Vacation rentals in Charter Oak

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Top-rated vacation rentals in Charter Oak

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

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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
4.88 out of 5 average rating, 118 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
Home in Mapleton
5.0 out of 5 average rating, 12 reviews

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.

Top guest favorite
Farm stay in Soldier
5.0 out of 5 average rating, 5 reviews

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. 

Top guest favorite
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
5.0 out of 5 average rating, 31 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 favorite
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
5.0 out of 5 average rating, 63 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
The kitchen area features dark cabinetry and granite countertops, complemented by stainless steel appliances. Ample natural light streams in, highlighting a large island with seating and a double sink, while a decorative rug adds a touch of warmth.
Home in Lake View
4.95 out of 5 average rating, 119 reviews

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.

Top guest favorite
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 favorite
A spacious living area is presented, featuring a large sectional sofa positioned for comfort. Tall windows allow natural light to fill the room, revealing views of the outdoors. A stone fireplace adds structure, while a dining table and additional seating create an inviting atmosphere for gatherings.
Home in Dunlap
4.96 out of 5 average rating, 148 reviews

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.

Top guest favorite
A welcoming living area is shown, featuring a light-colored sofa and armchair arranged around a wooden coffee table. Natural light flows in through large windows, and a television is mounted on the wall. A door leads to an outdoor space, enhancing accessibility.
Home in Denison
5.0 out of 5 average rating, 42 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

Guest favorite
A light-filled living area features a cozy seating arrangement with two modern armchairs and a stylish sofa. A coffee table sits at the center, surrounded by a plush rug. Seasonal decor includes a Christmas tree, and large windows provide ample natural light.
Farm stay in Harlan
4.95 out of 5 average rating, 64 reviews

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!

Top guest favorite
A comfortable living area is presented with a plush sofa and two recliners. Soft lighting from the lamps creates a cozy ambiance. A wooden side table holds a small plant and a decorative sign. A large window allows natural light to enrich the space.
Apartment in Harlan
4.89 out of 5 average rating, 100 reviews

Hansen House Airbnb

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!

Guest favorite
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, 75 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.

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