Holiday rentals in Jackson

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Top-rated holiday rentals in Jackson

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Top guest favourite
A spacious master bedroom is shown, featuring a bed positioned near large windows that provide expansive views of the surrounding landscape. Soft carpeting covers the floor, and natural light fills the room. A small area is visible to the left, suggesting additional amenities.
Home in Warsaw

The Overlook

Adventure awaits! Enjoy the best sunsets and night skies from high above the shores of Truman Lake. An unforgettable way to unwind! Perfect for romantic getaways, thrill seekers, and tourists alike. Protected forests surround the neighborhood and the historic "Hallmark town" of Warsaw is minutes away. A modern marina is just down the road. Great opportunities for relaxation and recreation abound with memorable times sure to be had! Ask about our romance/birthday packages and pet friendly stays!

4.94 out of 5 average rating, 387 reviews
Top guest favourite
A single-story home is set against a backdrop of lush green grass, surrounded by mature trees. Large windows allow natural light to enter, while a brick exterior complements the inviting landscape.
Home in Warsaw

Osage Ridge Getaway

Our hidden lake view getaway is nestled on Truman Lake's scenic Osage arm, perfectly situated just minutes away from a plethora of attractions, marinas, fishing, golfing, walking & bike trails. Our cozy home offers an idyllic escape for relaxation & adventure. As you step inside, you'll be greeted by a warm and inviting atmosphere with tastefully decorated interiors including plush seating and flat screen TVs. Retreat outside to enjoy your own hot tub +pool with beautiful sunsets and lake views.

5.0 out of 5 average rating, 52 reviews
Top guest favourite
The entrance to the home features a wooden deck with steps leading up to the front door, framed by two windows with green shutters. A metal sculpture of a child fishing stands beside the steps, with a decorative rocky landscape and lush plants below.
Home in Deepwater

A Cozy 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, bonfires, bird watching, off-road vehicle adventures, & some of the best hunting in the country.

4.96 out of 5 average rating, 128 reviews
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

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

4.98 out of 5 average rating, 222 reviews
Guest favourite
A spacious log cabin is set among lush green trees, featuring a large wraparound deck supported by sturdy wooden posts. The exterior showcases a well-maintained wooden façade, allowing natural light to accentuate the windows, which provide views of the surrounding woodland.
Cabin in Warsaw

Luxury Log Cabin - Truman Lake

Tir Na Nog – “Forever Young” A Rustic Retreat Near Truman Lake Welcome to our cozy log cabin, tucked away in the peaceful woods—where time slows down, screens fade away, and you reconnect with life. Named after the Irish legend meaning "Forever Young," it restores & lifts spirits. Whether you’re a hunter, angler, nature lover, or just need a break from everyday life, this is where memories are made—around the campfire, under starry skies, or curled up inside as the wood stove crackles :)

4.8 out of 5 average rating, 94 reviews
Superhost
The Fireside Cabin, painted in deep blue, is nestled among tall trees offering shade and privacy. A gravel path leads to the entrance, with a small porch visible. Lawn space surrounds the cabin, providing an area for outdoor activities.
Cabin in Deepwater

Fireside Cabin on Truman Lake

Fireside Cabin invites you to slow down and reconnect with the simple joys of life. Whether you're off for a peaceful day of boating, hunting, exploring hiking trails, or unwinding by the fire with a beverage in hand, this is where rustic comfort meets outdoors. -Less than 1 mile from two Corp of Engineers boat ramps -Large fire pit & brand new covered deck -Wood swing set with sandbox for the kids -Deck slide -10 miles from Bartle Boy Scout Camp & Iconium with the legendary peach float

4.75 out of 5 average rating, 16 reviews
Top guest favourite
Cabin in Warsaw

Wally's 1 mile from Truman Lake boat launch.

Wally's is very clean (smoke, vape, marijuana & pet free) located outside of town, 1.5 miles off Hwy 7. Just 1 mile from a public boat ramp allows convenient access to fishing, skiing, & tubing, and is within 4-5 miles of city & corp boat ramps on Truman Lake & the Osage/Lake of the Ozarks River. Local fish include Crappi; White, Black & Largemouth Bass; Walleye; Paddlefish; Channel, Flathead & Blue Catfish. Surrounded by U.S. Corp wooded land with an abundance of deer & turkey. . .

4.99 out of 5 average rating, 100 reviews
Guest favourite
An A-frame house is nestled among lush greenery, featuring a striking blue exterior. The front has large triangular windows that allow natural light to fill the interior. A spacious wooden deck with railings provides outdoor seating, inviting relaxation in a serene environment.
Home in Clinton

A-Frame Escape

Escape the weekly grind and relax at our peaceful A-Frame. Nestled in nature but close to the essentials, you'll love it here so much you won't want to leave. This is our family lake house. Surrounded by tranquil nature, you will be at peace. The home is centrally located near several marinas for great fishing and boating, with plenty of parking for boats and trailers. Relax on the large deck or unwind in the hot tub. Come stay at our lake house and become part of our lake family!

4.89 out of 5 average rating, 108 reviews
Top guest favourite
The exterior of the house is showcased, featuring a front porch with ample seating options. A well-maintained lawn is visible in the foreground, lined with bright yellow flowers. The brick facade complements the large windows, enhancing the inviting appearance of the property.
Home in Warsaw

The Ranch Guest House/Warsaw, MO Great View!

This house sits in the middle of a large cattle ranch. It provides spectacular views of rolling hills and has a large creek that runs through the property. This 3 bedroom, 2 bath house is located within minutes of Truman Lake and Lake of the Ozarks. It sits directly off of a main highway and has parking areas for boats & trailers. House includes all basic amenities, including washer/dryer, smart TV's and Wi-Fi. The house is an older farm house, but is spacious and clean.

4.96 out of 5 average rating, 165 reviews
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

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.

4.98 out of 5 average rating, 444 reviews
Guest favourite
Home in Warsaw

Lake House on Truman Lake|Sleeps10|Fire Pit_Arcade

Welcome to your serene getaway on the shores of Truman Lake! This private, spacious home, updated and furnished in 2025, offers an eclectic and homey vibe where comfort meets natural beauty. This charming retreat provides breathtaking views of the lake and surrounding wildlife, including eagles, osprey, turkey, and deer. With FOUR cozy bedrooms (5 total BEDS!) and two and a half bathrooms, there's ample room for family and friends to create lasting memories.

4.93 out of 5 average rating, 15 reviews
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

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!

4.9 out of 5 average rating, 168 reviews

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