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Holiday rentals in Jackson

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Top-rated holiday rentals in Jackson

Guests agree: these stays are highly rated for location, cleanliness and more.

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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, 158 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 shown, featuring a green façade with a large triangular window arrangement. A patio area with seating is visible, along with a grill, surrounded by a spacious lawn that enhances the outdoor living experience.
Cabin in Arnolds Park
4.97 out of 5 average rating, 68 reviews

Cabin #5

LOCATION, LOCATION, LOCATION! Row 1 Cabin #5 has 2 bedrooms with loft and sleeps 12. You will love this cabin with 2 bathrooms, open floor plan, vaulted ceilings, furnished kitchen, washer/dryer, and a finished garage space for hanging out. Head to the backyard for a BBQ on the patio, games in the greenspace and additional parking. Resort amenities include 6 daily passes, Lake Okoboji access, outdoor pools with slides and swim-up bar, an indoor waterpark, gym, arcade and on-site restaurants.

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, 135 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 favourite
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 favourite
A wooden dock extends over the calm waters of Lake George, featuring a simple bench for relaxation. The tranquil surface reflects a colorful sunset with clouds in shades of orange and gray. Trees line the shoreline, framing the peaceful scene.
Cottage in Fairmont
4.97 out of 5 average rating, 92 reviews

Cottage on Lake George

****Newly Added Garage Hang Out Space****Come and relax on beautiful Lake George. This newly renovated cottage is just the vacation location you are looking for. Lake George is on the Fairmont Chain of Lakes, which gives you access to all kinds of fun on the water. Swim, fish, water ski, snowmobile, no matter what time of year you will discover your kind of fun. After a day on the water, relax and watch the sunset from the back patio or hit up the near by restaurants for some live music!

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
4.98 out of 5 average rating, 242 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 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, 47 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, 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.

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, 305 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.

Top guest favourite
The exterior of a charming cabin-like house is shown, featuring red siding and a welcoming front porch with wooden steps. Large windows allow natural light to enter, while green foliage surrounds the property, providing a touch of nature.
Home in Fairmont
4.9 out of 5 average rating, 72 reviews

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)

Guest favourite
A cozy living area features a dark sofa adorned with decorative pillows, paired with a textured armchair. A soft area rug anchors the space, while large windows allow natural light to fill the room. A small dining area and a desk are also present.
Flat in Spencer
4.84 out of 5 average rating, 114 reviews

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.

Guest favourite
A charming single-story home features a gabled roof and light-colored siding. A welcoming front door with a large window is approached by a short pathway bordered by neatly kept grass. Trees provide shade in the background, contributing to a peaceful setting.
Home in Windom
4.79 out of 5 average rating, 19 reviews

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.

Popular amenities for Jackson holiday rentals

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