Holiday rentals in Charter Oak

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

Cozy Trailside Retreat

Welcome to our cozy two-bedroom, two-bath home, located right on the scenic trail in the heart of Castletown USA! Ideal for families, couples, or solo travelers, our house offers direct access to beautiful walking and biking trails. Relax in the bright, spacious living area or enjoy the fully equipped kitchen. Explore Castletown’s rich history and its stunning castles. Perfect for a peaceful getaway with modern comforts! Please note: We do not allow pets in our home due to allergy concerns.

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.

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.

The Rendezvous - A Cozy Cottage Escape

This newly built carriage house features a spacious upstairs studio apartment in a quiet, wooded neighborhood. It is perfect for peaceful getaways or business travel. You will enjoy a comfy king sized bed, efficient work space, full kitchen with modern appliances, and a laundry room. This gem sits on its own lot and is surrounded by trees. It is conveniently located just one mile south of Blair with easy access to highway 75 and a short scenic drive into downtown Omaha.

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

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.

Blue lake house

Relax with the whole family at this peaceful place to stay. Enjoy the outdoor living area, gas firepit, wood firepit, horseshoes and mini golf. Close to Lewis and Clark state park (blue lake) House has an open concept with granite counter tops and a wood burning fireplace.