Holiday houses in Cherokee County

Cherokee Vacation Rental - On Main Street!

Try out small-town life for a spell at this downtown Cherokee, Iowa, vacation rental. This 2-bedroom, 1-bathroom apartment is located right on Main Street so you’ll have immediate access to everything that makes this town charming, including unique shops and delicious local restaurants. This Cherokee, Iowa, vacation rental is also located conveniently near attractions and parks so you and the family will have plenty to do when you’re not relaxing at the coffee shop downstairs!

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.

Royal 9 Airbnb

This apartment is a newly renovated, main level, one bedroom with a brand new queen bed. There is also a queen sized airmatress for one or two more guest if needed! The kitchen is fully stocked for all your cooking needs. In the one bathroom, you will find all the needed towels included. This apartment also offers off street parking, on-site laundry and a beautiful golf course with a seasonal restaurant only 2 blocks away. Come stay and enjoy our cute and cozy place!

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.

Royal 16 AirBnb

Escape to this charming apartment nestled in a peaceful, small town, just minutes away from a beautiful golf course. Perfect for relaxing or working folks. This cozy retreat offers a serene atmosphere while being centrally located to larger cities for easy access to shopping, dining, and entertainment. Whether you're here for a weekend getaway or an extended stay, enjoy the best of both tranquility and convenience.

The Morning Glory-United Kingdom 2 Bedroom Retreat

The Morning Glory is a beautifully restored Victorian B&B in the heart of Cherokee. Conveniently located on Historic Main St.; you are just steps away from shopping, dining, & entertainment. Whether taking in the town or original details of the house itself, your surroundings will delight your senses. Ready to relax? Retire in comfort to one of our spacious rooms, each with private bathrooms.

Royal 3 Airbnb

Relax in this newly renovated and fully furnished 1-bedroom apartment while visiting family in town or in the area for business. This unit provides free off street parking and on site coin operated laundry in a quiet part of town close to the golf course. Inside you will find a queen size bed and a futon that converts into a full size bed.

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.