Holiday houses in Osceola

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Top-rated holiday rentals in Osceola

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Guest favourite
An aerial view of a living area reveals a cozy sectional sofa adorned with pillows, positioned around a small coffee table. A warm fire crackles in a stone fireplace, with a wall-mounted television above, all under exposed wooden beams. Light streams in through nearby windows.
Cottage in Redfield
4.98 out of 5 average rating, 128 reviews

Raccoon River Retreats

Come & experience the magic of this unique getaway,where the warmth of a renovated 1900's home meets the natural wonders of the Raccoon River. 30min from DSM,Ia.Whether you enjoy an adventure on the river of kayaking, paddle boarding, fishing,a peaceful moment along the biking trails,cozy up with a cup of coffee by the fireplace or a fire in the outdoor fire pit,our retreat has an idyllic setting to create lasting memories.A scenic landmark, local restaurant,Dairy shop & Dollar General are near

Top Guest favourite
Home in Indianola
4.99 out of 5 average rating, 199 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.

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
4.98 out of 5 average rating, 150 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.

Top Guest favourite
A spacious backyard features a fire pit area with several red chairs arranged around it. Lush green grass surrounds the seating area, offering expansive views of rolling hills and fields under a bright blue sky. Several trees dot the landscape, adding natural shade.
Apartment in Winterset
4.94 out of 5 average rating, 394 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
A hot tub is positioned under a covered patio, providing a view of a colorful sunset. The warm hues of orange, pink, and purple stretch across the horizon, with greenery visible beyond the spa, creating a serene outdoor environment.
Farm stay in Indianola
5 out of 5 average rating, 101 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
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, 235 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 welcoming entrance is framed by lush greenery and colorful planters, leading to a charming front porch. A wooden walkway extends over a manicured lawn, inviting guests to explore the cozy home behind the foliage.
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
Guesthouse in Dallas Center
4.96 out of 5 average rating, 112 reviews

Farmhouse Oasis

Take it easy at this unique and tranquil getaway. There are bike paths close by with city life within 10 minutes. Enjoy the peace and quiet and comfort of your own farm life with your own private deck with a 4 person hot tub and fenced in yard for your pets. Get the full farm experience with ducks, chickens, sweet farm kitties and a Turkey who thinks she’s a chicken!

Top Guest favourite
Cabin in Osceola
4.93 out of 5 average rating, 15 reviews

Relaxing pond house nestled in nature

A comfy cozy pond house is waiting for you to kick back and relax . Water,nature , and farm fields surround this peaceful oasis . Catch up on movies, read a book,sip your coffee and watch the geese land on the water , cast your fishing line and watch the bass do a dance, paddle around the pond in the paddle boat, take a walk , you won’t be bored!

Popular amenities for Osceola holiday rentals

  1. Airbnb
  2. United States
  3. Osceola