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.

The Hen House

The wonderfully remodeled home based on 55 acres overlooking mature trees and a large pond. The house has 3 bedrooms and 1 1/2 baths. Laundry is available to use as well. Kitchen is fully stocked for your cooking enjoyment and a gas grill is offered as well to use. This house is perfect for families, small groups, or business trips. Situated just 20 minutes from Des Moines airport, and 25 minutes from downtown Des Moines, you will be able to experience the quiet and beautiful scenery to enjoy.

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.

*Winter Getaway* 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.

King Bed, Pet Friendly, Main Floor, Walk Downtown

Welcome to our one-bedroom apartment in the quaint town of Chariton. Perfect for couples, solo adventurers, or business travelers, this cozy space seamlessly blends modern comfort with the timeless charm of a historic building. Located just two blocks from the town's charming historic square, you'll have easy access to local shops, restaurants, and more. Whether you're here to explore or unwind, you’ll love the peaceful vibe of our apartment. Pet-friendly—bring your dog along for a fee. 🐶

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.

Cottage getaway; perfect for some relaxation

Come stay in this lovely mid-century modern cottage located between Norwalk and Indianola and just 30 minutes south of Des Moines, 15 minutes south of the DSM airport. Enjoy a full kitchen with an open layout and large living space, private bedroom with a queen-sized bed, large walk-in closet, and full bath. Coffee, tea, and breakfast pastries included. Beautiful views in every direction; come enjoy some downtime in this relaxing getaway. Check out our IG page! @olio_farm

The Country Oasis

The Country Oasis is the ideal destination for those seeking a serene retreat or a rejuvenating escape. This delightful 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. Come and enjoy the best of country living in southwest Iowa!

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.

Kim's Kottage on the RRVT, in Minburn, IA.

This home is perfect for the Cycling Enthusiast, a couple, family or small group of friends. This fully furnished cozy 2 bedroom home is sure to please. Located 1 block from the Raccoon River Valley Bike Trail (75 mile paved loop), 15 minutes from I-80 and 30/40 minutes from the State's Capital City of Des Moines, Minburn is the "Small Town with a Big Heart". There are two City Parks, an outdoor historical roller skating rink & 2 Rest/Bars.

Palmers Hideaway

Our smaller unit is like a hotel room. It has a queen size bed and a sleeper sofa. You have your own small kitchen. A patio in the front that over looks the back yard and the burn pit. The small bathroom has a fabulous shower and plenty of hot water. Stocked with fluffy towels and comfy bedding this place is truly a hideaway. The kitchenette has a microwave, nice slice fridge and plenty of other kitchen utensils and dishes.

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.