Vacation rentals in Charter Oak

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Top-rated vacation rentals in Charter Oak

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Top guest favorite

A charming barn-style home is surrounded by lush greenery, showcasing vibrant flora along the walkway. A spacious deck is accessible from the side, while large windows provide natural light to the interior. The structure displays a blend of warm red siding and wooden accents.

Farm stay in Castana

5 out of 5 average rating, 24 reviews

Grandma's House at Jordan Valley

Come and relax in the peaceful surroundings of this rural destination. Nestled on the outskirts in the popular Loess Hills of western Iowa the views of nature are sure to inspire. We have built our very roomy home to resemble a barn. Having raised our 13 children here we have some empty space. Grandpa and Grandma's apartment is a very inviting homey atmosphere for any one passing through or planning a lengthier stay in our area you will be happy with our family friendly accommodations & price.

Top guest favorite

The exterior of the Queen Anne cottage features a well-maintained white façade with a unique roofline. A porch with seating welcomes guests, and an American flag is displayed prominently. Lush greenery surrounds the home, highlighting its charming and inviting presence in the neighborhood.

Home in Moorhead

5 out of 5 average rating, 36 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.

Guest favorite

A well-maintained courtyard features a paved patio surrounded by lush greenery and shade from trees. A staircase leading to an upper level is visible, along with an air conditioning unit mounted beside the building.

Guest suite in Dunlap

4.94 out of 5 average rating, 222 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.

Guest favorite

The entrance of a repurposed grain bin features a modern design with a large, double glass door framed by tall windows. A covered porch welcomes visitors, while colorful flowers are planted along the pathway, providing a touch of nature against the backdrop of the silvery grain bin.

Tiny home in Missouri Valley

4.99 out of 5 average rating, 205 reviews

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.

Guest favorite

A view from the front deck captures expansive green fields adorned with gentle hills under a clear blue sky. The foreground features well-maintained grass, while a gravel road runs parallel to the property, enhancing the serene rural landscape.

Home in Moorhead

4.9 out of 5 average rating, 50 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 favorite

A modern high chair is positioned on a hardwood floor. The chair features a sleek gray seat with safety straps and is supported by a sturdy white frame. Natural light filters through sheer curtains, enhancing the inviting dining space nearby.

Home in Ida Grove

5 out of 5 average rating, 13 reviews

Holly's Cottage

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!

Top guest favorite

A spacious dining area features a large wooden table surrounded by metal chairs, complemented by elegant pendant lighting. A dark cabinet and wall mirror are visible, with a view of a modern kitchen in the background showcasing high-end appliances.

Home in Denison

5 out of 5 average rating, 13 reviews

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

Top guest favorite

Home in Dunlap

5 out of 5 average rating, 62 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. All the amenities of home and more! The perfect place to kick back and relax!

Top guest favorite

A laundry area is visible, featuring a stacked washer and dryer unit. Beyond this space, a glimpse of the kitchen is provided, showcasing wooden cabinets and a dining area with a table and decorative wall art.

Home in Coon Rapids

4.95 out of 5 average rating, 196 reviews

1875 House, 316 Sumpter Ave, Coon Rapids IA

Home built in 1875. Cozy home, close to Middle Raccoon River. Walking and biking trail and river access in the park for canoes or kayaks within 300 yards from front door. Access to White Rock Conservancy trails. Six blocks from downtown shops with grocery and dining available. Beautiful nine-hole golf course. We offer off street parking. Garage available for bicycles. Contact host. Large, shaded back yard with small deck area and charcoal grill.

Superhost

A coffee station is displayed with a Keurig machine and a variety of coffee pods organized in a decorative holder. Nearby, several mugs featuring different phrases are arranged alongside containers for cream and sugar. Colorful paper cups are stacked on one side.

Home in Whiting

4.86 out of 5 average rating, 36 reviews

The Lake-less Lakehouse

Forget your worries in this spacious and serene space. Soak away your worries in our extra deep, luxury bathtub. Watch a movie on the 65" smart TV with the family. The local gas station/convience store, a restaurant, and a few local bars that also serve food are only few blocks away. Located on the edge of town, which means hardly any noise. Almost perfectly placed halfway between Omaha and Sioux City, and only 2 miles away from I29.

Top guest favorite

A serene river scene showcases calm waters, interspersed with smooth stones and lush greenery along the banks. Sunlight filters through the trees, highlighting the natural beauty of the environment. The gentle flow of water contributes to a peaceful atmosphere.

Guesthouse in Coon Rapids

4.95 out of 5 average rating, 63 reviews

School Days Studio Stay

Revisit your school days in this kindergarten room at a renovated elementary school. Reminisce or make some new memories at this unique and family-friendly studio. We are a short walk away from the Riverside trail and are located in one of the cutest little towns in Iowa. This is a small town but we have everything needed for a great stay! Hiking, mountain biking, horse riding, kayaking, and shopping just a few miles away.

Guest favorite

An outdoor view showcases a well-maintained building with light green siding. A classic clock stands on a decorative post in the foreground, indicating the time. The clear blue sky provides a bright backdrop, enhancing the inviting nature of the setting.

Apartment in Harlan

4.89 out of 5 average rating, 63 reviews

Cozy Modern 1 bedroom apartment

Forget your worries in this spacious and serene space. You'll enjoy the privacy this apartment offers amid small town living. Close to historic downtown Harlan, where restaurants and unique shopping adventures await! Beautiful full kitchen with granite countertops opens up to a full living space. Private bedroom with desk/office space, with large full size bathroom. Unit even includes private laundry room!