Vacation rentals in Orient

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Top-rated vacation rentals in Orient

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

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Top guest favorite

The front exterior of the house features a broad staircase leading to a glass-paneled door framed by two large pillars. Multiple windows are visible, allowing natural light to enter, while a well-kept yard surrounds the entrance, contributing to the inviting facade.

Home in Guthrie Center

4.94 out of 5 average rating, 169 reviews

Small Town Mansion

Step into the charm of this beautiful early-1900s Sears & Roebuck home—truly a one-of-a-kind getaway. Located in the heart of Guthrie Center, you’ll be just 15 miles north of I-80 and 8 miles west of Lake Panorama. Enjoy peaceful mornings on the front porch or stretch out and relax in the spacious living room. A large and thoughtfully curated book collection awaits any reading enthusiast. The entire home is yours to settle into, unwind and make your own! Ample parking-double car garage & street.

Top guest favorite

A treehouse, elevated on stilts, is surrounded by various trees and greenery. The wooden structure features large windows and a balcony, with a staircase leading up, inviting guests to its elevated entrance. Bright blue skies provide a clear backdrop.

Treehouse in Norwalk

5 out of 5 average rating, 93 reviews

RARE Spacious Treehouse & Sauna Near Des Moines

Come home to luxury in nature in this spacious, double king-bed treehouse and sleep among the stars. Expansive views of rolling hills greet you as you sip your pour-over coffee on the wrap around balcony twenty feet above ground. Rain? No problem. Tuck away on the three-season screened-in porch to watch the iconic Iowa pink sunsets. Built with special touches including stained glass and intricate woodwork, this treehouse boasts warmth throughout and is sure to be a once-in-a-lifetime get-away.

Guest favorite

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

Guest favorite

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, 104 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.

Guest favorite

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

4.95 out of 5 average rating, 329 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 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, 154 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 favorite

The two-story farmhouse features a white exterior and a welcoming front porch, adorned with potted plants. A staircase leads to the entrance, flanked by a neat lawn. An American flag is displayed, adding to the home's charm and character.

Home in Earlham

4.95 out of 5 average rating, 129 reviews

Friendly Quarters

This charming location is a farmhouse style home built in 1914. Easily found on the main street through town, a one block walk in any given direction will put you at the center of the city. A grocery story, eating establishments, gift shops and community center are conveniently located in the downtown area. Friendly Quarters operates as a non-profit organization to support the missions and ministries of Earlham Friends (Quaker) Church located right next door.

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, 179 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

Guest favorite

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, 178 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 favorite

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, 151 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 favorite

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, 334 reviews

Debbie’s Komfy Diggs Winterset

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, 110 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.