Holiday rentals in Charter Oak

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Top-rated holiday rentals in Charter Oak

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top guest favourite
A welcoming entrance features multiple pink Adirondack chairs, each adorned with patterned cushions. A small chair stands beside larger ones, creating an inviting seating area. Above the door, an American flag hangs, while large windows allow natural light to brighten the façade.
Flat in Elk Horn
4.92 out of 5 average rating, 52 reviews

The Review Airbnb

Enjoy a memorable stay right on Elk Horn's charming Main St. in a full one-bedroom apartment, previously The Review Newspaper Office in mid 1900's. Steps from restaurants/pubs, shops, convenience store, museums & iconic Danish Windmill which brings thousands of tourists off Interstate 80 to taste Danish Culture that simply isn't available anywhere in the US. Minutes drive to Danish Winery tucked in picturesque plains of Iowa or to neighboring Kimballton where you will find The Little Mermaid!

Top guest favourite
Flat in Exira
5 out of 5 average rating, 19 reviews

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.

Top guest favourite
An inviting front porch features two chairs placed beside a small table. A potted plant adds a touch of greenery near the entryway, which is highlighted by a round, decorative door with an oval window. The exterior is framed by a clean, beige siding.
Home in Dunlap
5 out of 5 average rating, 86 reviews

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!

Top guest favourite
The ranch-style home is framed by lush green lawns and neatly trimmed bushes. The exterior features a welcoming front porch with steps leading to the entrance. A driveway provides access to a nearby garage, while large trees offer shade to the property.
Home in Ida Grove
5 out of 5 average rating, 23 reviews

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.

Top guest favourite
A wooden dining table with four chairs is positioned on polished dark hardwood flooring. Natural light enters through a window, illuminating the space. An archway leads to a cozy sitting area, which features a floral-patterned sofa and soft curtains, complemented by a brick chimney.
Home in Moorhead
5 out of 5 average rating, 56 reviews

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.

Top guest favourite
A spacious studio apartment features a cozy seating area with a yellow couch and armchair, complemented by large windows that allow natural light. The full kitchen and dining area are visible in the background, along with wooden beams highlighting the ceiling.
Guest suite in Dunlap
4.94 out of 5 average rating, 245 reviews

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.

Top guest favourite
A two-story house with a blue exterior is featured alongside an oversized garage. A spacious driveway leads up to the front deck, surrounded by green trees and open land. The structure provides ample outdoor space under a clear blue sky.
Home in Moorhead
4.92 out of 5 average rating, 65 reviews

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.

Top guest favourite
Guest house in Blair
5 out of 5 average rating, 22 reviews

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.

Top guest favourite
A spacious living area features a large sectional couch, comfortably arranged for relaxation. A ceiling fan provides airflow, while natural light enters through the windows adorned with blinds. A wall-mounted TV is visible, alongside a small side table and decorative wall art.
Home in Woodbine
4.99 out of 5 average rating, 84 reviews

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.

Top guest favourite
A modern kitchen is presented with natural wood cabinets and a clean, white countertop. Essential appliances include a refrigerator, microwave, and stove. A small sink and utensils are visible, complemented by a decorative wall sign that adds a personal touch.
Home in Soldier
4.97 out of 5 average rating, 70 reviews

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.

Top guest favourite
A bright living area is furnished with two light-colored sofas adorned with decorative pillows. A dark wooden coffee table is positioned in front, complemented by a textured area rug. A wall-mounted television is visible, and natural light filters through a window with dark blinds.
Home in Ida Grove
4.9 out of 5 average rating, 149 reviews

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.

Guest favourite
A renovated barn is presented with a wooden exterior and a distinctive gabled roof. The spacious deck is outfitted with seating and overlooks a well-kept lawn adorned with flowering plants. Large windows allow natural light to fill the interior, framed by surrounding greenery.
Barn in Castana
4.81 out of 5 average rating, 118 reviews

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".

Popular amenities for Charter Oak holiday rentals

  1. Airbnb
  2. United States
  3. Iowa
  4. Crawford County
  5. Charter Oak