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

Cozy & Charming 2-Bed Retreat

Relax with the whole family, designed to feel like a true home away from home. Perfect for weekend getaways, work trips, or family stays, the space offers comfort and convenience. Enjoy a bright living area with comfortable seating, a TV, and plenty of natural light—ideal for unwinding after a day out. The fully equipped kitchen features modern appliances, ample counter space, and all the essentials for simple home-cooked meals, along with a dedicated coffee station to start your day right.

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.

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.

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!

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.

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.