Vacation rentals in Cherokee

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

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.

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.

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 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.

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.

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.

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.

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.