Vacation rentals in Cherokee

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Top-rated vacation rentals in Cherokee

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Guest favorite

Home in Aurelia

4.97 out of 5 average rating, 38 reviews

Historic 2 bedroom, loft, remodeled kitchen & bath

Spend your next vacation in the historic charm of this spacious 2 story home. From the lovely entry you can access the living room, formal dining room, half bathroom and recently remodeled kitchen. On the second floor, relax in a loft at the top of the stairs and get a great nights sleep in one of the two bedrooms. Across the hall you will find a large newly remodeled bathroom complete with a claw foot tub. The house is a short walk to the city park, public swimming pool, downtown and more!

Top guest favorite

A vibrant waterpark features a variety of water slides in bright colors, including a large red and white striped slide. The pool area is lively, with water splashes creating a dynamic scene and inner tubes floating in the clear blue water.

Home in Storm Lake

4.99 out of 5 average rating, 114 reviews

Ada's Guesthouse

This 1910 fully remodeled 3 bedroom, 3 bath home is at the center of Storm Lake. Located on historic Lake Avenue, it is just two blocks from the lake, walking/bike trail, and 2 beautiful parks. Downtown is within walking distance as well as 5 beautiful churches, King's Pointe Waterpark and beach/park. A clean home full of character with high-speed internet, comfy beds/new linens, a new chef's kitchen, large bathrooms, new laundry appliances, and family games help make your stay memorable.

Top guest favorite

A wooden ramp leads to the house, providing easy access. The ramp is flanked by a low railing and surrounded by grass. Above, a covered deck offers a shaded area for relaxation. The exterior of the house features light siding and multiple windows.

Home in Lakeside

4.96 out of 5 average rating, 114 reviews

Mom & Pop's Lakeside Place

Experience an Iowa adventure at this quaint 3-bedroom, 2-bath vacation rental in Lakeside, IA. With accommodations for up to 8 guests, this home, located a block from the lakefront, offers endless entertainment and all of the amenities needed for a rejuvenating stay! Enjoy easy access to the shops, restaurants, explore the surrounding trails, Kings Pointe Waterpark in Storm Lake, or spend countless hours in this comfortable home or backyard around a fire when you’re not out on the lake!"

Guest favorite

A back patio is shown, featuring two comfortable chairs with cushions and a small side table placed on a textured area rug. The layout creates a cozy space for relaxation. Nearby, a pet bowl is visible on the ground, and the backdrop includes a fence and house exterior.

Home in Orange City

4.87 out of 5 average rating, 163 reviews

Orange City Home Away From Home

Centrally located in the heart of Orange City, just a few blocks from the square, Landsmeer Golf course, shopping, and coffee shops. 1/2 mile from Northwestern College. Recently remodeled 3 bedroom with fenced in back yard, firepit, and full kitchen with BRAND NEW stainless steel appliances. Super fast WiFI. Your access is the entire upstairs and the back deck. ****The host and his Border Collie Jax live in the basement with a seperate entrance locked off from the upstairs.****

Top guest favorite

A vintage kitchenette area features a rustic wood backdrop with a red Coca-Cola cooler beneath a small sink. A colorful sign reading 'We sell COOK'S PAINTS' is displayed prominently, accompanied by a small vase with flowers and neatly arranged kitchen utensils.

Barn in Le Mars

4.98 out of 5 average rating, 335 reviews

The Grain Bin Lodge and Retreat

Sorry, no children under the age of 12. This large grain bin has been converted into a rustic two story getaway using reclaimed barn wood and many antiques. The 700 square foot main floor includes a full bath, a vintage retro kitchenette (micro wave, toaster, coffee maker, refrigerator/freezer, NO OVEN), reclining love seat, a smart tv with WIFI and Direct TV, along with a large dining area with 2 tables. The 500 square foot open loft area includes one full bed and 2 queen beds.

Guest favorite

A spacious living area is highlighted by a ping pong table at the center, with a large TV mounted on the wall. Antique furnishings and horse memorabilia adorn the room, complemented by warm lighting from lamps. The wood paneling creates a cozy atmosphere.

Barn in Cherokee

4.92 out of 5 average rating, 66 reviews

Buffalo Ridge Barn

You'll enjoy your getaway in what was previously a horse barn with living quarters. The living quarters have been made into 2 comfortable bedrooms with a spacious living room on the top floor and a full kitchen and full bathroom with laundry on bottom level. Two outdoor areas let you enjoy the views and country living. The owners have furnished the living quarters with antiques and horse memorabilia. Come enjoy the Cherokee area while enjoying comfortable living.

Top guest favorite

An exterior view of a garage and side entrance features a modern gray siding with a light gray door. A small window is positioned above the door, while two waste bins are placed next to the building, one blue and one black. Leaves are scattered on the ground.

Apartment in Sioux Center

4.96 out of 5 average rating, 212 reviews

Close to Dordt University and several attractions

We are close to Dordt University within walking distance. Close to the All Seasons Center which has an indoor/outdoor pool and also the indoor hockey rink. The bike trails and local park are within walking distance(we have 2 bikes you can use). Downtown is very close with several coffee shops, a mall, and several restaurants. We live in a quiet neighborhood. We have 2 grocery stores and a Walmart if you happen to forget anything.

Top guest favorite

Farm stay in Spencer

4.96 out of 5 average rating, 250 reviews

The Bunkhouse at Hobby Horse Acres

Beautiful rural acreage with private "bunkhouse" located minutes from the Okoboji Iowa Great Lakes, Historic Spencer, and the Clay County Fair, the world's greatest county fair. Enjoy the peaceful setting including outdoor fire pit area, gazebo area, playground, barn with animals to pet, fruit trees, and room to roam. Full kitchen is included. Two private bedrooms and plenty of hang-out space and extra sleeping spaces.

Superhost

A charming front view of the home presents a covered porch with dark railings, flanked by evenly spaced columns. A grassy yard with decorative stones complements the pathway, while a gentle overcast sky casts a soft light over the welcoming entrance.

Home in Peterson

4.57 out of 5 average rating, 7 reviews

Cottage relaxation

Relax with the whole family at our peaceful, spacious stay centrally located in the heart of Peterson, Iowa. This newly remodeled home welcomes you with a beautiful front porch entry that opens to a living room, dining area, open kitchen, main floor bedroom, bathroom w/ laundry facility. On our second floor relax in one of the two private bedrooms that share a Jack & Jill bathroom with walk in shower.

Guest favorite

A black two-door refrigerator is positioned against a wall. It features an ice maker and water dispenser on the front. The countertop nearby holds a microwave, while wooden cabinetry can be seen below.

Home in Ida Grove

4.9 out of 5 average rating, 118 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.

Top guest favorite

Loft in Cherokee

4.99 out of 5 average rating, 162 reviews

Library Loft Apartment - Left Wing

Located on the second level on West Main Street in historic downtown Cherokee, Iowa. This open-concept loft apartment is housed in an 1888 building and features a beautifully restored 10' x 10' skylight, French Empire chandeliers, 12' tin ceiling, and a balcony. Guests will enjoy numerous amenities, a splendid downtown view, restaurants and shopping.

Guest favorite

The entrance features a welcoming door with a decorative sign. The door is framed by a neatly arranged brick wall, showcasing a combination of earthy tones. A small light fixture is mounted beside the door, enhancing visibility at night.

Apartment in Marcus

4.85 out of 5 average rating, 81 reviews

Royal 3 Airbnb

Relax in this newly renovated and fully furnished 1-bedroom apartment while visiting family in town or in the area for business. This unit provides free off street parking and on site coin operated laundry in a quiet part of town close to the golf course. Inside you will find a queen size bed and a futon that converts into a full size bed.

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Other great vacation rentals in Cherokee

Guest favorite

A view of a charming downtown street is captured, featuring a green bench on the sidewalk. Snow is visible along the edges, contrasting with the brick facade of the adjacent building, which showcases large windows reflecting the bustling atmosphere of the area.

Loft in Cherokee

4.9 out of 5 average rating, 30 reviews

Downtown Cherokee Iowa Vacation Rental

EmilyRating, 5 stars1 month ago

This was our second time staying in this building. It’s a wonderful option for us to visit family in Cherokee and a bonus having the coffee shop with food right downstairs!

A spacious living area features a comfortable sectional sofa and a glass-top coffee table set atop a patterned rug. Wooden accents and warm lighting create a cozy ambiance, while an open doorway leads to a well-equipped kitchen in the background.

Apartment in Cherokee

4.6 out of 5 average rating, 10 reviews

Great midterm rental for worker in the area!

MaryRating, 5 stars10 months ago

Jeremy provided an exceptional weekend stay! His communication was spot on and the apartment had all we needed for a comfortable stay!

Superhost

Cabin in Lake View

4.73 out of 5 average rating, 45 reviews

East Shore Drive Lakefront Cabin

KateRating, 5 stars3 weeks ago

It was a gorgeous stay. The deck right over the water is amazing. The house is very clean and decorated beautifully. Angela was great with communication. We would love to stay there again - hopefully with warmer weather the next time!

Guest favorite

A modern bathroom features a walk-in shower enclosed by clear glass, complemented by a sleek vanity and a toilet. A small rug is placed on the floor, and soft lighting illuminates the neutral-colored walls.

Home in Cherokee

5 out of 5 average rating, 9 reviews

The retreat on 1st Street

Jo AnnRating, 5 stars3 days ago

We had a great stay in Kelli’s lovely home. It was clean, neat , and nicely furnished! The beds were very comfortable. The location was close to everything we needed. Communication with Kelli was quick and easy! Highly recommend for a relaxing stay!

Guest favorite

A charming two-story house is presented in a classic style. A sloped roof with an overhang accentuates the front entrance, which is approached by several steps. Large windows allow natural light to fill the interior, while a well-maintained lawn surrounds the path leading to the door.

Home in Correctionville

4.95 out of 5 average rating, 22 reviews

Home in Correctionville perfect small town getaway

MeganRating, 5 stars2 months ago

A very quaint, clean, lovely home to stay in. Amy was very responsive and quick to answer any questions. Highly recommended and will stay here again the next time we visit!

Guest favorite

A modern bathroom is displayed with a dark granite countertop featuring a round sink. A rectangular mirror is mounted above, flanked by warm lighting. A wooden shelf holds decorative plants, and a tile backsplash adds a clean, contemporary touch to the space.

Home in Cherokee

4.96 out of 5 average rating, 26 reviews

The Sumner House

FranklinRating, 5 stars1 week ago

What a fantastic home to stay in! Also, Jomi was quick to assist me when I had questions. I will definitely look for this home for future visits.

A functional laundry area is equipped with a washer and dryer against a warm-colored wall. Natural light enters through a window, complemented by a decorative curtain. The floor is covered with soft carpeting, enhancing comfort and usability in the space.

Home in Paullina

5 out of 5 average rating, 3 reviews

Cozy Cottage Air BnB

AngelaRating, 5 stars1 month ago

Perfect spot if you’re working on the turbines out here. Convenient location, and ample space. Everything you need. Kylee was quick to respond and inform of anything going on. She also offered extra options to bring over to make the stay more comfortable. Will definitely stay again if it’s available when I’m back in the area.

The historic Lewis Hotel building is depicted in a black and white photograph, showcasing its brick exterior. The three-story structure features large windows, detailed architectural accents, and a prominent entrance. Surrounding streets and some nearby sidewalks are visible in the foreground.

Apartment in Cherokee

4.68 out of 5 average rating, 72 reviews

Spacious new Suite in Historic Lewis Hotel

AmandaRating, 5 stars3 weeks ago

Great little apartment tucked away on the business end of the building. very clean, smelled so good but not purfumey! Had everything we needed for our stay.

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Vacation rentals in Cherokee

Top-rated vacation rentals in Cherokee

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