Holiday rentals in Jackson

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Top-rated holiday rentals in Jackson

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Superhost
A two-story structure is framed by mature trees, featuring a large second-floor deck with multiple seating areas. The exterior showcases light-colored siding and expansive glass windows, enabling views of the surrounding yard and pathway leading to the entrance.
Flat in Fairmont
4.68 out of 5 average rating, 60 reviews

Comfortable lakeview living space. A Fairmont gem.

This space is the lower one half of a lake front walkout in a very nice quiet neighborhood. You will be able tho enjoy the lake scenes in all 4 seasons from the heated cedar porch. Watching wildlife is always entertaining and relaxing. In spring/Summer you can try your luck at fishing on the private dock. Fishing equipment is available at the house and a bait shop is only a couple miles away.The perennial garden adjacent to 4 season porch will add to the ambiance during the growing season.

Top guest favourite
An inviting interior porch showcases a cozy seating area with four patterned chairs arranged around a small table. Natural light filters through multiple windows, illuminating a corner with cushions and a plant. A patterned rug adds warmth to the space.
Cabin in Spirit Lake
4.9 out of 5 average rating, 48 reviews

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.

Guest favourite
A spacious living area features two brown leather sofas arranged around a decorative area rug. Exposed wooden beams adorn the ceiling, while natural light fills the room through large windows. Artwork is displayed on the walls, adding character to the inviting space.
Cabin in Okoboji
4.92 out of 5 average rating, 104 reviews

Okoboji Bunker House

Your family will be close to everything when you stay at this centrally-located place. This rustic cottage has a Western log cabin feel. The home is right across from East Lake Okoboji and is just walking distance to Barefoot Bar and Parks Marina! This spacious 4 bedrm/2 bath home offers laundry facilities, 4 queen beds, bicycles, outdoor wood-burning fireplace w/wood, natural gas grill, and most home furnishings including, but not limited to, pots, pans, silverware, toaster, coffee pot, etc!

Top guest favourite
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
5.0 out of 5 average rating, 23 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.

Guest favourite
A spacious living area features comfortable, reclining sofas arranged around a central table. Soft, gray carpeting is laid throughout the space, and natural light enters through a small window adorned with light curtains. Decorative elements include a wall shelf with small potted plants.
Home in Mountain Lake
4.95 out of 5 average rating, 22 reviews

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

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, 264 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.*

Superhost
A serene lakeside setting features a green lawn with two wooden chairs and a fire pit surrounded by grass. A swing hangs from a tree, and a private dock extends into the water, offering access for swimming and fishing.
Cottage in Spirit Lake
4.83 out of 5 average rating, 30 reviews

Lakeshore Cottage Waterfront listing!

Fun for the whole family! A fisherman’s haven with great fishing right off the dock. A bunkroom with sleeping for up to 5 kids. Relax around the fire pit at night or sunbathe on the dock during the day. Looking for some toys for the lake? No problem, we have kayaks, a water trampoline or Maui Mat for rent. Bike trails down the road. Longing for some nostalgia, less than 10 miles away is the Superior 71 Drive-In. Endless of fun for everyone!

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, 54 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
An outdoor seating area is arranged around a fire pit with multiple Adirondack chairs, offering a cozy spot for gatherings. A view of the water is visible in the background, enhancing the tranquil atmosphere of the space.
Home in Spirit Lake
4.96 out of 5 average rating, 78 reviews

Charming and cozy 4-Bedroom home with fire pit

Forget your worries in this spacious and serene newly remodeled 4-Bedroom home, which has a lot to offer for a family getaway or friends retreat. Great fishing is only a block away with entertainment at Arnolds Amusement Park and Barefoot Bar and Grill within a short drive to Okoboji. We want you to come and relax at our home and have lots of fun enjoying all the things Spirit Lake and Okoboji have to offer.

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, 244 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 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
4.9 out of 5 average rating, 366 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
4.92 out of 5 average rating, 93 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)

Popular amenities for Jackson holiday rentals