Vacation rentals in Cylinder

Lakefront Cabin | East Okoboji Lake | Private Dock

A historic lakefront cabin on East Okoboji Lake with a private dock, gas fire table, and sweeping lake views. Swim from the dock and wake up with a cup of coffee and the water right outside your door. Inside: a cozy bedroom, a sunlit porch overlooking the lake, a living room with a sleeper sofa, and a functional kitchen. The bike trail is right across the street. Whether you're celebrating an anniversary or simply overdue for a quiet lake weekend, this Okoboji cabin is your home away from home.

Lula & Bill Legacy Inn-Cozy Vintage Charm in Iowa

Welcome to the Lula & Bill Legacy Inn - cozy historic home with vintage charm in the lakeside town of Emmetsburg. Just minutes from beautiful Five Island Lake, local shops, the family splash park, golf course, and Wild Rose Casino. Perfect for road trippers and families looking for a relaxing stop to rest and recharge. Traveling professionals working in the area are also welcome to contact us about extended stay options. ❤️We care about our guests and are always happy to help.❤️

Lost Island Getaway: Hiking, Hunting & Fishing!

Welcome to Lost Island Getaway! This acreage is a walk to Lost Island Lake and Barringer Slough with direct access to public hunting ground. Lost Islands west boat ramp is just down the road for boating and fishing. Perfect getaway if you want to relax or if you are up for an adventure. Fire pit outside. We are a country home and will have farm fresh eggs ready for you. There is dining located at the highway corner. We are dog friendly. We are just 30 minutes from Okoboji!

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.

3Bedroom 3bath 1870s house for getaway or events

Relax and enjoy this unique getaway. Built in 1870s with Italianate architecture this beautiful stately brick house has large French windows and original wood floors The house is a step into history with modern updates to make guests feel right at home. Relax upstairs in a large jacuzzi tub. Enjoy grilling on the front porch area and enjoy the park a block away and downtown just three blocks with eateries and shopping downtown.

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.

Center Lake Retreat Entire Lower Level Walk Out

As ofJuly 1, 2021 we moved into this beautiful Lakeside home. The AIRBNB is NOT our entire home but it is the entire lower level which is our home. Gorgeous, private lakeside views. It is spacious with a private entrance if suitable, large kitchenette, family room, dining room, 2 bedrooms, bath/shower full bathroom. Lakeside access. There is complete privacy with a Barn Door closure.

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.

Union Suite #3

Unique two bedroom suite overlooking Main Street. Close to grocery store, restaurant, pool, grotto, and more. This suite includes 2 bedrooms, living room, bathroom, and kitchen. Bedroom 1 has a king bed and bedroom 2 has two twin beds. Just a note, we do not have a TV but do offer free WIFI. **There are quite a few stairs going up to the apartment.

Pocahontas. WiFi. Sleeps 7. Pets

Built in 1892 this house ranks in the top 15 eldest homes in Pocahontas. Much of the original character has been kept with modern updates like central air/heat and Wi-Fi. Original hardwood floors with updated appliances. All furniture is brand new, including memory foam beds. You'll love spending time with friends and family in quiet Pocahontas.

New construction home sleeps 6.

Brand-new construction home located near the heart of town, offering convenience and modern living. Equipped with all-new appliances, this home also features a washer and dryer, along with TVs in both bedrooms and the living room for added comfort and entertainment. 2 New Queen beds Pullout couch with Queen Bed.

Aunt Martha’s Cottage -Pet Friendly

Welcome to Aunt Martha’s Cottage, a cozy retreat with the charm of yesteryear. Step into a simpler time, where the air is fresh, the pace is slow, and every corner holds warmth and nostalgia. With its cheerful kitchen and a bedroom dressed in soft quilts, this little cottage feels like home the moment you arrive.