Holiday rentals in Woodbine

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!

Hunters Outpost 2 bedroom apt.

Loess Hills Hunting Area, Deer Hunter's Goose & Duck or Uplanders stay with us. Family Friendly, Dog kennel available, Horses welcome Large Barn for turn out or Riding Arena Located on the Loess Hill Senick Byway Close to Restaurants, 25 minutes north of Metro Omaha area, Riding Trails, Golf Cart Trails. Enjoy cool fall evenings around the fire pit or ride in the lighted arena, rest up & relax or up early get out to shoot that trophy Whitetail this area is famous for Big Bucks & Desoto Flyway

Urban Oasis Studio

Escape to our Charming Guesthouse a perfect blend of comfort and relaxation. Step outside to enjoy a peaceful patio with a soothing waterfall. Stay comfortable A/C and heating, and cozy up next to the beautiful fireplace. High-speed Wi-Fi and a large TV are provided for your entertainment. On a fenced 3/4 acre lot, access to an outdoor firepit perfect for evening relaxation. Located in the heart of Omaha, you’ll enjoy full city access while still retreating to a peaceful, private setting.

Queen Anne Cottage - Early 1900

Follow us on FB at The Cottage In Moorhead This early 1900’s, 1000 sq ft Queen Anne Cottage, sleeps 6, and is located in the heart of the Loess Hills. The home features: 2 bed/2 bath, stocked kitchen, dining room, living room/sofa sleeper, 50”smart tv, and WiFi. Unique features include: original pocket doors, corded/weighted window sashes, and antique pieces. Step back in time while enjoying the modern conveniences of central heat/AC, appliances, luxury bedding, and high speed internet.

Historic Second Floor Apartment near Downtown CB

Upper floor apartment in a tree lined historic neighborhood. Walking distance to our vibrant downtown and several parks. A short drive to airport, IWCC, sports fields, downtown Omaha. 10 minutes to CHI and the NCAA Men’s Basketball Championships. Includes bedroom, living room, kitchen, bathroom and a seasonal sun porch. Use of outdoor spaces such as front porch and back patio shared with main floor guests. It is a historic home so will have your usual quirks that come with an older home.

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.

Parker's Place

Welcome to Parker's Place! Conveniently located in Benson just under 1 mile from the Benson Strip filled with nightlife and restaurants. This hideaway for 6 offers a quiet retreat, but still centrally located with everything minutes away. **PARTIES WILL BE SHUT DOWN QUICK** What's close by? -1 mile to USPS Post office -2 miles to Target -5 miles to TD Ameritrade Park/CHI Event Center -5.5 miles to a Walmart Supercenter -8 miles to Henry Doorly Zoo -9 Miles to Lauritzen Gardens

Ellington Place

A rustic farmhouse retreat on a crop producing farm, which means we could be planting or harvesting during your stay. Ellington Place has a furnished kitchen, updated bathroom and washer and dryer. Along with excellent outdoor entertainment, complete with a fire pit, porch for sitting and open area for short walks. The property is located 25 minutes from the Omaha metro area as well as less than 10 minutes from the Wabash Trace, a bike trail that travels through Mills County.

Donna's Midcentury Bungalow

Quiet and comfortable Midcentury themed bungalow. Furnished in Broyhill Brasilia and Woodard Sculptura furniture. Newly remodeled full kitchen with vintage Frigidaire Flair Oven and Range. Large covered deck with gas grill and charcoal grill. Off-street parking and beautifully landscaped grounds. Enjoy festive mid-century decor during the holidays. Near Benson, Dundee, Downtown, Blackstone, Med Center, CHI health center convention center, Creighton, and Charles Schwab field.

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.