
Kid-friendly holiday rentals in Osceola County
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Top-rated family-friendly rentals in Osceola County
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Popular amenities for Osceola County family-friendly rentals
Kid-friendly house rentals

Pet friendly modern lakeside cottage
Reggie’s cottage was the very epitome of peaceful and relaxing. It was very clean, comfortable and charming. The host was extremely attentive to answering questions promptly.The cottage was exactly as described online. We couldn’t have asked for a better place!

Lake House with Dock, Sandy Beach & Wooded Trails!
Beautiful property! Enough space for the whole family and it was very clean too. Laurie was very responsive and helpful. We would love to be back in the future!

Log Home at private fishing Lake
This is lovely place that is great for children. Our families had wonderful time, and great reading materials are available too.

Paradise on the Peninsula with sauna
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!

Muskegon River House - Private
Beautiful view of the river and very quiet. Host was very responsive, perfect getaway

Modern Hersey Tiny Home w/ Private Hot Tub!
If you want a tranquil getaway, look no further. It was serene and peaceful. Night time hot tubbing was my favorite. Very private. The house was spotless and had everything you needed. It was the perfect getaway ❤️

Woodland Rental
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 !

Perfect Summer Location on the Muskegon River
Pam was very responsive and helpful with any question I had. The cabin was great and our kids loved fishing in the river and having a fire every night.
Family-friendly apartment rentals

Perfect downtown location!
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!

Charming 1Bed Near CMU & Soaring Eagle Casino
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.

Main Level 2-bedroom apartment
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.

Grem's Gems Cottage Apartment
An absolutely beautiful space and amazing hosts. I had the perfect stay with Monica and Gary, they were so friendly and helpful. The apartment is the cleanest rental I have ever stayed in by far, the view from the balcony is beautiful and the lake access is beautiful with a large sandy beach. I will definitely be staying here again when I visit lake city. Also, very comfy beds and a quiet peaceful neighborhood. Highly recommend.

Bluegill Bungalow
Juli Lynne's place is very comfortable, very livable, very clean, and right next to a wonderful county park where you can take a nice walk. Juli Lynne was very nice, very communicative and made sure we were satisfied with everything, and we were. It was a great place for a weekend getaway!

The Upstairs
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!

Upstairs Deluxe Apt-Newly Renovated
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!!

Friends & Family
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.
Family-friendly apartment rentals

The Lodge - 1A
Great place! Clean and close to everything. Good communication and great accommodations!

Lakeside Retreat, Hot Tub, 5 Beds, Beach Access
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.

The Lodge - 1D
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.

Lake City Landings Unit 5
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.

The Lodge - 1C
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!!

Sleeps 8, Pool & Hot Tub, Family Friendly
The condo was a home away from home.

The Retreat - 2D
Perfect little condo in the woods. Everything was super clean. Beds and pillows are amazing. Fantastic views.

The Retreat - 2C
Awesome! Jessica’s place was very clean and easy to find/check in. Would recommend 👍🏼
Destinations to explore
- Rentals with a patio Osceola County
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- Rentals with outdoor seating Osceola County
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