Holiday houses in Jackson

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Top-rated holiday rentals in Jackson

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Top Guest favourite
Cabin in Edwards
4.98 out of 5 average rating, 120 reviews

Cozy retreat! Hot Tub, Wood Stove and Sunsets

Welcome to Cairn Cottage, a classic one-room, stone cottage sitting a stones throw from the Osage Arm of The Lake of the Ozarks (69MM). Relax in nature from the hot tub year around. From May to September (and sometimes later) you can enjoy the Kayaks and SUPs at the lake lot. Please note that the cottage and lake lot are a short golf cart ride from each other. A boat slip is available 5/31-9/7 upon request. We always recommend travel insurance but especially encourage it during winter months.

Top Guest favourite
A spacious living area is visible, featuring a cozy sofa and a patterned area rug. Natural light enters through several windows, illuminating the open layout, which includes a dining table and kitchen area in the background.
Home in Clinton
4.97 out of 5 average rating, 145 reviews

The Orchard House by Katy Trail

Dubbed the Orchard house since being on Orchard street. This newly renovated stand alone home on a quiet dead end road is just what the doctor ordered. Located just 2 miles to the start of the historic Katy Trail makes this a great spot. Also, we are only minutes away from Truman Lake which boasts some of the best crappie and spoonbill fishing around. A dedicated shed with lock is provided at the back of the home for bike storage. A short walk to the historic square with shopping + eateries!

Top Guest favourite
A screened-in porch features wooden walls and a rustic wooden ceiling, providing a cozy gathering space. Comfortable seating is arranged around a central table, while a standing heater adds warmth. Potted flowers and decorative cushions contribute to a welcoming environment amidst views of lush greenery.
Treehouse in Stockton
4.95 out of 5 average rating, 138 reviews

Rustic Elegance Treehouse Cabin Stockton Lake, MO

Rustic Elegance tops this Treehouse cabin just a mile from Stockton Lake Dam and 2.5 miles to Stockton Town Center. Enjoy total privacy in this wooded scene looking out over the neighbors cattle as well deer and turkey. Sitting on Bear Creek which is spring fed and a kayak is available to explore the creek for a small fee. Fire pit and Weber grill help round out your evenings pleasures. Grocery store, gas station, restaurants, and shopping are all within 10 minutes. Outside electric included.

Top Guest favourite
The exterior of a two-story house is depicted, featuring a gabled roof and a unique cupola. A spacious porch is visible at the front, with a bench and large triangular windows on either side. Surrounding greenery, including blooming trees, enhances the setting.
Home in Warsaw
4.98 out of 5 average rating, 210 reviews

The Citadel - Close to the Water and Warsaw

The Citadel is a pretty little place, modern with vintage cottage appeal right off Hwy 7 by the mile-long bridge leading into Warsaw. This 2 story, 2 bedroom, 2 full bath home (showers only) offers a well equipped kitchen, dining, living & sitting room w/Roku tv and tv w/dvd player, wifi, room to work, and outdoor seating. Large parking area. Close to swim beaches, the park at Drake Harbor for walking/boating/fishing, flea markets, antique shops, restaurants and the Overlook. No washer/dryer

Guest favourite
A covered outdoor deck features a rustic round table with four wooden stools. Lush greenery and trees frame the serene lake view in the background, while a gentle slope leads to the water's edge.
Cottage in Warsaw
4.95 out of 5 average rating, 103 reviews

Anglers Retreat *Wtr FR *King Bd* Dock* Boat Ramp

Enjoy a fishing getaway or relax with the whole family at this peaceful lake house with a waterfront view. Located 5 min from Warsaw and a short distance from other area attractions, this spacious home has 3 bedrooms, 2.5 bathrooms and accommodates 15 guest. It comes with fully equipped kitchen, coffee bar, TV, washer/dryers, bbq, covered deck, private drive w/carport. It also comes with free access to the boat ramp close by, kayaking and use of our private covered dock. Boat rental available.

Top Guest favourite
A single-story home features a neutral exterior with green shutters and a metal roof. A front porch with steps leads to the entrance, surrounded by trees. The landscape is covered in autumn leaves, creating a quiet and natural setting.
Home in Deepwater
4.93 out of 5 average rating, 128 reviews

Truman Lake Family Getaway

Minutes away from Harry S. Truman Dam & Reservoir & the upper end of the Lake of the Ozarks. The lake is a popular fishing destination for crappie, largemouth bass, hybrid stripers, catfish, as well as some of the Nation's finest snagging for spoonbill paddlefish. The surrounding area (110,000 acres) provides plentiful & diverse opportunities, including hiking, horseback riding, golfing, biking, bird watching, off-road vehicle adventures, & some of the best hunting in the country.

Top Guest favourite
The exterior of the Grain Bin Cabin is showcased beside a tranquil pond, reflecting the cabin's metallic structure. Adirondack chairs surround a firepit on the grass, with picnic tables positioned nearby, creating an inviting outdoor space.
Cabin in Versailles
4.99 out of 5 average rating, 144 reviews

Cozy Cute Grain Bin Cabin, Highland Cows, Firepit

Welcome to our charming boho-inspired Grain Bin Cabin, the Highland is ideal for 2-3 adults or 2 adults and 2 smaller children. Upstairs, you'll find a comfortable king bed in the loft, while downstairs features a cozy futon in the main living space. The full kitchen is equipped with everything you need. Full Bath with a walk-in shower downstairs. Experience a serene countryside getaway with breathtaking sunsets and peaceful surroundings, just moments away from Versailles.

Top Guest favourite
The cottage is nestled among dense trees, featuring a welcoming front porch with white railings. Large windows allow natural light to enter, while a set of stairs leads up to the entrance. The surrounding greenery creates a serene, secluded atmosphere.
Cottage in Wheatland
4.97 out of 5 average rating, 418 reviews

Cozy Woodland Cottage

This cozy cottage in the woods (completed in June 2017) is perfect for a couple seeking a romantic getaway, enjoying a honeymoon, or celebrating an anniversary. (The sofa is a full convertible bed, if others plan to share the 400+ sq. ft. space.) Located in the Lake Hill (formerly Shadow Lake) Golf Course neighborhood (course is currently closed) about a mile from the NW shores of beautiful Pomme de Terre Lake, and about 6 miles south of Lucas Oil Speedway.

Guest favourite
A modern cabin is positioned on a gravel driveway, surrounded by lush green trees. The exterior features a combination of wood and stone elements, with a covered porch and four sturdy columns enhancing the entrance. Natural light illuminates the windows on both sides.
Cabin in Deepwater
4.92 out of 5 average rating, 155 reviews

Truman Lake Cabin Super Clean "Private" Getaway!

Quiet serene location! Our personal cabin is located just 400 yards from Truman Lake. Short walk to the cove for wildlife viewing or Higgins' Landing boat launch is just across the highway, and has plenty of parking for vehicle/s, boat trailer, and great bank fishing. Clinton and Warsaw are a 30 min drive, and Iconium is a 12 min drive. Don't forget to look around in the lake feeder creeks, lot's of arrowheads in the area. We now have super fast WI-FI!

Guest favourite
A covered porch is presented with two chairs and a small grill, surrounded by a grassy area. Soft lighting fixtures are positioned along the concrete pathway. Lush trees and a glimpse of additional structures are visible in the background.
Holiday home in Warsaw
4.94 out of 5 average rating, 72 reviews

Lovely 1 br, 1 ba, w/ washer/dryer

This spacious apartment has 1 bedroom with queen bed. It has a comfortable living room with sleeper sofa that folds out to a full size bed and Hulu tv, well-equipped kitchen, and outside covered porch with table and chairs , Wi-Fi available. Located 2.5 miles from Truman State Park Marina, approximately 6 miles from downtown Warsaw where you will find beautiful bike and walking trails. Your host, a MSHP Trooper, looks forward to making your stay great.

Top Guest favourite
A ranch-style home is set against a backdrop of vibrant autumn foliage. The entrance features a wooden staircase leading up to a welcoming porch, adorned with seasonal decorations. Ample windows allow natural light to brighten the exterior, showcasing its charming gray siding.
Home in Warsaw
4.97 out of 5 average rating, 146 reviews

THE 436 in Warsaw!

The 436 is located downtown Warsaw just a block off Main Street with all of the lovely shops from Antiques to Boutiques and eating establishments! Drake Harbor is walking distance away with walking and biking trails and a launch onto Lake of the Ozarks. Plenty of room to park your boat. 2 bedrooms, 1 bath. Large living room, kitchen, dining and family room. Also large sunroom with plenty of seating. Patio area outside to enjoy!!

Guest favourite
A cozy bedroom features a spacious bed with striped linens and decorative pillows. A comfortable armchair and bedside tables with lamps are visible, enhancing the room's functionality. Natural light enters through small windows, adding brightness to the neutral color palette.
Home in Appleton City
4.97 out of 5 average rating, 240 reviews

Tiny Cottage

Escape the big city hustle and bustle for a cozy tiny home with eclectic style in our safe small town of Appleton City. Enjoy the fresh air and open fields. Off street parking. Perfect for a couples get away. There's coffee, toaster, basic kitchen essentials, mini fridge with ice cube trays, lawn chairs for the front porch where you can enjoy your coffee in the morning shade in our quiet little escape. No pets

Popular amenities for Jackson holiday rentals

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