Holiday rentals in Jackson County

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Top-rated holiday rentals in Jackson County

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Top guest favourite
A warm living room features two large couches, a coffee table, and a flat-screen TV. A lamp provides soft lighting, and a wood-burning stove is positioned in the corner. Natural light filters through two windows, complemented by wooden paneling on the walls.
Home in Fairmont
4.96 out of 5 average rating, 152 reviews

Cozy Home-Close to Lake & Centrally Located!

Your family will be close to everything when you stay at this centrally-located home in the beautiful town of Fairmont! Only on block away from the Chain of Lakes and only minutes away from the mall, grocery stores and restaurants. Hop on the trails, play frisbee golf, grab your friends for a pickup game of soccer, take your family to the Aquatic Park or go out with your friends for a round of golf! You will find everything you need to have a comfortable stay for a few days or an extended stay!

Top guest favourite
The exterior of the cabin is seen, featuring a spacious patio area with several chairs arranged around a fire pit. The cabin showcases a modern architectural design with large windows reflecting the surrounding landscape, complemented by well-maintained grassy areas and distant views of neighboring cabins.
Cabin in Arnolds Park
5 out of 5 average rating, 20 reviews

Cabin #13

When you stay at Cabin #13, located in row one, you will be close to everything, including additional parking in the back. This Cabin comfortably sleeps 10 people with 2 bedrooms, a loft, 2 baths, an open floor plan, vaulted ceilings, a fully equipped kitchen, a washer/dryer, and a finished garage area for socializing. Enjoy a BBQ on the patio while playing lawn games. Six daily passes, lake Okoboji access, outdoor pools, a swim-up bar, an indoor waterpark, a gym, an arcade, and on-site dining.

Guest favourite
An outdoor seating area is arranged on a stone patio, featuring a woven sectional with plush cushions and a coffee table in the center. Two lanterns are positioned on either side, while a small side table holds a decorative item. Surrounding greenery adds to the ambiance.
Flat in Jackson
5 out of 5 average rating, 9 reviews

The Henderson Hideaway-Modern New Construction!

Forget your worries in this spacious & serene space! Our entire lower level of this home is yours to enjoy with newly renovated stylish design, king BR, queen BR, queen sofa sleeper, loveseat sleeper, plush futon sleeper, two bathrooms, private keyless entrance, full kitchen, patio with gas fire pit, laundry and free on street parking! Three blocks from downtown Jackson, walking distance to several parks & trails! 1 mile south of I-90. List price 2 guests. $20/extra guest max 9. No pets plz.

Guest favourite
An open-concept living area is presented, featuring a cozy seating arrangement with a gray sofa and circular coffee table. A well-equipped kitchen with modern appliances and an island bar is visible, alongside a dining table that accommodates several guests, all illuminated by natural light.
Home in Arnolds Park
4.96 out of 5 average rating, 133 reviews

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.

Guest favourite
A cozy seating area features a dark gray couch and two accent chairs. A round coffee table holds decorative items, while a large wall-mounted TV provides entertainment. Wall art and houseplants add a touch of style to the space.
Flat in Arnolds Park
4.97 out of 5 average rating, 90 reviews

Cozy 1 bedroom suite with patio.

Looking for that cozy spot for a weekend away? Youve found it! Great little patio so you can relax and enjoy the outside before you head out to the local attractions. Queen Room with the opportunity to cook in the room or heat up something later. This is a great location for you to relax and enjoy your time away. Walk to the Ritz, Okoboji Store, Smiles with Miles, Okoboji Dough Factory are within seconds of parking your car. Take a selfie at the selfie walls inside the Stay Suites.

Top guest favourite
An inviting entrance is highlighted by warm outdoor lighting, illuminating the pathway. Colorful plants and decorations frame the walkway, leading to a wooden door with a circular glass panel. A garage door adds to the structure's charm, enhancing the overall nighttime ambiance.
Guest suite in Fairmont
4.97 out of 5 average rating, 236 reviews

Quite-End of the Road Suite-Lower Level

Modestly decorated with eclectic treasures. Our guest suite is great for brewery, antique or local sports enthusiasts or a couples weekend or solo adventurers getaway. Coded access gives you the opportunity to come and go at your leisure. Located on the edge of Fairmont we are minutes away from Mayo Health, shopping, bars & a brewery, restaurants, parks, lakes and other great points of interest. *Quiet-End of the Road Suite..our nightly rate includes cleaning service fee.*

Top guest favourite
A grassy area is seen from beneath a wooden deck, offering a view of the street and lush trees. The scene features a clear sky with scattered clouds, and paths lead toward Gilbert Park and East Lake Okoboji in the distance.
Flat in Spirit Lake
4.96 out of 5 average rating, 24 reviews

Amazing Grace.LL

Clean, quiet, spacious flat with a view of East Lake Okoboji. Gilbert Park across the street, a short walk to downtown Spirit Lake, and only 4 blocks from the bike trail. This apartment has it's own unique flair with a beautifully updated walk-in tile shower, kitchenette, big screen tv, wi-fi, 1 bedroom queen bed, and a den with a full-sized futon. This apartment is perfect for the professional looking for a monthly home away from home. This is NOT a party house.

Top guest favourite
A spacious home is set amongst lush greenery, showcasing a large deck with patio furniture and shaded by trees. The well-maintained lawn extends around the property, offering a peaceful rural setting.
Home in Jackson
4.98 out of 5 average rating, 46 reviews

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.

Top guest favourite
A cozy studio apartment features a comfortable gray couch paired with a small wooden table. The sleeping area includes a spacious bed with white linens, while natural light filters in through nearby windows. A soft area rug adds warmth to the wood-like flooring.
Loft in Fairmont
4.98 out of 5 average rating, 177 reviews

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.

Guest favourite
A rustic barn door painted in navy blue features welcoming text that reads 'Welcome to our Lake Retreat.' The door is situated in a hallway, and the adjacent wall is finished in a neutral color, contributing to the inviting atmosphere.
Flat in Spirit Lake
4.89 out of 5 average rating, 299 reviews

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.

Superhost
Flat in Milford
4.75 out of 5 average rating, 8 reviews

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.

Top guest favourite
A vintage barrel game table is displayed, featuring a green surface with a set of red and black bumpers. A wooden sign reading 'Welcome to Our Cottage by the Lake' hangs on the wall, complementing the cozy interior of the cabin.
Cabin in Milford
5 out of 5 average rating, 9 reviews

New Listing: 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.

Popular amenities for Jackson County holiday rentals