Holiday houses in Orient

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Top-rated holiday rentals in Orient

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Guest favourite

A high wooden ceiling features exposed beams, creating a rustic atmosphere. A railing offers a view down to a living area with a neutral color palette, where a fireplace and decorative elements can be seen in the background.

Cottage in Redfield

4.98 out of 5 average rating, 130 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 kitchen area is paired with a cozy living space. A tree and eagle relief art sculpture adorns the wall, while large windows provide natural light and views of the outdoors. Gray couches face a coffee table, and the kitchen features modern appliances and ample counter space.

Loft in Winterset

5 out of 5 average rating, 112 reviews

Aerie Loft Apartment with view that sleeps 7

This elevated second story apartment has an incredible view of the historic downtown square and courthouse. Bring your group to be in a centralized location near dining/bars , shopping, museums, and a movie theatre. Accommodations for a group of seven is ideal for getaways or special occasions. The unique relief art sculpture of a tree and eagles will captivate you. A full kitchen with all the essentials. 6 beds and spacious 3/4 bath and a second 3/4 bath opened for 5 or more guests.

Guest favourite

A modern cabin is situated on a raised deck, surrounded by bare trees. Large windows allow for ample natural light, with warm sunset tones reflecting off the glass. The structure's clean lines and contrasting colors create a contemporary aesthetic within a forested setting.

Cabin in Stuart

4.93 out of 5 average rating, 102 reviews

Cabin w/ Hot Tub + Fire Pit + Private Trails

Looking for a place to slow down, reconnect, and make memories? Located 30 minutes from WDM and 90 minutes of Omaha, this modern cabin on a private wooded property is designed for couples, families, and small groups. Guests love: • Hot tub under the stars • Views from every room • Outdoor fire pit and fireplace • Fully stocked kitchen • River access and nature trails • Peaceful setting with easy access to small-town attractions Experience the ultimate retreat and choose your own adventure.

Top Guest favourite

A spacious single-story brick structure is shown, featuring a dark shingled roof and double garage doors. The surrounding landscape includes a neatly maintained yard with grass and a clear blue sky overhead.

Home in Creston

5 out of 5 average rating, 38 reviews

Farmhouse 1910

The whole group will enjoy easy access to everything from this centrally located home. With 4 bedrooms and 3 baths, this gorgeous, all-electric home has it all. Sleeping 10 comfortably, we boast NO STAIRS (!). The converted garage makes an incredible crafting/quilting spot for you and your friends! *NOTE - rates are based on a per person fee with a base rate of $150 per night (or three guests). Close to Creston, Afton and the lakes, we have ample parking for vehicles, boats or trailers.

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

4.93 out of 5 average rating, 397 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

Shipping container in Stuart

5 out of 5 average rating, 61 reviews

Cozy Country Container Stay w/ Hot Tub & Fire Pit!

Cozy 1-bed shipping container home in rural Stuart, IA. Perfect for couples or solo travelers. •Sleeps 2 • Queen bed • Full kitchen & Bath •Hot tub • Fire pit • Grill •Shared pond for fishing & scenic views. •Friendly horses & dogs on site (winter months may vary) (guests can interact) please treat them with kindness. •Peaceful country setting—. perfect for relaxing & stargazing •You may see a critter or two—. true country living!

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, 153 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.

Guest favourite

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, 178 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 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

4.97 out of 5 average rating, 176 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 living area presents a mix of brown leather accent chairs and a gray fabric sofa, adorned with decorative cushions. A wooden coffee table sits centrally on a light area rug, while plants are displayed on a wall-mounted rack. Natural light filters through the window, covered by dark curtains.

Home in Creston

4.99 out of 5 average rating, 150 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

Top Guest favourite

A front view of the home features a well-maintained entrance with two chairs positioned beside a small porch. A concrete driveway leads to a garage door, while the surrounding landscaping includes a grassy area and decorative elements near the entrance.

Home in Winterset

4.97 out of 5 average rating, 331 reviews

Debbie's Komfy Diggs Winter Set

Whole home, two bedroom, full kitchen, pet friendly and close to beautiful downtown historic Winterset. Home of John Wayne and the Bridges of Madison County. My name is Debbie, I have lived in Winterset for over fifty years. Can keep you informed of coming events and maps of the area. Located 13 miles from Interstate 35 and Interstate 80.

Superhost

The open-concept kitchen features a large central island with modern appliances and a clean countertop. A dining area with multiple seats complements the space, while a cozy living room is visible in the background, highlighting a television and comfortable seating arrangements.

Apartment in Creston

4.85 out of 5 average rating, 108 reviews

Behind the Brewery

This modern, stylish apartment is perfect for group trips, couples weekends, hunting parties, family reunions, remote work, or any other reason to take a trip. Located directly behind Hot Air Brewing, this 3 bed/3 bath apartment is the perfect place to relax after enjoying a few craft beers.