Vacation rentals in Osceola

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Top-rated vacation rentals in Osceola

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Guest favorite
A view of a spacious basement apartment overlooking a pond, set against a backdrop of green grass and a clear blue sky. A playset is visible beside the water, and a fence encloses a grassy area for added privacy.
Guest suite in Weldon
4.86 out of 5 average rating, 37 reviews

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.

Top guest favorite
The exterior of the house is visible, featuring light-colored siding and traditional shutters on the windows. A charming old wagon wheel is positioned in the foreground, alongside a leafy tree. The inviting front steps lead to the entrance of the home.
Home in Indianola
4.99 out of 5 average rating, 192 reviews

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.

Top guest favorite
A tranquil scene along a serene pond features a wooden dock with views of mist rising from the water. A cozy mug and an open notebook rest on a wooden surface nearby, inviting relaxation and reflection in a picturesque natural setting.
Tiny home in Norwalk
4.99 out of 5 average rating, 135 reviews

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.

Guest favorite
An open-concept living area features a cozy dining table with four chairs, complemented by a floral-patterned refrigerator. Two comfortable armchairs are positioned near a light-colored rug, while natural light illuminates the wood-tone cabinets and kitchen space in the background.
Home in Des Moines
4.84 out of 5 average rating, 133 reviews

Effortless Landing near Airport

Welcome to the Effortless Landing! Our super clean and comfy, Boho style retreat. Private keyless entry with off street parking. Enjoy a queen bed, additional pull out queen bed in couch, local coffee, & all the amenities like fiber wifi, TV, linens, full kitchen, & laundry. Add that to the wonderful surroundings of the city of Des Moines, in a quiet, centrally located neighborhood. Conveniently located 4 minutes from the Des Moines International Airport, & 7 minutes to Downtown Des Moines!

Top guest favorite
A quaint cottage features a covered porch with white rocking chairs and a red chair, surrounded by lush green foliage. The wooden deck is complemented by straw bales and a barbecue grill. The front door is framed by a simple sign, adding charm to the rustic setting.
Farm stay in Lacona
4.89 out of 5 average rating, 75 reviews

Mulberry Cottage Farm-Stay

Take it easy at this unique and tranquil getaway as you enjoy your favorite beverage while rocking on the front porch. Our sunsets are stellar and you will enjoy a pond view and hear the sounds of cattle in the pasture. For a rustic, glamping experience build a fire in the fire pit and have a hot dog roast with s’mores. Your quaint cottage will have farm fresh eggs, sour dough bread and mulberry preserves for breakfast. Enjoy birdwatching, fishing at the pond or help with the farm chores.

Top guest favorite
The exterior of a welcoming house is presented, featuring a covered porch with seating. A large front door is visible, along with a second-floor window above the porch. Lush green grass surrounds the home, framed by trees in the background.
Apartment in Winterset
4.94 out of 5 average rating, 373 reviews

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.

Guest favorite
The image displays a red cabin nestled among green trees and vibrant flowers. A small stone bench is positioned in the yard, providing a peaceful space to enjoy the surroundings. The exterior features large windows and a porch area leading to the entrance.
Cabin in Saint Charles
4.86 out of 5 average rating, 78 reviews

Country peace

cabin was built for us to live in while our house was being planned and built. cabin is on 5.9 acres. out door tent area with fire pit. BBQ grill and park style grill with picnic table and yard swing. lots of room for walking and watching deer. Central Air and space for parking . cabin has a storm shelter. We are within 5 miles of one of the covered bridges of Madison county. Other covered bridges are close. Other sites, under ground railway house. John Wayne childhood home.

Top guest favorite
An outdoor space features a saltwater spa adjacent to a circular seating area with Adirondack chairs gathered around a fire pit. Lush grass surrounds the area, and trees frame the view, creating a peaceful retreat in the countryside.
Home in Afton
4.99 out of 5 average rating, 148 reviews

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.

Guest favorite
A spacious living area features large windows allowing natural light to fill the room. Two dark leather sofas and a light-colored couch are arranged around a wooden coffee table. A flat-screen television and a decorative rug enhance the inviting atmosphere.
Loft in Chariton
4.89 out of 5 average rating, 255 reviews

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.

Guest favorite
The exterior of a single-story house is visible, featuring a well-maintained lawn and a paved driveway leading to an attached garage. The front porch is adorned with a railing, and a mix of trees and shrubs frames the property, creating a pleasant neighborhood ambiance.
Home in Creston
4.83 out of 5 average rating, 168 reviews

House in Creston

Relax with the whole family in this cute cozy house. The house sits on a large corner lot in a quiet neighborhood. 3 bedrooms, 1 king and 3 single beds. Even a toy room for the little ones. Relax in one of the 4 recliners and watch a movie on the big screen tv. Plenty of room to park the boats, electric for charging available and a fish cleaning table is available. Perfect place for your hunting or fishing trip. Pets welcome

Top guest favorite
A bright living room features a vivid blue couch and two green accent chairs surrounding a wooden coffee table. Shelves display various decorative items, and a flat-screen television is mounted on the wall. Natural light enters through a window adorned with textured curtains.
Bungalow in Des Moines
4.97 out of 5 average rating, 527 reviews

Etta’s Place - private 1b/1b - MidCentury Modern

We love our neighborhood and are excited to share it with you! We have partnered with local restaurants, bars, coffee shops, boutiques, & tea shops to offer exclusive discounts to guests of “Etta’s Place.” It’s our hope that this Airbnb allows you to enjoy the wonderful Ingersoll District. Des Moines is a great place to visit, lots of outdoor activities, amazing food, and unique experiences around every corner!

Top guest favorite
A covered outdoor seating area features four wooden Adirondack chairs positioned around a small table. The space is surrounded by greenery and has decorative elements such as hanging planters. Soft lighting can be seen strung above, creating a cozy atmosphere.
Home in Decatur
4.97 out of 5 average rating, 111 reviews

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.

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