
Holiday rentals in Jackson
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Top-rated holiday rentals in Jackson
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NAMA Stays - Cozy Cabin
This charming cabin features handcrafted cedar walls and bar top, ideal for family getaways. It accommodates up to 6 adults with a futon in the living room, twin bunk bed over a standard mattress in one bedroom, and a queen-size master bedroom. Enjoy ample parking, outdoor seating options, a fish cleaning station with a restaurant-quality cutting board, fire pit, firestick TV, and numerous games. Located a short drive from Warsaw, Truman Lake, and Lake of the Ozarks, accessible via Drake Harbor.

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.

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

Hot tub, golf cart, kayaks/SUP with lake access!
✨Hot Tub+Golf Cart+Kayaks |Quiet Lake Escape Cairn Cottage is a cozy, vintage, one room stone cottage tucked into nature above the Osage Arm (69MM). Come slow down and enjoy the quiet side of the lake. Hot tub year-round, golf cart to the dock, and kayaks in season. A complimentary breakfast casserole, plus coffee and snacks, make mornings simple and relaxed. Not coming in summer? Check out our amenities slide that shares which amenities are available when. Reconnection is a reservation away!

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, the historic "Hallmark town" of Warsaw is minutes away, and a 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!

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.

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

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. . .

The Highland GrainBin, 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.

Rustic Hideaway Cottage
This nearly hidden cottage in the woods (completed in June 2019) is perfect for a small family, two or three couples enjoying a lake vacation together, or several friends connecting simply to hang out. 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.

Galmey Grove Cottage
* Wi-Fi Available! *Self Check-In (smart lock) Relax and unplug at our cozy little spot we call Galmey Grove Cottage. Located in Galmey, MO on County Road 273 just off 254 Hwy . We are close to several Pomme de Terre Lake swimming and boat access areas. Another attraction is 8 miles away at Lucas Oil Speedway host to Boat Racing, Off-Road Racing, and Dirt Track Races most weekends April-Oct.

1 Bed Cabin - Postcard Cabins Ozark Highlands
Welcome to Postcard Cabins, your picture-perfect nature destination. A scenic two-hour drive from the city, our collection of design-forward tiny cabins is set across acres of private woodlands, offering space to slow down and immerse yourself in nature—while still enjoying the comforts of a boutique stay.
Popular amenities for Jackson holiday rentals
Other great holiday rentals in Jackson

Luxury Log Cabin - Truman Lake

Gatliff Getaway

Luxury home 1 mile from Warsaw!

Cozy Cabin at Water's Edge

Deer Run Treehouses

Place at the Lake

Stockton Lake Cabin! HOT TUB & Outdoor TV!

Lil' Minnow Cottage Cabin
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