Holiday rentals in Osceola County

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Top-rated holiday rentals in Osceola County

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Top guest favourite

A staircase with wooden railing leads to the loft area, displaying warm wooden tones throughout. The open space features a spacious dining area with colorful chairs, visible from the lower level. A vibrant tapestry adorns the wall, enhancing the cozy interior ambiance.

Barn in Hartley

4.97 out of 5 average rating, 76 reviews

Redshed Inn

Relax when you stay in our quiet country get-a-way. We are an easy 25 miles or less from Okoboji, Spencer, Worthington, Sibley, and Sheldon. There’s a firepit ready for use, firewood, grilling grate, roasting sticks and a gas grill. Our Redshed's upper deck is your private vantage point to enjoy trees, birds and unlimited star gazing. You will certainly see deer as they cross the valley and we enjoy frequent bald eagle sightings. Outdoor areas have comfortable chairs waiting for you.

Guest favourite

Home in Sibley

5 out of 5 average rating, 5 reviews

Cozy cottage!

Take it easy at this unique and tranquil getaway. Located just 35 miles from the Iowa Great Lakes. Located in Sibley, Iowa which is a small and quiet town. Waking distance to the local brewery and downtown! House features 2 bedrooms (one queen bed and one full bed) with a jack and jill bathroom. The couch in the living room converts to a futon (best for kids). Full kitchen with separate dining room. Basement is unfinished (working on it), but you will find the washer and dryer down there.

Guest favourite

A spacious living room features a large, L-shaped sectional sofa adorned with decorative pillows. Soft lighting fills the area, highlighting a textured area rug. Shelving units line one wall, showcasing various decorative items. A side table with a lamp accompanies a flat-screen television mounted above a dark furniture piece.

Home in Ocheyedan

4.96 out of 5 average rating, 23 reviews

Boernsen's Air Bee n Bee

Boernsen’s Air Bee n Bee provides a comfortable getaway home for families, friend groups, and individuals. Our Air Bee n Bee is in the quiet rural town of Ocheyedan, Iowa, located 25 miles away from the Iowa Great Lakes. We provide multiple beds and bedrooms for any size group or individuals to stay.

Guest favourite

A spacious living area features a dark brown sectional sofa arranged in a cozy setting. A soft white blanket is draped over the armrest. A large mirror and a light fixture provide additional brightness, while a sliding barn door adds character to the room.

Home in Sibley

4.9 out of 5 average rating, 59 reviews

Sibley Home Away From Home

Kick back and relax in this updated calm, stylish space. This 2 bed/1 bath house is equipped with a full kitchen, super fast wi-fi and 2 Roku Smart Tv's.