Holiday rentals in Charter Oak

Country Roots

This space is the upstairs level of my home. It has its own outside stairway for your entrance. It has 2 bedrooms with 2 queen beds, 1 bedroom has a TV. Bathroom with tub shower, kitchenette with keurig coffee maker, microwave, toaster and fridge. This kitchenette/ living area has relaxing area with 2 recliners, computer desk, kitchen table, pantry closet and a 50 inch TV. Forget your worries in this spacious and serene space. Rest, Relax, see the sunsets and enjoy the country view from above.

Exira 107 - Cozy 2BR Above Coffee & Goods Shop

Welcome to Exira 107, a cozy 2-bedroom, 1.5-bath stay in the heart of Exira! Brand new and fully furnished, located above Goldie’s Coffee & Goods. Perfect for family visits, weddings, work trips, or a peaceful getaway. Enjoy a full kitchen, in-unit laundry, and a 55" Smart TV. Guests receive a free coffee or tea with every stay. Arriving late or want breakfast taken care of? Optional grocery service from downstairs is available for $5 plus cost of groceries - just request details upon booking.

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!

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.

Holly's Cottage (a Small Town Stays property)

Bring the whole family, girlfriends, work buddies to this newly renovated home with lots of room. Whether you need extra space for family for a wedding, family gathering, the holidays or want to impress clients or out-of-town employees with a stylish space for their home away from home, this home has it all! Our newly remodeled home backs to the park and is located in a great neighborhood. If you're looking for a homey feel where one or more families can stay, this is it!

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.

Bright New 2BR in Tekamah at Tiger Town

Enjoy a relaxed small-town stay in this bright, brand-new 2BR apartment in Tekamah. Sip free coffee on the balcony, stream your favorite shows on the smart TV, and stay connected with fast Wi-Fi. Walk to the gym, pizza, and groceries. Blair is nearby, and Omaha makes an easy day trip.

Jordan Valley Barn

We are not far off of the highway that gives us that secluded place without having to go far off of the pavement. The Barn is an actual barn that we renovated to function as a ministry center and to be a "home away from home for those who are traveling through".