Holiday rentals in Osceola

Raccoon River Retreats

Come & experience the magic of this unique getaway,where the warmth of a renovated 1900's home meets the natural wonders of the Raccoon River. 30min from DSM,Ia.Whether you enjoy an adventure on the river of kayaking, paddle boarding, fishing,a peaceful moment along the biking trails,cozy up with a cup of coffee by the fireplace or a fire in the outdoor fire pit,our retreat has an idyllic setting to create lasting memories.A scenic landmark, local restaurant,Dairy shop & Dollar General are near

Tranquil Cabin Retreat Near Des Moines

Welcome to Timberlandia! Just south of the Metro, at the border of Madison & Warren counties in the Middle River Valley, the cabin is on 2 acres of shaded lawns with plenty of exploring options on 18 acres of wooded paths & walking trails. Timberlandia is a secluded tranquil getaway, but only 15 minutes from the Airport, 20 minutes from West Des Moines Jordan Creek, and 25 minutes from downtown. Our cabin is great for romantic getaways, family gatherings, festivals, retreats & wedding stays.

Charming Waterfront Tiny House & Sauna

The true definition of rest & relaxation, this unique tiny house is situated on a three-acre pond suitable for catch and release fishing, kayaking, or stand up paddle boarding. Bring your gear and leave your worries behind. Built with special touches and details including stained glass windows and intricate woodwork, this tiny home boasts warmth throughout. Wake up to bird songs and coffee with the sunrise. After a day of fun, take a soak in the wood-burning sauna and relax by the campfire.

The Suite Iowa Life

THE BEST VALUE IN WINTERSET Don’t spend your money on an impersonal hotel when you can stay at our “home away from home!”! This Suite is located on the main level of our home where we live and work. It is a PRIVATE, FULLY EQUIPPED APARTMENT, UNSHARED SPACE. Separate entrance. Pets allowed. Access to yard and beautiful country views. * NEW MATTRESS * November 2023 Large backyard, grill, fire pit, close to town & centrally located amongst the six bridges. PLEASE READ FULL DESCRIPTION.

The Hobbit Hut

A-Frame cabin blends rustic charm with cozy comforts, offering a retreat for outdoor enthusiasts or those seeking a peaceful hideaway. Whether you're here for adventure, relaxation, or to reconnect with nature, we offer a one-of-a-kind experience that's both private and comfortable with easy access to Little River Lake and hunting grounds, making it the perfect base camp for your outdoor pursuits. "You can stay home and be comfortable, or you can step outside and have an adventure.

Haven Creek Ranch

Escape to this peaceful, charming 100-year-old farmhouse nestled near 1,000+ acres of public hunting land. Enjoy private hiking trails, quiet country nights, and rustic charm in every corner. Perfect for hunters, hikers, families, or anyone craving a break from city life. Unplug, unwind, and reconnect with nature in this serene, secluded retreat. Full of warmth and character—an authentic country escape. The home features 3 bedrooms, 1 bath, and comfortably sleeps up to 8 guests.

The Country Oasis

Welcome to your perfect retreat—where comfort, style, and thoughtful details come together. The Country Oasis offers beautifully designed spaces to relax, recharge, and connect. This inviting vacation rental features 2 bedrooms and 2 bathrooms, making it perfect for your next getaway. With modern amenities and comforts such as a hot tub, fireplace, and various gathering spaces both indoors and out, The Country Oasis guarantees a memorable experience with friends and family.

Charming Home in Indianola

Discover comfort in our newly remodeled 3-bedroom home in the heart of Indianola, Iowa. This charming space boasts modern amenities and stylish decor, providing a cozy retreat for your stay. Enjoy a fully equipped kitchen, spacious living areas, and a modern bathroom. Perfect for families or groups, our home offers a blend of convenience and warmth. Explore nearby attractions or simply relax in our inviting space. Your home away from home awaits in Indianola!

Braden Place

Located on the North side of the Chariton square. Large windows looking towards the courthouse. Light and airy decor. Iron Horse restaurant for lunch or supper along with our friendly Mexican restaurant and The Porch coffee shop, and several more all within walking distance. Vision II movie theater is only 3 blocks away with first-run movies. Southern Iowa charm surrounds you in this pristine historical setting. Be our guest at Braden Place.

The Cozy Cottage

We are located 2 miles off I 35 in Decatur City. 10 minutes from Graceland College in Lamoni. 10 minutes from Little River Lake and have parking for boats and outdoor outlet available for charging boat batteries. We love cozy uncluttered spaces to rent and our goal for this Airbnb was to create that for our guests. We offer complimentary bottled water, coffee, tea ,snacks and toiletries.

Bison Ranch Cabin

Stay on a BISON FARM! At the Tatanka Ranch you will experience the beauty of the countryside with breathtaking views of the majestic bison. Enjoy a fully equipt kitchen to cook and dine-in. There is Wifi available. The patio looks out onto the timber and bison farm. There are no steps to enter the AirBnB and the doorways are wide. Easy access. Flex space for office.

Relaxing pond house nestled in nature

A comfy cozy pond house is waiting for you to kick back and relax . Water,nature , and farm fields surround this peaceful oasis . Catch up on movies, read a book,sip your coffee and watch the geese land on the water , cast your fishing line and watch the bass do a dance, paddle around the pond in the paddle boat, take a walk , you won’t be bored!