Holiday houses in Jackson

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.

The Fika House

Relax and have 'Fika' to get away from the hustle and bustle of a busy life. This traditional 'Four Square' farmhouse provides a peaceful environment whether you have come to the area for a family or class reunion, for business, or for a get-away from city life. Located on a paved road and only 4 miles from Jackson, it is the perfect location to rest. 'Fika' is the Swedish term that translates to stopping for a moment to enjoy a coffee, a sweet treat, and the companions you are with.

Vintage Main Street Shop turned darling vaca haus

Wish you could walk a small town Main Street and see friendly faces, grab a cup of locally roasted coffee, visit a cute gift shop, a cafe, restaurants, bowling alley, outdoor pool, historical society + museum and more? You’ve found it. Located just 20ish minutes north of the Iowa Great Lakes Lakefield is your new favorite American small town. Live the Lakefield life in this charming former corner shop turned perfect vacation Haus. We may be small but we live life BIG - you can too!

9th Street Hideaway

Welcome to your cozy home away from home! This spacious and relaxing private basement suite offers the perfect blend of comfort and convenience. This space is perfect for couples, solo travelers, or business guests. Enjoy a private entrance, parking, and a quiet retreat featuring: -Queen bed -Additional queen air mattress available upon request -Dedicated office space -Fully equipped kitchenette -Bathroom with full shower -Gas fireplace -Smart TV & Wi-Fi -Shared deck access

City of Lakes Cozy-Quiet Retreat-Private

**Newly Remodeled** New flooring in Kitchen, Living Room & Bedroom, Paint refreshed, Updated decor & lighting. Our place is great for a couples weekend or solo adventurers getaway; an antique, boutique or thrift store enthusiast; for sporting events, ice fishing or golf tournaments. Walking distance to several great restaurants, bars & a brewery, parks, lakes & great shops. *City of Lakes Retreat's nightly rate includes cleaning service fee.*

The Maple House

The Maple House is a spacious home with a large kitchen, dining room and living room. The laundry room is conveniently located in the front entry. A patio door in the living room leads to a large deck with patio furniture. Upstairs has a large open bedroom with three beds and a walk in closet. Country living close to all the action without the noise. Relax with the whole family at this peaceful place to stay.

City of Lakes Loft

Newly constructed studio apartment above our garage. Calm, cozy and sunny interior in a quiet neighborhood setting. We have only lived in Fairmont a short time and we love it! It has a "Hallmark" town feel. You may meet our Labradoodle in the backyard - she is very friendly and will want to say Hi. We look forward to hosting you in this city of 5 Lakes! Cleaning fee included in the nightly rate.

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.

Little Red Cabin

Welcome to our cozy cabin-like house in a picturesque, centrally located neighborhood. Enjoy rustic charm with modern comfort. Find a coffee shop (in the back yard), water park, schools, Mayo Clinic Hospital, churches, lake, and four parks within walking distance. Perfect for a delightful stay filled with exploration and relaxation! (Across the street from Humming Bird Haven)

Welcome to Camp Oz!

Step back in time at this retro vintage lake cabin. Nestled among the trees in Gull Point State Park, just steps from west lake Okoboji, this cabin is packed with personality and perfect for making memories—whether you’re gathered around the vintage barrel game table, whipping up breakfast in the retro kitchen, or sipping coffee on the sun-drenched porch.

Little house with a cozy feel

Kick back and relax in this calm, stylish space. It offers all that you would get from a hotel space plus so much more. It has living room up stairs with open concept to the kitchen. Queen Bedroom on the same level and bathroom. Downstairs is another sit room for a quiet relaxing feel, same level is a single bedroom and bathroom with a shower.

Grant’s Cottage on the Coyote Ranch

Just minutes from the attractions of the Iowa Great Lakes, Grant’s Cottage is a perfect getaway for families or couples! Enjoy the character and charm of the fully renovated 1874 farm house, the peaceful park-like setting, and all the modern amenities you’ll need for an Okoboji vacation.