Vacation rentals in Cherokee

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.

Ada's Guesthouse

This 1910 fully remodeled 3 bedroom, 3 bath home is at the center of Storm Lake. Located on historic Lake Avenue, it is just two blocks from the lake, walking/bike trail, and 2 beautiful parks. Downtown is within walking distance as well as 5 beautiful churches, King's Pointe Waterpark and beach/park. A clean home full of character with high-speed internet, comfy beds/new linens, a new chef's kitchen, large bathrooms, new laundry appliances, and family games help make your stay memorable.

Lake access. Full private home. Cozy Beach Cottage

Relax with the whole family at this beautiful, private little Beach Cottage across the street from the lake. Watch the pelicans swim this area all day and night! Full public access and park directly across the street. Toss a fishing line in the water and see if you can catch a big walleye. Space in the yard for a tent or two if you want even more space. Queen bed in the bedroom, queen pullout in the entry and another in the living room, sleep 6. One additional couch could sleep another.

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!"

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.

Inviting lakefront house!

Welcome to your perfect getaway on the serene south side of Storm Lake! Nestled on a quiet street, this beautifully maintained 3-bedroom, 2-bathroom home offers the ideal blend of comfort, charm, and breathtaking lake views. The newly remodeled kitchen is fully equipped for culinary adventures and offers picturesque views. Just beyond the kitchen, step through sliding glass doors into the sunroom, which has soaring windows that frame sweeping, panoramic views of Storm Lake.

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 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.