Vacation rentals in Cherokee

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Top-rated vacation rentals in Cherokee

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Top guest favorite

The exterior of a stylish three-story home features a welcoming front porch with white railings and planters. A concrete path leads to the entrance, bordered by a well-maintained lawn and mature trees. Large windows allow natural light to enhance the home's character.

Home in Storm Lake

4.98 out of 5 average rating, 120 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

Home in Lakeside

4.96 out of 5 average rating, 123 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, 356 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

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.

Top guest favorite

Farm stay in Spencer

4.97 out of 5 average rating, 264 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.

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, 101 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

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, 100 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. 7 Day stays or longer receive 30% discount!

Top 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

4.91 out of 5 average rating, 127 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

A comfortable living area features a dark leather seating arrangement with two chairs and a sofa, positioned around a dark wooden coffee table. A decorative rug lies on the floor, and a lamp stands beside the seating. A mirror and wall art complement the neutral-toned walls.

Apartment in Le Mars

4.97 out of 5 average rating, 113 reviews

Gorgeous 2 bedroom unit with upscale amenities

Gorgeous 2 bedroom 2nd floor unit in lovely downtown Le Mars. All new construction, upscale apartment with all the amenities and within walking distance of shops, restaurants and all that downtown Le Mars has to offer. Two private entrances with security cameras in unit. Very quiet building with lovely outdoor space to enjoy the beautiful sunsets!

Top guest favorite

A sunlit living area showcases large windows with a view of downtown architecture. A spacious sofa is accompanied by a coffee table and two small chairs. Decorative plants add a touch of greenery to the warm hardwood floors, creating an inviting space for relaxation.

Apartment in Cherokee

4.99 out of 5 average rating, 176 reviews

Library Loft Apartment - Right Wing

Located above The Book Vine and Underground Clothing on West Main Street in historic downtown Cherokee, Iowa. This open-concept loft apartment housed in an 1888 building features 10 foot windows, 12.5' tin ceilings, and original hardwood floors. Guests will enjoy numerous amenities, a splendid downtown view, restaurants and shopping.

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, 250 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.