Vacation rentals in Jackson

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Top-rated vacation rentals in Jackson

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Top guest favorite
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, 159 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!

Guest favorite
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, 137 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.

Top guest favorite
An open kitchen and living area features a large wooden dining table with seating for six. The modern kitchen includes dark cabinetry and stainless steel appliances. Natural light fills the space through a window above the sink, enhancing the clean lines and contemporary design.
Home in Jackson
5 out of 5 average rating, 57 reviews

Modern Meets Cozy! NEW Space

This beautiful and cozy newly constructed guest house is a perfect modern space for a single, family or group getaway! Sleeps 4 adults with king bedroom and ultra plush full queen sofa sleeper in living room , two electric fireplaces, two TVs, full kitchen, heated concrete floors and three blocks from downtown restaurants, shopping and walking trails and several areas parks. Furnished dining patio and seasonally available gas grill. No pets or parties please. All guests must be registered.

Top guest favorite
A traditional farmhouse is depicted, showcasing a two-story white exterior. A spacious deck wraps around the front, with steps leading to the yard. The surrounding green grass accents the structure, complemented by large trees that offer shade and a sense of serenity.
Home in Jackson
5 out of 5 average rating, 15 reviews

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.

Top guest favorite
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
4.98 out of 5 average rating, 244 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 favorite
Farm stay in Spencer
4.97 out of 5 average rating, 274 reviews

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.

Top guest favorite
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, 48 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 favorite
Home in Arnolds Park
4.98 out of 5 average rating, 92 reviews

Cozy Winter Getaway with free Waterpark passes

Welcome to Okoboji Oasis! Escape to our spacious and fully equipped cabin at Bridges Bay Resort and Lake Okoboji! Take advantage of everything Okoboji has to offer during the winter including the indoor waterpark, local coffee shops, waterfront restaurants, bars, live entertainment, ice fishing, Dickinson County Nature Center, axe throwing, escape rooms, bowling, and indoor pickleball at Bedell Family YMCA.

Top guest favorite
A charming retreat is showcased, with a circular design and a clock tower prominent on the roof. Lush greenery surrounds the structure, complemented by vibrant orange and yellow flowers in the foreground. Two wooden chairs are positioned on a porch, inviting relaxation.
Home in Okoboji
4.93 out of 5 average rating, 57 reviews

On Julia Street

Step into a world of comfort and relaxation at our charming retreat on Julia Street. Nestled in the heart of Okoboji, this serene haven invites you to unwind and recharge amid picturesque surroundings. As you enter, you'll be greeted by a cozy interior adorned with modern amenities and thoughtful touches throughout. Close to the action and within walking distance of many of the Lake's Area favorite places.

Top guest favorite
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, 187 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.

Top guest favorite
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.
Apartment in Spirit Lake
4.89 out of 5 average rating, 308 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
Apartment in Milford
4.8 out of 5 average rating, 10 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.

Popular amenities for Jackson vacation rentals

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