
Holiday houses in Cherokee
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Top-rated holiday rentals in Cherokee
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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 Trailside Retreat
Welcome to our cozy two-bedroom, two-bath home, located right on the scenic trail in the heart of Castletown USA! Ideal for families, couples, or solo travelers, our house offers direct access to beautiful walking and biking trails. Relax in the bright, spacious living area or enjoy the fully equipped kitchen. Explore Castletown’s rich history and its stunning castles. Perfect for a peaceful getaway with modern comforts! Please note: We do not allow pets in our home due to allergy concerns.

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.

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!

Bill's Cabin
If you're looking to put a little farm in your city recreation, you might want to consider staying at Bill's Cabin, and play a few rounds at the Primghar Golf and Country Club. This "condo-cabin" complete with bar, stove, mini fridge and microwave downstairs, as well as a queen sized bed, fold-down futon and bathroom with shower upstairs. If you enjoy views, consider relaxing on Heckler's Deck which overlooks the 155 yard, par 3, Hole 8.

The Block Studio-202
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.

The Amsterdam Abode- Entire Main Floor and Coffee!
Welcome to The Amsterdam Abode! Enjoy full access to the entire main floor, including 2 king size beds, 2 baths, a full kitchen & deck. Close to Northwestern College and downtown. Located on a quiet cul-de-sac with no backyard neighbors.Access to garage to keep vehichle warm. Our well-behaved nephew rents the basement apartment with a separate entrance. Flexible check-in, 10 AM check-out.

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.
Popular amenities for Cherokee holiday rentals
Other great holiday rentals in Cherokee

Downtown Cherokee Iowa Vacation Rental

Raider Roost*Putting Green*Fire Pit*Game Room*

Great midterm rental for worker in the area!

Cozy & Charming 2-Bed Retreat

Cottage relaxation

De Schuur - Barn Loft on the Edge of Orange City

Spacious new Suite in Historic Lewis Hotel

The Bing House on Cherry Street
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