Holiday rentals in Cherokee

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Top-rated holiday rentals in Cherokee

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Top guest favourite
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 favourite
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.

Guest favourite
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 favourite
A green two-story house is set back from a wide concrete driveway, surrounded by grass and trees. The front door is flanked by large windows, and the garage door is visible on the right side. A peaceful suburban atmosphere is suggested by the landscaped yard.
Flat in Sioux Center
4.98 out of 5 average rating, 343 reviews

Home away from home

This is a basement apartment in a local family home. It has a private bedroom, full bathroom, kitchenette, and common space to hang out with a pull out bed if needed . There is space to park on the driveway and is walking distance to Dordt College the local public high school and the All Season Center with the ice rink and indoor/outdoor swimming pool. Downtown is also very close for local businesses, coffee shops, and grocery store.

Top guest favourite
A single-story home is set in a landscaped yard, featuring a well-maintained lawn and a variety of trees. The exterior is painted in a dark color, complemented by a welcoming entrance and a basketball hoop mounted near the driveway leading to a two-car garage.
Flat in Sioux Center
4.96 out of 5 average rating, 234 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 favourite
Farm stay in Spencer
4.97 out of 5 average rating, 268 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 favourite
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 favourite
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.

Top guest favourite
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 favourite
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.
Flat 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 favourite
The exterior of a charming yellow house is showcased, featuring a welcoming front porch with multiple windows. A paved driveway accommodates vehicles, with a grassy area surrounding the home. Nearby residences are visible, indicating a quiet neighborhood setting.
Home in Cherokee
4.97 out of 5 average rating, 29 reviews

The Sumner House

The Sumner House is a great place to stay, it has been completely re-modeled and has a great feel, open yet cozy and I love the porch!! There is one bedroom, a full bathroom with a walk-in tiled shower a beautiful new kitchen, a sitting room/parlor and the living room.

Guest favourite
The exterior of a single-story home is visible, featuring a light-colored façade with large windows. A concrete pathway leads to the entrance, while a tree shaded area and well-maintained grass surround the structure. Adjacent homes are partly seen in the background.
Home in Cherokee
5 out of 5 average rating, 15 reviews

The retreat on 1st Street

Kick back and relax in this calm, stylish space. Full amenities with on site washer and dryer. Located near hospital, local coffee shops, grocery and gym/fitness center with indoor pool. New walking trail with scenic views just a short distance down the street.

Popular amenities for Cherokee holiday rentals

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