Vacation 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.

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.

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.

Hilltop Hospitality House

Remodeled split-entry "Hilltop Hospitality House" was my childhood home. One hour from Omaha in the lovely Loess Hills, with beautiful lake and valley views, (sleeps ten). Three queen beds, one double bed, one sofa sleeper, full kitchen, two full baths, laundry, a spacious open floor plan for large groups, and a large deck overlooking my friendly hometown, this is a great space for groups and family gatherings. Nice studio apartment above the garage rents separately.

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!

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.

Hangar 1 with a river view

Large secluded home with a private drive and an amazing view! This three bedroom, three full bath home with an aviation theme, has plenty of space with a view of the Missouri River and a hot tub off of the master. Three queen beds, a twin with a twin trundle, and a pull out couch can sleep up to 10. Foosball and air hockey tables. There is a bike path at the end of the driveway and only a 7 min drive to Eppley Airfield.

Hansen House Airbnb

Forget your worries in this spacious and serene space. You'll enjoy the privacy this apartment offers amid small town living. Close to historic downtown Harlan, where restaurants and unique shopping adventures await! Beautiful full kitchen with granite countertops opens up to a full living space. Private bedroom with desk/office space, with large full size bathroom. Unit even includes private laundry room!