Holiday houses in Henry County

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Top-rated holiday rentals in Henry County

Guests agree: these stays are highly rated for location, cleanliness and more.

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Superhost

An open living area showcases high wooden ceilings and log cabin walls. A spacious sectional sofa is positioned on a patterned rug in front of a wooden coffee table. The kitchen, partially visible, features modern appliances and a central island with bar seating.

Home in Deepwater

4.81 out of 5 average rating, 47 reviews

Cedar Ridge is a beautiful three bedroom 2 Bath

Cedar Ridge is a beautiful three bedroom and two bath house on Truman Lake, and is the perfect place to enjoy the lake. The cabin is two minutes from a boat ramp and has a two car garage to keep your boating and fishing equipment secure. The cabin is sparkling clean and has a fully equipped kitchen, living room, master bedroom and an attached bathroom downstair. Upstairs you'll find two more bedrooms and an additional bathroom. You'll love the porches with their beautiful views and the hikin

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

4.96 out of 5 average rating, 149 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

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, 116 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

A rustic cabin with a dark wood exterior is surrounded by greenery. The front porch features a railing and planters with hanging flowers. Large windows allow natural light inside, while trees provide shade and a peaceful atmosphere.

Cabin in Deepwater

5 out of 5 average rating, 22 reviews

Sweet Peace Cabin

Completely renovated beautiful cabin on 3 peaceful acres. Spacious 2 queen bedrooms sleeps 4 adults, 2 full baths with an upstairs loft that sleeps another 3/4 people. Full covered decks on both front and back with firepit and grill to cook your day's catch on. Neighborhood is secured by video cameras, so perfect place to relax with the family safely. Cabin is within minutes of Truman State Park and Long Shoals marina. Close to Warsaw, shopping, food and fun.

Guest favourite

A modern pavilion is illuminated by string lights, surrounded by a wooden deck and a gravel path. Tables and chairs are positioned on the deck, with large windows revealing a warm interior. A ladder leans against the structure, and trees provide dappled shade.

Home in Clinton

4.89 out of 5 average rating, 28 reviews

The Farmhouse at Truman Lake

Make memories at this unique 100 year old modern farmhouse on 20 acres. Located right off highway 7 (bit noisy) between Clinton and Warsaw. Golfcarts welcome, no off road...designated pathways only. Outdoor smoking room, pavilion (almost ready), fish cleaning, smoker, propane & charcoal grills available. Enjoy the goats “Oliver” and “Wilma” as well as our friendly chickens and ducks. Fun family vacation. Property shared w/ 3 RV pads. Minutes from water.

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

4.92 out of 5 average rating, 36 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. Next to 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

4.97 out of 5 average rating, 31 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!

Guest favourite

A serene gravel path winds through a wooded area, flanked by tall trees adorned with golden and orange autumn leaves. Soft sunlight filters through the branches, casting gentle shadows on the ground, creating a peaceful setting for a nature walk.

Cabin in Blairstown

4.82 out of 5 average rating, 266 reviews

Honey Creek Hideaway at Back Country Camp

Escape to this quiet, seemingly remote country getaway nestled down a peaceful, tree-canopied lane. Relax and unwind amid big woods, creeks, woodland trails, complete with a very large strip pit lake, and smaller lake just mere feet from your private cabin. Use our large covered dock, kayaks, paddle boat, canoe and explore all this huge waterscape and land have to offer. All manner of Missouri wildlife reside here.

Guest favourite

The image depicts a single-story brick apartment building with a white metal roof. Large windows adorned with light curtains are visible, complemented by framed artwork featuring bicycles on the walls. A well-maintained grassy area is present in front, enhancing the welcoming appearance.

Apartment in Windsor

4.92 out of 5 average rating, 39 reviews

Haven Hitch Hideaway

Cozy Windsor studio ideal overnights or a week, but also great for traveling nurses, mid-term stays, or insurance housing. Features a queen bed, twin hide-a-bed, Roku TV, full kitchen, and separate laundry room with washer/dryer. Secure indoor bike parking. Easy access to Katy & Rock Island Trails. A block from downtown with off-street parking. Quiet, clean, and perfect for extended stays or weekend getaways.

Guest favourite

A single-story home with a blue exterior and a covered front porch is shown. The porch features a light wooden railing, and the entrance door is framed by two windows. A clear sky and surrounding trees are visible, indicating a serene outdoor environment.

Home in Windsor

4.92 out of 5 average rating, 49 reviews

Windsor Blueberry

Freshly renovated 2BR in central Windsor—perfect for Katy Trail trips or nearby weddings (The Moment & Evelyn Valley Ranch)! Sleeps 4 with comfy beds, WiFi, Smart TV, full kitchen, coffee station, and laundry. Relax on the deck with bike ramp + indoor storage. Quiet neighborhood close to trailheads. Pet-friendly (2 dogs under 25lbs, $25/night). Bathroom essentials included for a cozy, carefree stay!

Top Guest favourite

The motor coach is positioned on a gravel area, showcasing a sleek exterior with a blend of earth tones. A slide-out section expands the living space, while large windows offer natural light. Trees are visible in the background, providing a green contrast to the vehicle.

Campervan/RV in Windsor

5 out of 5 average rating, 11 reviews

Da Bus @ Red Barn Luxury Motor Coach

Only a hop skip and jump from the KATY and Rock Island Trails. Da Bus is a 2003 Tiffin Class A Luxury Motor Coach. The Master Bedroom has a Queen Bed, The couch in the living area folds out to a Full size bed. The kitchen has a large refrigerator and freezer, double sink, new faucet, propane stove top, Microwave/convection oven. The large shower has a new faucet and hand wand.

Guest favourite

A spacious exterior view showcases a large, white metal building with two bay garage doors. A wooden deck leads to the entrance, complemented by light-colored siding on the side. A paved area is visible in front with additional open green space beyond.

Home in Clinton

5 out of 5 average rating, 10 reviews

Clinton Barndominium with large Garage!

Enjoy your own space with a large 2 bay garage to park your car, boat, rv, or bikes. House sits at the start of the Katy Trail, close to Wagonner baseball fields, Clinton Community Center, and Truman Lake is just a short drive away. This 1 bedroom home has a second bed in the large laundry room that could accommodate 1-2 guests.