Vacation rentals in Charter Oak

Find and book unique accommodations on Airbnb

Top-rated vacation rentals in Charter Oak

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

0 of 0 items showing

1 of 3 pages

Guest favorite

Home in Denison

5.0 out of 5 average rating, 16 reviews

A Cozy Home to relax

We are keeping it simple for you to enjoy a peaceful stay in our Cozy Cottage, centrally located in Denison, Iowa. Our goal is to provide you with a carefree stay in our 2 bedroom and 1 bath home. Full kitchen, stove, refrigerator/freezer, Keurig Coffee maker, microwave + Washer/Dryer. We hope you also explore all of what the town has to offer; the aquatic center (which is within walking distance) and going Uptown to the shops, restaurants, and the Donna Reed Theater. YellowSmoke Park too!

Jan 29 – Feb 5

G$20,638 GYD per night

Guest favorite

Home in Moorhead

5.0 out of 5 average rating, 12 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.

Jan 17 – 24

G$31,896 GYD per night

Guest favorite

Guest suite in Dunlap

4.95 out of 5 average rating, 189 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.

Oct 23 – 30

G$15,352 GYD per night

Guest favorite

Tiny home in Missouri Valley

4.99 out of 5 average rating, 152 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.

Aug 11 – 18

G$43,129 GYD per night

Guest favorite

Cabin in Lake View

4.91 out of 5 average rating, 44 reviews

East Shore Cabin on Black Hawk Lake

This comfortable cabin is located on the east shore of beautiful Black Hawk Lake in Lake View, Iowa. You will have access to the lake front and common dock to enjoy swimming and fishing. There are 4 public boat ramps nearby. Sit by the fire pit in the evening and watch the sunset. There is plenty of recreation available including biking, hiking and mini golf. Three golf courses are located within 15 minutes of Lake View. Several restaurants are close by for your dining pleasure.

Sep 7 – 14

G$38,477 GYD per night

Guest favorite

Home in Moorhead

4.89 out of 5 average rating, 37 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.

Aug 4 – 11

G$45,983 GYD per night

Guest favorite

Farm stay in Harlan

5.0 out of 5 average rating, 21 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!

Jan 23 – 30

G$61,956 GYD per night

Guest favorite

Home in Dunlap

5.0 out of 5 average rating, 31 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!

Oct 3 – 10

G$34,727 GYD per night

Guest favorite

Home in Woodbine

5.0 out of 5 average rating, 16 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.

Dec 14 – 21

G$32,110 GYD per night

Guest favorite

Apartment in Harlan

4.9 out of 5 average rating, 20 reviews

Private new 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!

Jul 23 – 30

G$20,159 GYD per night

Guest favorite

Home in Soldier

5.0 out of 5 average rating, 9 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.

Dec 22 – 29

G$26,759 GYD per night

Guest favorite

Home in Ida Grove

4.89 out of 5 average rating, 75 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.

Nov 15 – 22

G$19,578 GYD per night