Holiday houses in Osceola County

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.

Bright & Comfortable 3- Bedroom Bridges Bay Cabin

Newer single level, 3-bedroom, 2-bath house at the Bridges Bay Resort in Arnolds Park, Iowa. Bright, comfortable furnished space that is the perfect Okoboji vacation hub. Sleeps 10 comfortably. Screened-in game and entertainment garage space, plus back patio for grilling and relaxation. Neighborhood pool across the street and indoor/outdoor water park, arcade, gym (remodeled in 2020) and on location bars/restaurants are a 5-minute walk or short drive away. Six free waterpark passes each day.

East Windmill Large country farmhouse SheldonIA

Welcome to the cozy and rustic big farm house! Walk in to an inviting scene with everything you need including fridge, microwave, coffee pot, dishes, washer & dryer, TV and more. In the fridge you will find farm fresh eggs & coffee! You’ll be pleasantly surprised with the unique decor and original wood floors. Enjoy the views of the sunrise on the pasture with a few beautiful grazing cow calf pairs. It is a perfect place for a peaceful escape in the country on a real working farm.

Home away from home

This is a basement apartment in a local family home. It has a private bedroom, full bathroom, kitchenette, and common space to hang out with a pull out bed if needed . There is space to park on the driveway and is walking distance to Dordt College the local public high school and the All Season Center with the ice rink and indoor/outdoor swimming pool. Downtown is also very close for local businesses, coffee shops, and grocery store.

Close to Dordt University and several attractions

We are close to Dordt University within walking distance. Close to the All Seasons Center which has an indoor/outdoor pool and also the indoor hockey rink. The bike trails and local park are within walking distance(we have 2 bikes you can use). Downtown is very close with several coffee shops, a mall, and several restaurants. We live in a quiet neighborhood. We have 2 grocery stores and a Walmart if you happen to forget anything.

The Bunkhouse at Hobby Horse Acres

Beautiful rural acreage with private "bunkhouse" located minutes from the Okoboji Iowa Great Lakes, Historic Spencer, and the Clay County Fair, the world's greatest county fair. Enjoy the peaceful setting including outdoor fire pit area, gazebo area, playground, barn with animals to pet, fruit trees, and room to roam. Full kitchen is included. Two private bedrooms and plenty of hang-out space and extra sleeping spaces.

Cozy, spacious 2 bedroom Okoboji Ave. home

This home is conveniently located 5 mins from Terrace Park beach and less than 7 mins from the Great Lakes with 2 bedrooms, 1 full bath, eat-in kitchen and a large living room. House is set up as a duplex style home with private entrance. This listing is for the upper level, with no inside access to the basement apartment. Inquire about garage availability.

Nice space, close to the lakes!

Two bedrooms with an additional pullout couch. Close to East Okoboji Lake, the splash pad at Memorial Park, and downtown shoppes and restaurants. Space for on street parking or off street parking in the back. No centralized air conditioning, but one window unit in the dining area and ceiling fans in the living room and both bedrooms. Great for families!

Downtown Serenity

Located at 10 W 4th Street in downtown Spencer, the historic Medlar Studio is home to the The Medlar Suites. Suite #1 has Wifi and free parking is provided across the street (Public parking lot, well lit). This unit is centrally located and in the heart of the shopping district with the local brewery just around the corner and restaunts within blocks.