Holiday houses in Cherokee

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Top-rated holiday rentals in Cherokee

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Top Guest favourite
A pathway lined with trees leads to a tranquil lake, where a warm sunset casts colors across the sky. A tower structure stands beside the water, illuminated by the fading sun, creating a serene lakeside setting.
Apartment in Storm Lake
4.99 out of 5 average rating, 67 reviews

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

Top Guest favourite
The exterior of a stylish three-story home features a welcoming front porch with white railings and planters. A concrete path leads to the entrance, bordered by a well-maintained lawn and mature trees. Large windows allow natural light to enhance the home's character.
Home in Storm Lake
4.98 out of 5 average rating, 131 reviews

Ada’s Guesthouse | Historic Home Near the Lake

Step into Ada’s Guesthouse, a beautifully restored 1910 historic home just a 5-minute stroll from Storm Lake and its scenic lakeside trail. Ideal for families, wedding guests, and weekend escapes, this elegant retreat sleeps 8 with 3 bedrooms, 2½ baths, and a luxurious king primary suite. Enjoy a chef’s kitchen, inviting gathering spaces, and timeless charm blended with modern comfort. Sip coffee on the front porch, walk downtown, explore the lake, or unwind with plenty of room to spread out.

Top Guest favourite
The ranch-style home is framed by lush green lawns and neatly trimmed bushes. The exterior features a welcoming front porch with steps leading to the entrance. A driveway provides access to a nearby garage, while large trees offer shade to the property.
Home in Ida Grove
5.0 out of 5 average rating, 31 reviews

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.

Top Guest favourite
A wide view of Storm Lake stretches across the image, reflecting clear blue skies. Trees line the shore, providing a serene backdrop to residential homes in the foreground. The tranquil water surface mirrors the calm atmosphere, suggesting a peaceful retreat on the lake.
Home in Storm Lake
4.93 out of 5 average rating, 28 reviews

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.

Guest favourite
Home in Spencer
4.91 out of 5 average rating, 23 reviews

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 to park your boat if needed. We can also accommodate hunting doggos.

Top Guest favourite
Place to stay in Sioux Center
5.0 out of 5 average rating, 68 reviews

The 'Schoolhouse'

Enjoy a moment of rest in our Schoolhouse! The Schoolhouse is located just out of town and North of Sioux Center (IA). Within 5 minutes, you will be in town where you can find several grocery stores (Fareway, Walmart and Hyvee), a nice indoor mall with a Dutch bakery for a great breakfast, an indoor/outdoor swimming pool ' Siouxnami waterpark', and Dordt University. About 1 hour drive from Sioux Falls Regional Airport and 2 hours from Omaha airport.

Guest favourite
A green upholstered sofa is positioned in the foreground, complemented by two purple cushions. The background features an open kitchen area with wooden shelves, modern appliances, and decorative items, while large windows provide natural light, enhancing the inviting ambiance.
Apartment in Remsen
4.9 out of 5 average rating, 10 reviews

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.

Guest favourite
A light grey sideboard is situated against a warm beige wall, topped with decorative items. A mirror reflects soft light from a lamp on one side, while a pair of candles and potted greenery balance the arrangement. A framed photo and a wooden rack adorn the surface.
Home in Marcus
4.94 out of 5 average rating, 107 reviews

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.

Top Guest favourite
A bright living area is furnished with two light-colored sofas adorned with decorative pillows. A dark wooden coffee table is positioned in front, complemented by a textured area rug. A wall-mounted television is visible, and natural light filters through a window with dark blinds.
Home in Ida Grove
4.91 out of 5 average rating, 159 reviews

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.

Top Guest favourite
An open-concept living area is visible, featuring large windows that allow natural light to brighten the space. A mix of seating options is arranged around a plush area rug. A colorful piece of wall art adds a unique touch to the room's neutral tones.
Loft in Cherokee
4.99 out of 5 average rating, 181 reviews

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.

Guest favourite
A comfortable living area is highlighted by a gray sofa with a decorative pillow. A medium-sized area rug covers the floor. Natural light is filtered through dark curtains, and a television is positioned on a wooden media console, displaying a streaming interface.
Apartment in Marcus
4.86 out of 5 average rating, 100 reviews

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.

Top Guest favourite
The historic home features a classic façade with white siding and prominent columns at the entrance. An American flag hangs from the second-floor balcony, while the surrounding greenery includes mature trees and well-maintained grass, creating an inviting outdoor space.
Home in Storm Lake
5.0 out of 5 average rating, 59 reviews

The Storm Lake Estate: Arcade, Theater & Firepit

Welcome to Your Historic Storm Lake Entertainment Hub! 5 Bedrooms | 3 Full Bathrooms | Sleeps 14+ (Up to 14 in Beds) *Note: Group sizes larger than 14 are welcome upon approval. Please message the host directly to discuss flexible sleeping arrangements and additional guest options.*

Popular amenities for Cherokee holiday rentals