Vacation rentals in Cherokee

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Top-rated vacation rentals in Cherokee

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Top guest favorite

The kitchen showcases a combination of gray cabinetry and open shelving, displaying an array of glassware and dishes. Stainless steel appliances and a coffee maker are positioned on the countertop, with a sink and modern fixtures. A colorful rug adds a touch of warmth to the space.

Home in Aurelia

4.97 out of 5 average rating, 39 reviews

Historic 2 bedroom, loft, remodeled kitchen & bath

Spend your next vacation in the historic charm of this spacious 2 story home. From the lovely entry you can access the living room, formal dining room, half bathroom and recently remodeled kitchen. On the second floor, relax in a loft at the top of the stairs and get a great nights sleep in one of the two bedrooms. Across the hall you will find a large newly remodeled bathroom complete with a claw foot tub. The house is a short walk to the city park, public swimming pool, downtown and more!

Top guest favorite

Home in Lakeside

4.96 out of 5 average rating, 127 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!"

Top guest favorite

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, 360 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 favorite

The kitchen area features dark cabinetry and granite countertops, complemented by stainless steel appliances. Ample natural light streams in, highlighting a large island with seating and a double sink, while a decorative rug adds a touch of warmth.

Home in Lake View

4.94 out of 5 average rating, 102 reviews

Cheerful two bedroom lake home.

This stylish place to stay is perfect for group trips. Master bedroom with small private bath; including a bonus room. Guest bedroom with 4 beds for kids or large family. Second bathroom with shower/bathtub. Spacious vaulted kitchen living room with tons of seating for lake views, binge watching favorite series, or watching the cook make the magic happen. Longer stays and weddings looking for dates more than 1 year in advance; welcome to message for details and special rates.

Guest favorite

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, 69 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.

Superhost

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, 4 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.

Guest favorite

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, 101 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 favorite

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, 128 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 favorite

A modern building with a dark exterior features multiple garage doors and large windows. Flanking trees are visible, and a snowy driveway leads to the entrance. Soft outdoor lighting highlights the structure, creating a welcoming appearance against the winter landscape.

Guest suite in Orange City

4.96 out of 5 average rating, 74 reviews

The Loft

This unique place has a style all of its own. Welcome to our lofted guest suite. One private bedroom and bathroom with open area overlooking family garage gym area. The perfect spot whether you’re in town for the weekend or a college game. Please note: bedroom has its own thermostat for your control. Open loft garage area kept around 65 degrees in winter, 74 degrees in the summer.

Guest favorite

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

4.97 out of 5 average rating, 33 reviews

Condo by the lake

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, by the lake. 1 minute walk. On site gym and recreational area. Indoor and outdoor shared Commons area with grill.

Top guest favorite

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

4.97 out of 5 average rating, 115 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 favorite

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, 176 reviews

Library Loft Apartment - Right Wing

Located above The Book Vine and Underground Clothing 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.