Vacation rentals in Osceola

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Top-rated vacation rentals in Osceola

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

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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, 129 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
A spacious living area features large windows, offering expansive views of the skyline. Modern furnishings include a cozy couch, two accent chairs, and a coffee table. A sleek electric fireplace is positioned beneath a wall-mounted TV, enhancing the contemporary design of the space.
Townhouse in Des Moines
4.94 out of 5 average rating, 142 reviews

This is the best Des Moines has to offer!

Welcome to a beautiful 3 story townhome in the heart of Des Moines. If an upscale modern home with an incredible view is your thing, you will be in heaven. Inside you’ll find a clean, bright and well decorated home with all the amenities you'll need to kick back, relax and enjoy your stay. Minutes from shopping, dining and nightlife. The bike trail is across the street where you can ride to Gray’s Lake or stroll to downtown DSM and enjoy the Farmer's Market, Civic Center and Principal Park.

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 homes in Norwalk
4.98 out of 5 average rating, 151 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
4.86 out of 5 average rating, 177 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 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, 135 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
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
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
An open living space features a dining area with a dark wood table and chairs, complemented by a vibrant blue area rug. A contemporary green couch is positioned nearby. The kitchen is visible in the background, showcasing stainless steel appliances and modern cabinetry.
Home in Indianola
4.93 out of 5 average rating, 184 reviews

Charming Home in Indianola

Discover comfort in our newly remodeled 3-bedroom home in the heart of Indianola, Iowa. This charming space boasts modern amenities and stylish decor, providing a cozy retreat for your stay. Enjoy a fully equipped kitchen, spacious living areas, and a modern bathroom. Perfect for families or groups, our home offers a blend of convenience and warmth. Explore nearby attractions or simply relax in our inviting space. Your home away from home awaits in Indianola!

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, 262 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, 236 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
4.98 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.

Guest favourite
Home in Creston
4.99 out of 5 average rating, 148 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 vacation rentals

  1. Airbnb
  2. United States
  3. Osceola