Holiday houses in Cherokee

Find and book unique accommodation on Airbnb

Top-rated holiday rentals in Cherokee

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

%{current} / %{total}1 / 1
Top Guest favourite
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, 141 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!"

Superhost
A comfortable living area is presented with a soft blue sofa adorned with a decorative pillow. A brown ottoman sits centrally, complemented by blue side tables. Warm light emanates from a floor lamp, while a patterned curtain softly filters natural light.
Home in Sheldon
4.9 out of 5 average rating, 188 reviews

East Windmill Large country farmhouse SheldonIA

Welcome to the cozy and rustic big farm house! Walk in to an inviting scene with everything you need including fridge, microwave, coffee pot, dishes, washer & dryer, TV and more. In the fridge you will find farm fresh eggs & coffee! You’ll be pleasantly surprised with the unique decor and original wood floors. Enjoy the views of the sunrise on the pasture with a few beautiful grazing cow calf pairs. It is a perfect place for a peaceful escape in the country on a real working farm.

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, 374 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
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, 70 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 favourite
The exterior of the Red Tail Resort Cabin is shown, featuring a welcoming entrance with wooden accents. A spacious driveway leads to a two-car garage. The landscape is simple, with trimmed shrubs and grass, all set against a muted sky.
Home in Cherokee
4.75 out of 5 average rating, 12 reviews

Red Tail Resort

Escape to the tranquil Red Tail Resort Cabin in NW Iowa, a perfect getaway for a peaceful weekend or extended stay. Nestled on private land near a wildlife habitat, enjoy serene views and the beauty of nature. The cabin offers rustic charm with enough luxury to feel comfortable. Relax on the expansive covered deck overlooking a soon-to-be large lake. Additional living space is available in the lower level for friends or family—just ask the super host!

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.
Apartment in Sioux Center
4.96 out of 5 average rating, 245 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, 274 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.

Top 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, 105 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
4.89 out of 5 average rating, 142 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
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
4.98 out of 5 average rating, 120 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 favourite
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, 180 reviews

Library Loft Apartment - Right Wing

Located above The Book Vine 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 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, 33 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.

Popular amenities for Cherokee holiday rentals

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