Holiday rentals in Osceola

Pond-view Suites

Enjoy the farm atmosphere in Southern Iowa. Bring the whole family to our quiet, spacious, basement apartment overlooking our pond. Relax on the back patio while the kids enjoy the playset and sandbox. Or enjoy a picnic down by the pond with table, fire ring with grille and free firewood. As the sun sets, enjoy the unique night sounds that only come with a pond. Whether you use one bedroom or three, we rent to only one party; the living space and the bathroom is all yours, with private entrance.

Aerie Loft Apartment with view that sleeps 7

This elevated second story apartment has an incredible view of the historic downtown square and courthouse. Bring your group to be in a centralized location near dining/bars , shopping, museums, and a movie theatre. Accommodations for a group of seven is ideal for getaways or special occasions. The unique relief art sculpture of a tree and eagles will captivate you. A full kitchen with all the essentials. 6 beds and spacious 3/4 bath and a second 3/4 bath opened for 5 or more guests.

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.

Scenic Country Getaway

Beautiful country setting located in Southern Iowa and only 5 miles from town. And minutes from Little River Lake if you enjoy fishing, boating or swimming. Hunting in Southern Iowa is a popular past time for many. We have a small cute 2 bedroom home available for you to relax and get out of the city. Leon has a grocery store, Dollar store, Caseys, and a Ice Cream Shop with sandwiches and other food available along with shopping in the back. Then right next door is another little cafe.

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.

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.

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.

Relaxing galaxy bell tent getaway

Come sleep under the stars in this cozy galaxy bell tent. You can enjoy a good nights sleep in the comfortable King bed and stay comfortable with an air conditioner and heater. There is also a fridge for keeping your food fresh. Soak up nature while you hike the trails around Oak Haven Acres, a 32 acre farm in rural Iowa. For your security we have a trail camera at the beginning of the driveway that won’t intrude on your privacy.

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!