Holiday rentals in Iola

Modern Farmhouse in Gas City

Completely brand new remodel from dated ranch house to modern farmhouse. Situated in charming Gas City minutes outside of Iola, home of the country’s largest town square. With a town motto like “Don’t pass Gas, stop and stay awhile” please stop and stay awhile in this beautiful home. No smoking and no pets indoors. Pets disclosed to host prior to visit can stay in the fenced backyard as long as any waste is disposed of properly. Any pets that are not disclosed will forfeit the security deposit.

Value · Family · Laundry

Grandma's Farm

Grandma's Farm, a family home with barn & garage located about 5 miles from town with 2.5 mi gravel road. The corral & barn stalls allow you the opportunity to give 2 horses a place to stay. Enjoy a relaxing stay & the sounds of nature on the porch swing that is attached to the wrap around porch when you stay at this unique place. Both Iola and Humboldt communities are within minutes of our beautiful homestead which gives you the perfect escape from town life. Southwind Rail Trail 1/2 mile away.

Location · Value · Comfort

The Blue Door Cabin

If you want a retreat where you can sleep in, slow down and savor nature's beauty, the Blue Door Cabin, tucked in surprisingly hilly oak and hickory woods, with a beautiful view of the pond, is your destination. Within two hours from Kansas City, Tulsa, Joplin or Wichita, and only 4 miles from Chanute Kansas, this preserved and revived cabin offers an easy getaway for city dwellers in need of a very affordable anniversary weekend, study or solitude retreat, or family hiking and fishing trip.

Location · Value · Indoor spaces

Newly Renovated Bungalow with Cozy Gas Fireplace

Relax with the family in our 100-year-old, single story, bungalow. We offer 3 bedrooms, sleeping 6. The interior is newly remodeled, including new central heat and air. We are still sprucing up the outside. Enjoy the quiet neighborhood while relaxing on the large cozy front porch. Our home is 3 blocks from the largest town square in the U.S. It is also a short bike ride from the Lehigh Portland Trails and the Prairie Spirit Trail State Park. Iola is the home of Allen Community College.

Family · Location · Biking

Modern Coastal Retreat

Experience modern comfort at our newly remodeled one-bedroom retreat, ideally situated just minutes from the heart of Iola. Nestled on the ground level, this stylish space is perfect for couples or solo travelers. You’ll be a 5 minute stroll from the iconic Square, surrounded by charming shops and top attractions. Plus enjoy effortless evenings out with the Boilings Theater just around the corner. Discover the blend of convenience and style at our coastal getaway in historic Iola.

Value · Location · Indoor spaces

Cabin Chesini

Drift off beneath the stars in this modern loft cabin overlooking a picturesque 3 acre quarry pond. Wake up by the water, paddle out on the pond, cast a line, or hop on the Southwind Rail Trail just steps away. Cabin Chesini is part of BaseCamp, a 21-acre outdoor retreat on the edge of Humboldt, Kansas — a place to explore by day and unwind under the wide Kansas sky. Our 3 modern cabins, 3 Mini A-frames and RV sites provide one of the most sought-after getaways in Kansas.

Location · Value · Hospitality

Prairie Barn Cabin - Iola, KS

Prairie Barn Cabin is a rustic 120+ year old barn featuring exposed beams and modern farmhouse charm. The cabin comfortably sleeps 4 with 2 bedrooms featuring queen sized beds, the bedrooms are accessed by stairs and are connected by an open walk way featuring the exposed beams. The fully stocked kitchen is ready for a meal, and there is a laundry area for use. Watch the native wildlife in the wooded area surrounding the cabin just 3 miles north of Iola, KS.

Value · Location · Outdoor spaces

Modern apartment on the square, 9, "Gold"

Enjoy easy access to all Iola has to offer from this perfectly located home base. Located in the historic King Bridge Company building on the southeast side of the largest town square in America that now houses Audacious Boutique, Alpha Dog, and 4Ms and a Silent Q Bookstore, this newly created apartment is great for exploring the area. Park your car and then use the local bike trail system to explore the newly created Lehigh Portland State Park.

Location · Value · Amenities

The Little Blue House in Iola

Newly renovated! Our cozy 1912 cottage has been brought into the modern era. Two bedrooms, each with a comfortable queen bed. The kitchen is fully equipped with modern appliances and the essentials. Located a short walk from the grocery store but also within view of the community garden and pastures at the edge of town. This home is sure to offer peaceful respite from your travels. Off-street parking from the alley and no steps into the home.

Location · Sleep quality · Decor

Cozy Airborne Hideaway

Escape to our charming airplane-themed tiny house, where you can cuddle up and unwind in a unique air cabin-inspired retreat. This new home is constructed from steel insulated panels, ensuring comfort and durability. Nestled on a tranquil 1.6-acre property, you'll enjoy the peaceful surroundings featuring a rustic red barn, horse coral and ample space for your pets to roam freely. Prepare for a relaxing getaway in this cozy haven!

Family · Value · Cleanliness

Tiny Diamond Inn OZ

Feel refreshed when you stay in this rustic gem. Just looking for a place in the Midwest to get away from it all? Enjoy rural Kansas and country living. The peace and quiet of this unique retreat give rest to your body and soul only. Step into a relaxing, nature filled farming oasis. This private cabin sets beside fields of dreams to make this the perfect spot to get away . Feel free to bring your 4-legged Friends.

Family · Value · Condition

Lehigh Loft

Come stay in the Lehigh Loft whether you’re in Iola for work or play. It’s located overlooking the historic Iola town Square. It’s within easy walking distance of many of our local attractions. We happily welcome long-term stays for people on out of town work assignments. Check out our other listings as well. And we can usually shuffle things around if the calendar appears full. Please inquire!

Location · Value · Check-in