Holiday rentals in Charter Oak

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 White House 3 Bedroom updated home

Thelander Properties LLC is pleased to offer this property as your "Home away from Home" during your stay in Siouxland! Not on Pennsylvania Avenue and a little smaller... but completely remodeled in 2007 and again updated in 2018 this home offers a detached one and a half garage, large mudroom off the kitchen/dining area. With three bedrooms, living room and small office area this home is sure to please those seeking a budget minded home for a brief stay in our wonderful community!

Cheerful two bedroom lake home.

This stylish place to stay is perfect for group trips. Master bedroom with small private bath; including a bonus room. Guest bedroom with 4 beds for kids or large family. Second bathroom with shower/bathtub. Spacious vaulted kitchen living room with tons of seating for lake views, binge watching favorite series, or watching the cook make the magic happen. Longer stays and weddings looking for dates more than 1 year in advance; welcome to message for details and special rates.

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

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!

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.

The Stewart House

Welcome to our family home, designed & built by Dr E R Stewart in 1911, & owned by 4th gen Stewarts, great-grandson Jon, and wife, Mary. The Stewart House, conveniently located, is in easy walking of distance of historical downtown Blair. Nearby attractions: Loess Hills, Desoto National Wildlife Refuge, Ft. Atkinson, Wash. Co. Museum, College World Series, Old Market, Henry Doorly Zoo, Lauritzen Gardens, & Buffet's Meetings!

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.