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Vacation rentals in Cherokee

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Top-rated vacation rentals in Cherokee

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

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Top guest favorite
A spacious kitchen showcases a large island with seating for six, complemented by a marble countertop. Stylish pendant lights hang above, illuminating modern cabinetry and stainless steel appliances. Natural light filters through windows that offer views of the backyard, enhancing the inviting atmosphere.
Home in Sioux Center
4.99 out of 5 average rating, 196 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.

Top guest favorite
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, 136 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 favorite
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
4.91 out of 5 average rating, 184 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 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, 373 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
A green two-story house is set back from a wide concrete driveway, surrounded by grass and trees. The front door is flanked by large windows, and the garage door is visible on the right side. A peaceful suburban atmosphere is suggested by the landscaped yard.
Apartment in Sioux Center
4.98 out of 5 average rating, 347 reviews

Home away from home

This is a basement apartment in a local family home. It has a private bedroom, full bathroom, kitchenette, and common space to hang out with a pull out bed if needed . There is space to park on the driveway and is walking distance to Dordt College the local public high school and the All Season Center with the ice rink and indoor/outdoor swimming pool. Downtown is also very close for local businesses, coffee shops, and grocery store.

Guest favorite
A single-story home is set in a landscaped yard, featuring a well-maintained lawn and a variety of trees. The exterior is painted in a dark color, complemented by a welcoming entrance and a basketball hoop mounted near the driveway leading to a two-car garage.
Apartment in Sioux Center
4.96 out of 5 average rating, 239 reviews

Close to Dordt University and several attractions

We are close to Dordt University within walking distance. Close to the All Seasons Center which has an indoor/outdoor pool and also the indoor hockey rink. The bike trails and local park are within walking distance(we have 2 bikes you can use). Downtown is very close with several coffee shops, a mall, and several restaurants. We live in a quiet neighborhood. We have 2 grocery stores and a Walmart if you happen to forget anything.

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, 103 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 favorite
A cozy living area features a dark sofa adorned with decorative pillows, paired with a textured armchair. A soft area rug anchors the space, while large windows allow natural light to fill the room. A small dining area and a desk are also present.
Apartment in Spencer
4.84 out of 5 average rating, 114 reviews

Downtown Serenity

Located at 10 W 4th Street in downtown Spencer, the historic Medlar Studio is home to the The Medlar Suites. Suite #1 has Wifi and free parking is provided across the street (Public parking lot, well lit). This unit is centrally located and in the heart of the shopping district with the local brewery just around the corner and restaunts within blocks.

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, 119 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 bright sleeping area features a metal daybed adorned with soft pillows and a warm quilt. Natural light enters through multiple windows, which are dressed with woven shades. A ceiling fan provides airflow, while wall hooks and a hanging planter add a touch of decor.
Home in Orange City
5 out of 5 average rating, 258 reviews

Charming Brick House (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.

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, 179 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 favorite
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, 30 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 vacation rentals

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