
Vacation rentals in Charter Oak
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Top-rated vacation rentals in Charter Oak
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Unwind at Elmwood
Forget your worries in this spacious and serene space. Whether you are back in Mapleton to visit family, friends, or just passing through, come stay with us at Elmwood. Relaxing, spacious, quiet, clean and has all the basic requirements you'll need for a comfortable visit. No dusty gravel roads to access the property! We will be renovating and updating the interior when we can. If open dates aren't available that you require, please message us to discuss further. No pets or events please.

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.

Farmhouse Envy
Escape to Farmhouse Envy, a charming rustic gem, nestled in the heart of the scenic Loess Hills.  This inviting 3-bedroom offers a perfect blend of country comfort and modern touches. Enjoy a full kitchen, dining area, and a gorgeous bathroom. Relax in the living room with a spacious 65” smart TV, or unwind after exploring nearby Preparation Canyon State Park and stunning local scenery. Ideal for families or groups seeking peaceful countryside vibes with easy access to hiking and nature. 

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.

Cozy Cottage in a Quiet Little Town
Relax with the whole family at this peaceful place to stay. The neighborhood is within easy reach of essential amenities, including walking distance to two local pubs, the church, the parish hall, and two town parks. Residents can enjoy the local walking/biking trail as well. Additionally, the community offers a friendly, small-town vibe, with great neighbors. Larger cities like Omaha are within a reasonable driving distance for more extensive shopping and entertainment options.

Heart of the Loess Hills
A perfect oasis for a getaway into the country. Totally updated family retreat. Perfect for families, hunters and couples! Enjoy the tranquil country views from the front deck. Brand new fridge, couches, tables, chairs, beds, firepit, grill and all guest linens, paint, carpet etc. Features oversized 3+car garage, and huge yard. Excellent spot for hunters, or anyone wanted to escape city life. Take a moment to view every single star in the sky. Beautiful furnishings to enjoy.

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.

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.

M & R's Nightly Rentals Upstairs Unit
Private condos with private entry. Each unit has full kitchens, 55 LED TV's. Also offered is free parking, free WiFi and well lit secure entrances. We are located across the street from Savemore Grocery, Tekamah Pharmacy, 2 blocks from Chatterbox Brews, Ronnie's Bar and Winners Grill.
Popular amenities for Charter Oak vacation rentals
Other great vacation rentals in Charter Oak

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Holly's Cottage (a Small Town Stays property)

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