Holiday houses in Osceola

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Top-rated holiday rentals in Osceola

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Top Guest favourite
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, 194 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 favourite
The serene river reflects the vibrant colors of the sunset, framed by the silhouettes of trees. The calm water showcases shades of pink and orange, enhancing the natural beauty of the surrounding landscape.
Cabin in Pella
4.92 out of 5 average rating, 119 reviews

Cozy 2 bedroom river cabin with awesome views

Enjoy the beauty of nature from your porch swing on the banks of the Des Moines River. Relax and let go as you watch gulls and eagles soar overhead. Enjoy time together around the campfire as the sun sets over the water. This cozy cabin is the perfect spot to unwind, & reconnect with yourself, your loved ones & nature. Feeling Adventurous? There are abundant recreational activities available at nearby Lake Red Rock. * More traffic on the T-17 bridge in 2025 due to nearby construction.

Top Guest favourite
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, 138 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 favourite
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
4.85 out of 5 average rating, 138 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 favourite
A private patio area is sheltered by a wooden overhang, featuring a comfortable seating arrangement. Decorative lights hang from the ceiling, and a small wind chime adds a subtle decorative touch. Lush greenery surrounds the space, offering a sense of privacy.
Guest suite in Des Moines
4.98 out of 5 average rating, 618 reviews

Cozy, Private Guest Suite & Backyard Oasis

Enjoy a peaceful stay in our private basement suite. You'll love the tall ceilings, natural light, and watching wildlife in our backyard! Private entrance from the back patio, & off-street parking for 1 car. Includes: 1 bedroom with queen bed, bathroom with shower/tub, full kitchen, living room with futon couch, floor mattress, and pack 'n play. Ask for pet policy before booking. If interested in a blocked date, message me (new job=less weekly availability). 10% discount for educators 🏫❤️.

Top Guest favourite
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, 374 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.

Top Guest favourite
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, 149 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.

Top Guest favourite
The rustic exterior of a cottage is showcased, with a wood-paneled facade and a front porch featuring two white chairs. Large windows allow natural light to enter, while an air conditioning unit is seen on the side. Lush greenery surrounds the property, illuminated by soft sunlight.
Cabin in Coon Rapids
4.98 out of 5 average rating, 319 reviews

The Rookery Cottage - Access scenic hiking trails

This rustic cottage is a quiet retreat in the heart of the Middle Raccoon River Valley. Situated on a private acreage within Whiterock Conservancy, guests can easily access 40mi+ of scenic hiking and mountain biking trails, float the nearby river, or enjoy dark sky viewing. A "rookery" is a nesting site for herons, a bird that prefers quiet, undisturbed habitat near water. And so the Rookery Cottage seeks to provide a natural escape from the daily grind.

Top Guest favourite
The exterior of a galaxy bell tent is softly illuminated by string lights, highlighting its unique shape. The surrounding area features a natural landscape, with trees visible in the background, creating a serene nighttime setting.
Tent in Perry
4.95 out of 5 average rating, 224 reviews

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.

Top Guest favourite
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, 114 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.

Top Guest favourite
A light-filled kitchen features open shelving adorned with colorful glassware and decorative items. A modern refrigerator and pink microwave complement the white cabinetry. A central island with bar stools offers seating, while a floral arrangement adds a touch of charm.
Apartment in Stuart
4.99 out of 5 average rating, 157 reviews

The 1894 by Doe A Deer | 2 br, 1 bath apartment

Welcome to The 1894 by Doe A Deer - a newly renovated 2 bedroom spacious apartment located in historic downtown Stuart! Enjoy restaurants, boutiques and coffee just steps from the front door. Relax and enjoy the view from your new favorite small town spot. Perfect for getting ready with your wedding party, families, girls trips, anniversaries & more! We can’t wait to host you!

Guest favourite
A group of bison stands in a grassy field, with several individuals facing the camera. The landscape is open, showcasing a natural pasture environment under a cloudy sky. The bison exhibit their characteristic large build and thick fur.
Farm stay in New Virginia
4.9 out of 5 average rating, 63 reviews

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.

Popular amenities for Osceola holiday rentals

  1. Airbnb
  2. United States
  3. Osceola