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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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
4.93 out of 5 average rating, 107 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 serene sunroom features large windows that provide views of the lake and surrounding trees. A cozy seating area with a plush sofa and a low coffee table is present, while wooden ceiling beams and ceiling fans add to the inviting ambiance.
Home in Spirit Lake
4.91 out of 5 average rating, 128 reviews

Breathtaking 3-14 Quiet Lakehome

Relax with the whole family at this peaceful place to stay. Enjoy a stay on a Quiet lake that is just minutes away from all the action. This Lake House boasts TWO 3-season rooms, an open concept with so many great views of the lake. Newly renovated, yet loads of charm and wonderfully decorated. Come relax and have a blast while you play games, read books, let the kids play with toys, or snuggle up and watch your favorite show. There is even a Sauna which might be just what you need.

Guest favourite
The exterior of the home features a light-colored facade with a welcoming blue front door. Large windows on either side allow natural light to enter. A small staircase leads to the entrance, flanked by neatly landscaped flower beds. A concrete walkway provides access to the front door.
Home in Fairmont
4.95 out of 5 average rating, 38 reviews

Hummingbird Haven

Welcome to your home away from home in Fairmont! This cozy 3-bedroom house (if you only need 2 bedrooms ask about a discount) sleeps up to 6 and is just one block from the lake—perfect for peaceful walks, fishing, and stunning sunsets. Enjoy fresh coffee from the nearby café and take in the charm of this friendly small town. Clean, comfortable, and fully stocked for families, couples, or business travelers. Relax and unwind after a day of exploring. Located across from Little Red Cabin.

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, 24 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, 267 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.*

Guest favourite
A spacious lake cabin is situated alongside a large structure, possibly a garage. The property is surrounded by well-maintained greenery and trees, with autumn leaves scattered across the yard. A thoughtful landscaping design is evident around the cabin's entrance.
Cabin in Orleans
4.93 out of 5 average rating, 88 reviews

Barleans - Cozy Cabin Conveniently Located

1 bedroom 1 bathroom lake cabin with plenty of parking. Ice Fishing or Hunting Bungalow! Perfect for families or weekend getaways with 2 additional queen pull out sleepers. In the summer months enjoy the large patio by the barn, sand box for kids, and barleans bar for adults on the property (coming soon). Great for campfires and grill outs. Numerous amenities. RV hookup available upon request. Make some memories at this unique and family friendly place.

Guest favourite
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
4.84 out of 5 average rating, 31 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, 56 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, 247 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.

Superhost
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
4.76 out of 5 average rating, 38 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