Holiday houses in Cherokee

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Top-rated holiday rentals in Cherokee

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

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Top Guest favourite
A modern kitchen features a large island with six wooden stools. Stainless steel appliances are present, along with white cabinets and a vent hood. Natural light streams through the windows, illuminating the open space that connects to a cozy seating area with soft furnishings.
Home in Sioux Center
5 out of 5 average rating, 209 reviews

Newly remodeled home, walking distance to Dordt U

Welcome to the completely remodeled home adjacent to Dordt University. Settled on the far corner of a very quiet loop street, the house is in a most ideal location, providing both privacy and proximity to Dordt and downtown businesses. Cooking in the large, beautiful kitchen is a delight. Dine at the six person kitchen island, or, at the dining table in the four seasons room. Three bedrooms, two bathrooms, a comfortable living room, as well as a spacious laundry room make for a lovely stay.

Superhost
Apartment in Alta
4.67 out of 5 average rating, 18 reviews

Cozy & Charming 2-Bed Retreat

Relax with the whole family, designed to feel like a true home away from home. Perfect for weekend getaways, work trips, or family stays, the space offers comfort and convenience. Enjoy a bright living area with comfortable seating, a TV, and plenty of natural light—ideal for unwinding after a day out. The fully equipped kitchen features modern appliances, ample counter space, and all the essentials for simple home-cooked meals, along with a dedicated coffee station to start your day right.

Top Guest favourite
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, 124 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 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
4.95 out of 5 average rating, 146 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!"

Guest favourite
Home in Sheldon
4.9 out of 5 average rating, 192 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 converted grain bin presents a rustic exterior, showcasing a round shape with corrugated metal walls. A welcoming porch features seating options surrounded by colorful flower arrangements. Lush greenery and trees frame the scene, providing a serene atmosphere and inviting outdoor space.
Barn in Le Mars
4.98 out of 5 average rating, 383 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.

Guest favourite
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 charming, white, A-frame house is presented with blue shutters on either side of the front door. A small wooden deck features colorful flower pots, enhancing the welcoming appearance. Behind the house, silos are visible, indicating a nearby industrial area.
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
Home in Ida Grove
4.9 out of 5 average rating, 148 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 covered outdoor seating area is furnished with two plush sofas adorned with orange cushions and a low coffee table. Potted flowers and a colorful planter add a touch of greenery, while surrounding views of the neighborhood are framed by the gazebo's open structure.
Apartment in Le Mars
4.98 out of 5 average rating, 125 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
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, 179 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.

Top Guest favourite
Home in Orange City
5 out of 5 average rating, 268 reviews

Charming Baksteen Huis (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 holiday rentals

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