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Vacation rentals in Cherokee

Find and book unique accommodations on Airbnb

Top-rated vacation rentals in Cherokee

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

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Top guest favorite
The kitchen showcases a combination of gray cabinetry and open shelving, displaying an array of glassware and dishes. Stainless steel appliances and a coffee maker are positioned on the countertop, with a sink and modern fixtures. A colorful rug adds a touch of warmth to the space.
Home in Aurelia
4.98 out of 5 average rating, 41 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 logo is displayed featuring the name 'Mom & Pop's Lakeside Place' in bold letters. The background includes an illustration of a lighthouse, suggesting connections to the lakeside location in Iowa. The overall design is simple and inviting.
Home in Lakeside
4.96 out of 5 average rating, 132 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!"

Top guest favorite
The exterior of a converted grain bin displays a round silver structure set against a lush green landscape. A welcoming porch is adorned with colorful chairs and flower arrangements, while a sign announces the lodging. Decorative elements include a wagon wheel and potted plants.
Barn in Le Mars
4.98 out of 5 average rating, 371 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.

Top 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
4.94 out of 5 average rating, 106 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 cozy bedroom showcases a rustic charm with a wooden dresser and a vintage mirror. Cowboy memorabilia, including a large hide and lasso, are displayed on the wall, while a comfortable armchair adds to the inviting ambiance of the space.
Barn in Cherokee
4.93 out of 5 average rating, 69 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.

Guest favorite
A light grey sideboard is situated against a warm beige wall, topped with decorative items. A mirror reflects soft light from a lamp on one side, while a pair of candles and potted greenery balance the arrangement. A framed photo and a wooden rack adorn the surface.
Home in Marcus
4.94 out of 5 average rating, 102 reviews

The Sanctuary, a historic vacation rental

This beautifully remodeled and fully furnished rental (3 bedroom/ 2 bath—sleeps up to 6 adults) offers all of the comforts of home (+Wifi). Walking distance to grocery store, shops, dining, park and pool. Perfect for families and entertaining. Please respect no animals (severe allergies), smoking, parties or “booking for someone else” policies outlined in the house rules. If smoking outside, please use ashtray.

Top guest favorite
An elegant entryway showcases distinctive wooden paneling and decorative glass windows. A rocking chair and a small chair are positioned thoughtfully, inviting relaxation. A patterned area rug lies beneath a central chandelier, adding to the warmth and charm of the space. A grand piano is visible in the background.
Home in Orange City
5 out of 5 average rating, 107 reviews

Short's Arts and Crafts Home

This historical Arts & Crafts home offers a special touch to your gathering in this quaint Dutch town. Centrally located just one block off the main street and across from the Courthouse. A recent guest had this to say about this home: "Words fail to describe the experience. It is well beyond beautiful, well beyond welcoming, well beyond comfortable. It is like home in ones most wonderful dreams."

Guest favorite
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, 131 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 favorite
A cozy living area features a dark sofa adorned with decorative pillows, paired with a textured armchair. A soft area rug anchors the space, while large windows allow natural light to fill the room. A small dining area and a desk are also present.
Apartment in Spencer
4.84 out of 5 average rating, 113 reviews

Downtown Serenity

Located at 10 W 4th Street in downtown Spencer, the historic Medlar Studio is home to the The Medlar Suites. Suite #1 has Wifi and free parking is provided across the street (Public parking lot, well lit). This unit is centrally located and in the heart of the shopping district with the local brewery just around the corner and restaunts within blocks.

Top guest favorite
An open-concept living area is visible, featuring large windows that allow natural light to brighten the space. A mix of seating options is arranged around a plush area rug. A colorful piece of wall art adds a unique touch to the room's neutral tones.
Loft in Cherokee
4.99 out of 5 average rating, 174 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
A comfortable living area is highlighted by a gray sofa with a decorative pillow. A medium-sized area rug covers the floor. Natural light is filtered through dark curtains, and a television is positioned on a wooden media console, displaying a streaming interface.
Apartment in Marcus
4.87 out of 5 average rating, 89 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.

Top guest favorite
A bright sleeping area features a metal daybed adorned with soft pillows and a warm quilt. Natural light enters through multiple windows, which are dressed with woven shades. A ceiling fan provides airflow, while wall hooks and a hanging planter add a touch of decor.
Home in Orange City
5 out of 5 average rating, 258 reviews

Charming Brick House (Brick House)

*Awarded as the 'Most Hospitable Host' in Iowa by AirBNB - based on cleanliness, check-in and communication.* Come experience the warmth and comfort of this 1927 Baksteen Huis (Brick House in Dutch). Newly refurbished to maintain the authenticity of this classic home, yet furnished with contemporary décor for your family’s comfort.

Popular amenities for Cherokee vacation rentals

  1. Airbnb
  2. United States
  3. Iowa
  4. Cherokee County
  5. Cherokee