
Holiday rentals 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 & 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.

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.

Hot Tub Hideaway
A peaceful haven close to everything, boasting a brand new saltwater hot tub on our expansive deck! Perfectly situated near Spencer & 20 minutes away from Okoboji, our 3 bedroom/2 bath home offers an unparalleled escape. Perfect for a family getaway or vacation with friends. Make unforgettable memories in our beautiful home complete with everything you need. There is plenty of space for your boat! In the summer, we have a camper on the property for rent through ABB if you need more room.

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.

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.

The Tree View Retreat
This unique first floor apartment, Tree View Retreat, features no stairs - ideal for dreamers, nature watchers, writers and quiet thinkers. With a king bed, pull-out couch, full kitchen, smart TV, workspace, and in-unit laundry, it has all the essentials. This old high school turned into the Sac & Fox Flats apartments is steps from South Park’s aquatic center, sports courts & playground. Whether you’re here for work or relaxation, you’ll love the character of this space!

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 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.

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.

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

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Unwind at Elmwood

Spacious new Suite in Historic Lewis Hotel

The Bing House on Cherry Street

Lazy Cove Suite:sleeps 5, fireplace, outdoor patio

The Cottage on 4th
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