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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 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
4.94 out of 5 average rating, 381 reviews

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!

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
4.96 out of 5 average rating, 124 reviews

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.

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, 220 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

Top guest favourite
A rustic cabin is nestled among tall trees, surrounded by nature. A firepit with seating is positioned to the front, while a wooden swing is nearby. Windows on the cabin allow for glimpses of the interior, integrating the structure harmoniously with the wooded environment.
Cabin in Warsaw
5.0 out of 5 average rating, 21 reviews

Honey Hole Cabin at Truman Lake

Tucked away on 3 peaceful acres, this cozy cabin offers the perfect escape for those looking to relax, recharge, and reconnect with nature. Sleeps 6 with 2 Bedrooms and 1 Full Bathroom Enjoy a fully equipped kitchen, open living area, with a few rustic touches to complete the cabin vibe. Enjoy the hot tub, large back deck, and firepit near Berry Bend and Truman Lake. Located just minutes from public lake access, boat ramps, trails, and outdoor fun—your perfect Honey Hole getaway awaits.

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
4.75 out of 5 average rating, 16 reviews

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

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
4.89 out of 5 average rating, 105 reviews

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!

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
4.96 out of 5 average rating, 164 reviews

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.

Top guest favourite
An aerial view showcases a spacious lodge surrounded by serene wooded hills. A tranquil pond is situated to one side, complementing the natural landscape. A gravel driveway leads to the property, emphasizing the secluded yet accessible atmosphere of the lodge.
Home in Clinton
4.96 out of 5 average rating, 27 reviews

Winding Woods Lodge

Welcome to Winding Woods Lodge! Nestled in the serene hills of Missouri, our luxurious lodge offers an unforgettable retreat that has been cherished by our family for many years. Secluded, yet conveniently close to charming tourist towns, we provide the perfect balance of peace and accessibility. Whether you're looking to unwind or adventure, you'll find it here! We offer ample boat and trailer parking, making it easy to explore the lake or enjoy a day on the water!

Guest favourite
Home in Warsaw
4.92 out of 5 average rating, 13 reviews

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.

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
4.9 out of 5 average rating, 165 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!

Top guest favourite
Colorful flowers are arranged in a garden bed, featuring various blooms, including yellow and purple irises, surrounded by lush green grass. The background shows a cabin with wooden siding, framed by tall trees and a clear sky.
Home in Clinton
4.93 out of 5 average rating, 41 reviews

Cozy Cabin by Bucksaw Marina, Truman Lake

Your family will be comfortable and close to the lake when you stay at this 3 bedroom, 2 bathroom cabin. Ask us about our stocked private pond and we can get you access. It’s only a quarter mile away from the property! Also, there’s a small event center on the property that can be rented daily. Near this house is also an RV hookup and water for extra guests. Enjoy the barbecue grill and two large walkout decks as you bask in the evening sunset.

Guest favourite
An open living space is showcased, featuring a comfortable sectional sofa, a coffee table, and a dining table surrounded by black chairs. Natural light filters through large windows, enhancing the warm ambiance. A ceiling fan and light fixture add functionality to the inviting area.
Home in Deepwater
4.91 out of 5 average rating, 44 reviews

Bird Haven

Welcome! The Bird Haven is our family lake house. Surrounded by tranquil nature, you will be at peace with the many beautiful birds that live in the trees. The home is centrally located near several marinas for great fishing and boating. The spacious interior and large patios in the front and back are setup for hosting larger families who need more space. Come stay at our lakehouse and become part of our lake family!

Popular amenities for Jackson holiday rentals