
Vacation rentals in Cherokee
Find and book unique accommodations on Airbnb
Top-rated vacation rentals in Cherokee
Guests agree: these stays are highly rated for location, cleanliness, and more.

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.

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!"

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.

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.

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!

The Bunkhouse at Hobby Horse Acres
Beautiful rural acreage with private "bunkhouse" located minutes from the Okoboji Iowa Great Lakes, Historic Spencer, and the Clay County Fair, the world's greatest county fair. Enjoy the peaceful setting including outdoor fire pit area, gazebo area, playground, barn with animals to pet, fruit trees, and room to roam. Full kitchen is included. Two private bedrooms and plenty of hang-out space and extra sleeping spaces.

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.

Short's Arts and Crafts Home
This historical Arts & Crafts home offers a special touch to your gathering in this quaint Dutch town. Centrally located just one block off the main street and across from the Courthouse. A recent guest had this to say about this home: "Words fail to describe the experience. It is well beyond beautiful, well beyond welcoming, well beyond comfortable. It is like home in ones most wonderful dreams."

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.

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.

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.

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
Other great vacation rentals in Cherokee

Summit Apartment: Cozy two bedroom apartment

Little White house in Sac City

Downtown Cherokee Iowa Vacation Rental

Cottage relaxation

Draynor Home

Cozy Cottage Air BnB

Inn the Barn, so Suite!

Spacious new Suite in Historic Lewis Hotel
Destinations to explore
- Platteville Vacation rentals
- Minneapolis Vacation rentals
- Kansas City Vacation rentals
- Wisconsin River Vacation rentals
- Omaha Vacation rentals
- Twin Cities Vacation rentals
- Wisconsin Dells Vacation rentals
- Platte River Vacation rentals
- Saint Paul Vacation rentals
- Des Moines Vacation rentals
- Rochester Vacation rentals
- Lincoln Vacation rentals
- Family travel hub Tips and inspiration
- Family budget travel Get there for less
- Vacation ideas for any budget Make it special without making it spendy
- Travel Europe on a budget How to take the kids to Europe for less
- Outdoor adventure Explore nature with the family
- Bucket list national parks Must-see parks for family travel
- Kid-friendly state parks Check out these family-friendly hikes




