Holiday houses in Cherokee

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Top-rated holiday rentals in Cherokee

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Top Guest favourite
A pathway lined with trees leads to a tranquil lake, where a warm sunset casts colors across the sky. A tower structure stands beside the water, illuminated by the fading sun, creating a serene lakeside setting.
Apartment in Storm Lake
4.98 out of 5 average rating, 47 reviews

Condo by the lake

This unit is perfect for summer and winter activities! Beautiful Lake and golf course views. Gorgeous sunsets. Newly built, two bedroom two bathroom condo. 3 minute Walking distance to Kings Point Resort, with beach access. Golf course directly next-door. Bike and walking trails with picnic areas across the street and around the lake. A 1 minute walk. Very popular lake for summer fishing and ice fishing. On site gym and recreational area. Indoor and outdoor shared Commons area with grill

Guest favourite
The side view of the beach cottage features a blend of blue and brown siding. A covered porch with decorative railings provides shade. A grassy area surrounds the structure, while the lake is visible in the distance, enhancing the peaceful outdoor setting.
Cottage in Storm Lake
4.88 out of 5 average rating, 73 reviews

Lake access. Full private home. Cozy Beach Cottage

Relax with the whole family at this beautiful, private little Beach Cottage across the street from the lake. Watch the pelicans swim this area all day and night! Full public access and park directly across the street. Toss a fishing line in the water and see if you can catch a big walleye. Space in the yard for a tent or two if you want even more space. Queen bed in the bedroom, queen pullout in the entry and another in the living room, sleep 6. One additional couch could sleep another.

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 wide view of Storm Lake stretches across the image, reflecting clear blue skies. Trees line the shore, providing a serene backdrop to residential homes in the foreground. The tranquil water surface mirrors the calm atmosphere, suggesting a peaceful retreat on the lake.
Home in Storm Lake
5 out of 5 average rating, 19 reviews

Inviting lakefront house!

Welcome to your perfect getaway on the serene south side of Storm Lake! Nestled on a quiet street, this beautifully maintained 3-bedroom, 2-bathroom home offers the ideal blend of comfort, charm, and breathtaking lake views. The newly remodeled kitchen is fully equipped for culinary adventures and offers picturesque views. Just beyond the kitchen, step through sliding glass doors into the sunroom, which has soaring windows that frame sweeping, panoramic views of Storm Lake.

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!

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.

Guest favourite
A welcoming living area is presented, featuring a cozy fireplace surrounded by a brick facade. Comfortable seating options are arranged around a central coffee table. A bookshelf filled with books and greenery adds a touch of life, while soft lighting creates an inviting ambiance.
Home in Alton
4.95 out of 5 average rating, 43 reviews

10th Hole Haven

Located on a historic golf course (Sioux Golf & Country Club) that was established in 1888. This 2 bedroom, 2 bathroom house sports a spacious living area including an 800 square foot deck that overlooks the golf course. Relax with the whole family, enjoy the fireplace in the winter, and the golf course views throughout the year.

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