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 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, 66 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

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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, 131 reviews

Ada’s Guesthouse | Historic Home Near the Lake

Step into Ada’s Guesthouse, a beautifully restored 1910 historic home just a 5-minute stroll from Storm Lake and its scenic lakeside trail. Ideal for families, wedding guests, and weekend escapes, this elegant retreat sleeps 8 with 3 bedrooms, 2½ baths, and a luxurious king primary suite. Enjoy a chef’s kitchen, inviting gathering spaces, and timeless charm blended with modern comfort. Sip coffee on the front porch, walk downtown, explore the lake, or unwind with plenty of room to spread out.

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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, 31 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.

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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, 398 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.

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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

4.93 out of 5 average rating, 28 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.

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Guest favourite

Home in Spencer

4.91 out of 5 average rating, 23 reviews

Hot Tub Hideaway

A peaceful haven close to everything, boasting a brand new saltwater hot tub on our expansive deck! Perfectly situated near Spencer & 20 minutes away from Okoboji, our 3 bedroom/2 bath home offers an unparalleled escape. Perfect for a family getaway or vacation with friends. Make unforgettable memories in our beautiful home complete with everything you need. There is plenty of space to park your boat if needed. We can also accommodate hunting doggos.

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Top Guest favourite

A light-filled open living space is showcased, featuring a cozy seating area with a gray couch and a patterned throw pillow. A kitchen island with a wooden countertop and dark navy cabinetry is visible, along with a decorative red light fixture above. Paddle-themed artwork adorns the wall.

Cabin in Lake View

4.95 out of 5 average rating, 59 reviews

Lakeview Loft at Arrowhead Cabins

Cute & Cozy cabin along the beautiful Black Hawk Lake. This charming space is the perfect little escape for a relaxing get away. Imagine waking up to a beautiful view of the lake while sipping your morning coffee. Enjoy fishing and swimming around the common dock. 4 public boat ramps are located nearby As night falls enjoy the sunset and the stars out by the fire pit. The cabin has two guest parking stalls with additional free parking if needed.

LocationFamilyBackyard

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

4.8 out of 5 average rating, 15 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!

LocationFamilyHospitality

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.

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Top Guest favourite

Home in Orange City

5 out of 5 average rating, 17 reviews

Amsterdam Abode-King Beds-Garage- Coffee Bar!

Relax in this spacious 2-bedroom, 2-bath home featuring two king beds, an attached garage, a fully equipped kitchen, and a private deck. Located on a quiet cul-de-sac just minutes from Northwestern College and downtown Orange City, it's perfect for families, business travelers, and weekend getaways. Our well-behaved nephew rents the basement apartment with a separate entrance. Flexible check in options and an 11am check out.

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Guest favourite

A modern kitchen features a central quartz island with seating for four. Stainless steel appliances are positioned against a backdrop of a marble-patterned wall. Wooden shelves display plants and kitchenware, while exposed brick adds character to the space. Original hardwood flooring complements the design.

Apartment in Remsen

4.92 out of 5 average rating, 12 reviews

The Block Studio-102

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.

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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

4.91 out of 5 average rating, 159 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.

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