Holiday rentals in Underwood

Art Deco Condo in Midtown Omaha *christmas decor*

This condo is in a very secure building with a great location that overlooks beautifully decorated Turner Park. Close to downtown & right off the interstate, it’s very accessible, close to hospitals, blackstone district & more. Comes with a pull out couch in the living room & air mattress for extra bedding needs. Great walkable restaurants, Bike for use, books & area for working needs. This condo is a gem & comes with all utensils for cooking a meal. Coffee assortment & creamer provided as well!

The Railhouse in Weston, Iowa

Completely renovated older 1880 home in a quaint little town in Weston, Iowa. Country setting with the view of farm fields, rolling hills, the ambiance of a slow moving train once a day or evening. A short paved walking/ bike trail, that soon will connect to another trail. There is a county highway out front that will have traffic. You can wake up to a beautiful view and enjoy your coffee on the deck or a walk in our back lot and listen to nature. We are across the river from Omaha, Nebraska.

1 Bed/1 Bath Midtown Condo-6 minutes to Downtown

Cozy 1 bed/1 bath condo located in Midtown on the 9th floor of one of Omaha’s iconic mid-rise buildings with outstanding views of downtown. Minutes from the Downtown, the Old Market, restaurants, entertainment, UNMC, Creighton, and UNO, this stylish condo features electronic locks for self-check-in, Wi-Fi, 2 Smart TVs, free off-street parking, and a secured building. Plus, enjoy the well-stocked kitchen, newly renovated bath with oversized, zero-entry shower, and onsite laundry facilities.

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.

Charming Dundee Fairview Apartmemt #3

Discover an inviting 1B/1B apartment nestled in the historic Dundee neighborhood of Omaha, within the iconic Fairview apartments designed by Henry Frankfurt in 1917. This inviting residence provides a central location with a beautifully updated interior and an outdoor balcony with courtyard views. You are a short walk from Dundee's finest restaurants and shops, 1.5 miles to the University of Nebraska Medical Center & 2.1 miles to Creighton University Medical Center. Come enjoy this 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.

Coastal Retreat Getaway, Secluded, Off 370/I-80

Step into a private and cozy space. Relax watching TV in bed or on the couch. This place is part of our walk out basement, so you may hear day to day living upstairs. For your safety there is a Ring camera installed at the entrance and will light up the entryway when it’s dark. Parking is on the well lit public street. Easily walk up our dedicated Airbnb sidewalk, no steps, walk around to the back of the house. You’ll be in a serene space that makes you feel right at home.

The Hidden Garden at Blackstone

Newly renovated second floor of a carriage house located on a historic property in the popular Blackstone District. Shares an acre of land with the main house, built in 1892 and occupied by the owners. Although situated in the middle of the city, the unit feels secluded from its urban environment and looks out onto a garden surrounded by trees, shrubs and flowers and is in walking distance to many restaurants and bars in both the Blackstone District and Midtown Crossing.

Old Market Eclectic Townhouse – Walk to Everything

This townhome has the style, amenities and location perfect for an unforgettable getaway in Omaha. Located in Omaha's quaint Old Market you'll be just steps away from the best restaurants, bars, shopping and entertainment Omaha has to offer. The main level is a fun, cozy hang out space complete with a gas fireplace. The upstairs bedrooms are spacious. The best part – a large rooftop patio with views of downtown Omaha. The space also includes a two-car heated garage.

Chic Midtown Omaha Apt - Walk to Blackstone!

Welcome to your cozy, curated home base in the heart of Omaha! This thoughtfully stocked, 1-bedroom Midtown apartment is just steps from Turner Park, Midtown Crossing, and the vibrant Blackstone District. Enjoy a no-hassle stay with free parking, a full kitchen, memory foam bed, streaming-ready Roku, gym access, and zero checkout chores. Whether you're here to explore, unwind, or both—this is where comfort meets convenience.

Art Church Iowa

Art Church Iowa is a re-purposed/desanctified 150 year old Presbyterian Church. Its last religious service was in 1969. Artist Zack Jones purchased the building in 2012 from the Historical Society. Zack originally lived in the downstairs while using the upstairs as a studio space. Zack encourages guests to visit the upstairs but understand it’s not part of the Airbnb rental.

The Bunkhouse-$65 dog friendly, bike friendly apt.

* Our Bunkhouse is located 1/2 mile from the Wabash Trace Nature Trail in the small town of Silver City Iowa * 25 minutes to the Council Bluffs/Omaha metro area * Centrally located amidst revitalizing small Iowa communities such as Malvern, Glenwood, Mineola and Council Bluffs