Holiday rentals in Denison

O’Connor House on Court Street

The O'Connor House on Court Street is perfect for family trips or business travelers! Located in the heart of Dunlap Iowa, this home features 2 bedrooms (one with king bed & one with queen bed, plus additional twin air mattress), pack-n-play & high chair, bathroom with tub/shower combo, onsite washer & dryer, dedicated office area, fully-equipped kitchen, and comfortable living room with two recliners and love seat. All the amenities of home and more! The perfect place to kick back and relax!

Dahlia House (A-Frame, Sauna, Wood Fired Hot tub)

Dahlia House is a modern A-frame retreat for two in the heart of Omaha’s Benson Creative District. Thoughtfully curated, as featured in Architectural Digest, it features many unique touches and amenities — sauna, wood-burning hot tub, etc. — to help you find what exactly what you need, and to leave rejuvenated. Please note: Each stay is curated with great care, and we have a firm cancellation policy. Dahlia House hosts two registered guests only, and no unapproved visitors are permitted.

Hilltop Studio Apt.

Located one hour from Omaha in the scenic Loess Hills of Iowa, this newly remodeled studio apartment above the garage has a large deck and a beautiful valley view overlooking my hometown. With a queen bed, a pull-out sofa, full kitchen, shower in bathroom, laundry, and gas fireplace, the apt. is attached by an elevated deck to the main house, my childhood home, (which my husband and I call our "Hilltop Hospitality House"). We are excited to welcome gracious guests to this lovely space.

Grain Bin Getaway

Nestled at the foot of the Loess Hills, this repurposed grain bin is a sight to see. Every inch of the inside has been customized for a relaxing and luxurious experience. Conveniently located just 30 minutes from downtown Omaha, as well as within a quick drive to numerous state parks. There is even an external electrical hook up for campers. Finally, our grain bin includes 20 acres of the Loess Hills to explore. We recommend hiking to the top of the ridge for sunset. It's breath taking.

Pike House — Large Home-Private Yard

Cozy family friendly home, with large private backyard. Two family rooms provides extra room. One large bathroom with tub\shower. Fully equipped kitchen. Two bedrooms with queen beds, one with full bed. Living area with queen sofa bed. Pack N Play and toddler cot provided. Large private, wooded backyard, patio provides additional area to relax and unwind. Our rental would be great or families/groups coming for weddings, funerals, reunions, holidays, in town for work etc.

Fort Purdy Home

Bring the whole family to this great house with lots of room for fun. This has been my family home for almost 4 decades and our children were raised here. It has been entirely remodeled and upgraded most recently in 2019 with all new flooring, kitchen, kitchen appliances, and bathroom updates. Great corner lot, plenty of parking, high end appliances, and plenty of room to hang out! It’s a great place to hang out, entertain, or just visit the amenities of Denison

Boots, Class, come spread out and relax!

Come feel a slice of heaven nestled in the private surroundings of a historical farming backdrop. Watch the sunset from the barns, see the squirrels jumping in the trees and welcome the unforgettable sunrises right from your bedroom window. When you’re ready to live a day in the life… get dirty, pull up your boots, splash in the mud, play in the corn crib, use your imagination in the forests, dance in the rain, and most importantly, take pictures and make memories!

The Rookery Cottage - Access scenic hiking trails

This rustic cottage is a quiet retreat in the heart of the Middle Raccoon River Valley. Situated on a private acreage within Whiterock Conservancy, guests can easily access 40mi+ of scenic hiking and mountain biking trails, float the nearby river, or enjoy dark sky viewing. A "rookery" is a nesting site for herons, a bird that prefers quiet, undisturbed habitat near water. And so the Rookery Cottage seeks to provide a natural escape from the daily grind.

“The Farm” a countryside lodge

Farmhouse nestled in the rolling Iowa countryside that boasts gorgeous sunsets over the fields. Picturesque property for a relaxing weekend away from the city, ideal distance for visiting relatives in the Carroll area, room to sprawl out for hunting trip and optimal for hosting small events. Fire pits, lit evergreen walking path, yard games, hammock, tree swing and grill available for an ideal outdoor getaway. Wifi & video streaming services available.

The Guesthouse - Near the Loess Hills

A newly renovated modern home is awaiting you blocks from your family and just a few miles from the Loess Hills in Soldier, Iowa. Built in the early 1900’s and lovingly renewed in 2021/2022, the Guesthouse is a 2 bedroom and 1 bath quaint home filled with unique areas and nooks in almost 1,000 square feet of space to give you privacy, yet ample room to share memories with your friends and family.

Cozy like home! Fully Furnished

Experience the feeling of home in this warm and cozy 2-bedroom rental. With accommodations for up to 4 people, in a quiet neighborhood close to downtown Ida Grove. Relax or visit all our Castletown has to offer. You will be close to a movie theater, bowling alley, skating rink and local shopping. Also you will have a 7 mile walking trail that can take you out to beautiful Moorehead Park.

The Perfect Rural Stay!

This private one bedroom residence sits on 40 acres and is just off Hwy 30 by Vail Iowa. It’s located only ten minutes away from commercial establishments. We have camper hookups and land for hunting. We offer a pedal boat rental, River access for fishing and guided hunts upon request.