very clean and easy to find/check in. Would recommend 👍🏼

Beautiful space. Comfy beds. Clean, spacious, quiet. A place we would certainly consider again!