Holiday houses in Osceola

Find and book unique accommodation on Airbnb

Top-rated holiday rentals in Osceola

Guests agree: these stays are highly rated for location, cleanliness and more.

1 of 1 pages1 / 1
Top Guest favourite
Home in Indianola
4.99 out of 5 average rating, 198 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
A serene lakeside setting is captured at twilight, featuring a glowing campfire surrounded by stones. A wooden picnic table is visible nearby, and a dock extends into the calm water, reflecting soft light from lanterns along the shore.
Tiny home in Norwalk
4.99 out of 5 average rating, 147 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
A charming bungalow is framed by mature trees, presenting a welcoming front entry. The light blue exterior harmonizes with the lush green lawn, where flower pots add a touch of color. A stone walkway leads to the entrance, enhancing accessibility to the home.
Bungalow in Indianola
4.93 out of 5 average rating, 134 reviews

Charming Bungalow in a Great Location!

This 1910 PET FRIENDLY bungalow is full of charm and unique art. Just a couple of blocks to the town square for restaurants and shopping. In the summer you will enjoy the quaint front porch and backyard patio full of colorful flowers nice for outdoor dining. The fenced backyard is perfect for bringing your dog. Small dogs 25 pounds and under require a one time $50 pet fee and dogs larger than that are up for discussion. Parties and gatherings are not allowed without permission and $100 fee.

Top Guest favourite
The historic stone house is illuminated by warm exterior lighting, showcasing its textured stone wall and charming architectural features. Surrounding lights provide a soft glow in the evening, while trees and foliage can be seen in the background, creating a serene outdoor atmosphere.
Home in Winterset
4.96 out of 5 average rating, 319 reviews

The Legacy Stone House

The most unique stay in Winterset! Legacy Stone House AirBnB is a historic residence located one mile east of Winterset, Iowa. Built in 1856 during the Settlement Era of Madison County, it is one of nearly 100 stone houses built during that time in the area. Officially named the William Anzi Nichols House, it is listed on the National Register of Historic Places. Convenient centralized location if visiting Madison County’s six covered bridges and two minutes from grocery, gas and dining.

Top Guest favourite
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, 99 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 favourite
Home in Afton
4.99 out of 5 average rating, 152 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
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, 259 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.

Top Guest favourite
Tent in Perry
4.95 out of 5 average rating, 233 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.

Guest favourite
Home in Creston
4.82 out of 5 average rating, 176 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 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
4.98 out of 5 average rating, 124 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
Apartment in Stuart
4.98 out of 5 average rating, 170 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
Home in Creston
4.99 out of 5 average rating, 147 reviews

Uptown BnB - Creston, IA

Located in uptown Creston, your family will be close to everything when you stay at Uptown Bnb! -Sleeps 8 guests -Walk to uptown Creston -4 Total beds with 1 pullout couch -3 Bedrooms & 2 full baths -Fully Equipped Kitchen -Gas Grill -High-Speed Wifi -Live TV streaming with Hulu -Keyless Entry -Private parking for 1 car + free street parking

Popular amenities for Osceola holiday rentals

  1. Airbnb
  2. United States
  3. Osceola