Vacation rentals in Osceola

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Top-rated vacation rentals in Osceola

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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, 190 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
4.98 out of 5 average rating, 124 reviews

Private *Fall Oasis* 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
Apartment in Winterset
4.88 out of 5 average rating, 16 reviews

Luxury Studio- 1 Block to Town Square

Step into our luxurious studio that seamlessly blends style and functionality. This elegant space greets you with the warm glow of a modern fireplace, perfect for cozy evenings after a day of exploration in the quaint town square located just a block away. The studio's clever design boasts a well-equipped workstation, the sleek and space-saving Murphy bed transforms the room from a productive workspace by day to a tranquil sleeping area by night. The promise of an exquisite stay awaits you.

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, 74 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.

Guest favorite
A bright living area features a red sofa and an oversized ottoman at its center. Two windows allow natural light to fill the space, while a mix of framed art and decorative elements adorn the walls. A floor lamp and a stylish chair add to the contemporary decor.
Apartment in Indianola
4.89 out of 5 average rating, 57 reviews

Squareview Stays - Modern Apartment on The Square

Located in the heart of Indianola, this historic and professionally designed apartment offers an unparalleled experience for travelers seeking the perfect blend of convenience, comfort, and local flair. Enjoy everything the Square and Indianola have to offer. Coffee shops, restaurants and the cutest boutiques. Just blocks from Simpson College and a short drive to the balloon fields or fair grounds. The unit is on the second floor of the building. The only access is from the stairs.

Top guest favorite
An inviting outdoor deck area features a wooden seating arrangement under a metal roof, adorned with string lights. A spacious couch offers comfort, while a long wooden table complements the rustic charm. Lush greenery and open space are visible in the background.
Cabin in Cumming
4.98 out of 5 average rating, 163 reviews

Iconic Iowa - A 1920 Built Country Cabin

This 1920 Log Cabin sits at the beginning of the Madison County covered bridges Scenic Byway and features 2 rural country acres of space and a wonderfully remodeled home with loads of character and style. Situated just 10 minutes south of the West Glen area of West Des Moines and 25 minutes from downtown Des Moines, you'll experience the quiet and beauty of rural Iowa while being close enough for shopping or to go out for a nice dinner or evening show. This is a great getaway.

Top guest favorite
The mid-century modern cottage is set on a lush green landscape, featuring a unique stone and metal exterior. Generous windows provide views of the surrounding nature, while a covered porch offers seating options for relaxation. A large tree stands nearby, enhancing the peaceful setting.
Farm stay in Indianola
5 out of 5 average rating, 83 reviews

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

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, 146 reviews

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 3 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!

Top 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, 248 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
A wooden deck with a railing features a flower pot and lounge chairs, overlooking a landscaped area with gravel pathways and bushes. The sun sets in the background, casting a warm glow over the open field beyond.
Farm stay in Dallas Center
4.87 out of 5 average rating, 209 reviews

Cozy Farmhouse Apartment near Des Moines

Cozy Farmhouse Apartment perfectly located for easy access to West Des Moines/Waukee/Grimes/Johnston/Adel. Less than a 20 minute drive to an abundance of restaurants, shops, and attractions - not including the great places to eat/visit in town. This spacious 1 bedroom apartment is located on an acreage between Dallas Center and Minburn. Located within 2 miles of Three Sisters Barn, 6 miles of Keller Brick Barn and raccoon River trail

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
4.82 out of 5 average rating, 154 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, 501 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!

Popular amenities for Osceola vacation rentals

  1. Airbnb
  2. United States
  3. Iowa
  4. Clarke County
  5. Osceola