Holiday rentals in Woodbine

Grandma's House at Jordan Valley

Come and relax in the peaceful surroundings of this rural destination. Nestled on the outskirts in the popular Loess Hills of western Iowa the views of nature are sure to inspire. We have built our very roomy home to resemble a barn. Having raised our 13 children here we have some empty space. Grandpa and Grandma's apartment is a very inviting homey atmosphere for any one passing through or planning a lengthier stay in our area you will be happy with our family friendly accommodations & price.

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.

Victorian Cottage steps from historic downtown

Historic cottage renovated top to bottom. Steps from the Brick Street Historic District & Downtown Woodbine. A perfect getaway - whether you're celebrating a family event or just want to escape the hustle and bustle of everyday life. Large open basement hosts tv and relaxing. Three kings (master on main level with ensuite bath), two queens, full kitchen and 3 full baths. Relax in a rocker on the porch, rejuvenate with a hike in the Loess Hills, or cruise one of three Iowa Scenic Byways.

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.

Cheerful two bedroom home in peaceful neighborhood

Relax with the whole family at this peaceful two bedroom home. Beautiful quiet neighborhood close to interstates, sports fields, IWCC, Henry Doorly Zoo, bike/running trails, downtown Omaha, Old Market, CHI Center, Eppley Airfield, and more. Spacious tree filled private backyard, outdoor patio, and grill. Plenty of parking. Great WiFi and Netflix, YouTube TV and Discovery+. Washer/dryer available. Dog friendly but no cats please. No gatherings, events, or parties inside or outdoors.

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.

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. All the amenities of home and more! The perfect place to kick back and relax!

Charming Cottage

Relax with the whole family at this peaceful place in Woodbine, IA. Get away to our quaint centrally located cottage, hosting 2 bedrooms, 1 bath and 1 pull out couch. Relax on your getaway with a massage in the leather chair, located blocks from our historic downtown area with multiple restaurants, park and health center, short drive to Willow lake. Parking includes a one car garage and 2 outdoor spaces. Come enjoy the small town peaceful life.

Bemis Park home close to CHI and CWS

Enjoy your stay at my spacious and modern home in the historic Bemis Park neighborhood. The house is located on a beautiful, quiet tree lined street. The neighborhood is located close to downtown and right off the highway. Bemis and Walnut Hill park, are a 5min walk from the house and great for kids and pets. TD Ameritrade, CHI, Old Market and Blackstone are all less then a 10min drive from the house.

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.

Private & Central 1BR/1 Bath Unit | StayWise

Massive walkout basement apartment in a peaceful and central Omaha neighborhood where you will enjoy: • Off street driveway parking • Private entrance • Enormous 65” TV and spacious living room • Private kitchen • Private bathroom • Private laundry access • Large King bed • Walkout patio access