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, 59 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

Top Guest favourite
The ranch-style home is framed by lush green lawns and neatly trimmed bushes. The exterior features a welcoming front porch with steps leading to the entrance. A driveway provides access to a nearby garage, while large trees offer shade to the property.
Home in Ida Grove
5 out of 5 average rating, 25 reviews

Cozy Trailside Retreat

Welcome to our cozy two-bedroom, two-bath home, located right on the scenic trail in the heart of Castletown USA! Ideal for families, couples, or solo travelers, our house offers direct access to beautiful walking and biking trails. Relax in the bright, spacious living area or enjoy the fully equipped kitchen. Explore Castletown’s rich history and its stunning castles. Perfect for a peaceful getaway with modern comforts! Please note: We do not allow pets in our home due to allergy concerns.

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
4.87 out of 5 average rating, 84 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
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, 391 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, 23 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.

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
4.79 out of 5 average rating, 14 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
Place to stay in Sioux Center
5 out of 5 average rating, 65 reviews

The 'Schoolhouse'

Enjoy a moment of rest in our Schoolhouse! The Schoolhouse is located just out of town and North of Sioux Center (IA). Within 5 minutes, you will be in town where you can find several grocery stores (Fareway, Walmart and Hyvee), a nice indoor mall with a Dutch bakery for a great breakfast, an indoor/outdoor swimming pool ' Siouxnami waterpark', and Dordt University. About 1 hour drive from Sioux Falls Regional Airport and 2 hours from Omaha airport.

Guest favourite
The exterior of Bill's Cabin is shown, featuring a circular structure with corrugated metal siding. A covered patio is accessible through a central door, framed by greenery. A balcony extends above, offering views of the surroundings, while well-kept grass and landscaping enhance the entrance.
Barn in Primghar
4.94 out of 5 average rating, 35 reviews

Bill's Cabin

If you're looking to put a little farm in your city recreation, you might want to consider staying at Bill's Cabin, and play a few rounds at the Primghar Golf and Country Club. This "condo-cabin" complete with bar, stove, mini fridge and microwave downstairs, as well as a queen sized bed, fold-down futon and bathroom with shower upstairs. If you enjoy views, consider relaxing on Heckler's Deck which overlooks the 155 yard, par 3, Hole 8.

Guest favourite
A green upholstered sofa is positioned in the foreground, complemented by two purple cushions. The background features an open kitchen area with wooden shelves, modern appliances, and decorative items, while large windows provide natural light, enhancing the inviting ambiance.
Apartment in Remsen
5 out of 5 average rating, 9 reviews

The Block Studio-202

Spend your stay in a little history at The Block. Built in 1911 by John Groth, this studio apartment has elements of the original John Deere and later Ford factory including the original hardwood flooring, brick wall, and high ceilings. Most of the furnishings are comprised of reclaimed lumber from the dismantled car elevator. Historic photos of the building are throughout the common hallways for a trip back in time.

Top Guest favourite
Home in Orange City
5 out of 5 average rating, 15 reviews

The Amsterdam Abode- Entire Main Floor and Coffee!

Welcome to The Amsterdam Abode! Enjoy full access to the entire main floor, including 2 king size beds, 2 baths, a full kitchen & deck. Close to Northwestern College and downtown. Located on a quiet cul-de-sac with no backyard neighbors.Access to garage to keep vehichle warm. Our well-behaved nephew rents the basement apartment with a separate entrance. Flexible check-in, 10 AM check-out.

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, 151 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, 128 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!

Popular amenities for Cherokee holiday rentals

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