Holiday rentals in Henry County

Find and book unique accommodation on Airbnb

Top-rated holiday rentals in Henry County

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

%{current} / %{total}1 / 1
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
4.96 out of 5 average rating, 136 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!

Guest favourite
An orange and red sunset reflects on a tranquil pond, with a modern cabin and a red playhouse visible on the bank. Towering trees silhouette against the vibrant sky, creating a serene and picturesque setting.
Tiny home in Clinton
4.9 out of 5 average rating, 39 reviews

The Country Getaway

Reconnect with nature at this unforgettable escape. Fully stocked pond with a pier for fishing or swimming. Bon fires are a must and cookouts are a sure thing. You’ll hear birds chirping and the creek flowing. Kick back and relax away from the city. Enjoy the most amazing sunrises and sunsets and a canopy full of stars. This tiny home is newly built and has a queen size bed in a private room, and two single beds in the comfortable loft. There’s a full-size bathroom with a jacuzzi tub and shower.

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, 113 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 gravel driveway leads through a lush green field, bordered by grassy areas on either side. In the distance, a farmhouse is visible, surrounded by trees under a partly cloudy sky. The natural landscape conveys a sense of open space and tranquility.
Farm stay in Deepwater
4.95 out of 5 average rating, 57 reviews

"Private" House -30 acres {Bucksaw Marina-Truman}

Have a peaceful stay in a Farm house ! 7 minutes away from Bucksaw Marina 18 minutes to Long Shoals ! Huge Deck to enjoy !15 minutes from Clinton to get groceries or to dine out. 1 bedroom with 2 king size beds and a bunk room with 2 full size beds and 2 twins on top. Plenty of parking . 1 bathroom with a shower. Laundry room with a washer and dryer. 75 inch tv ! Pets are welcome. Small pond to let kids fish! Trails on property to walk or enjoy wildlife! (No hunting on the property allowed)

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
5 out of 5 average rating, 10 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
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
4.91 out of 5 average rating, 35 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, 30 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, 262 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.
Flat in Windsor
4.91 out of 5 average rating, 35 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
4.91 out of 5 average rating, 45 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/Motorhome in Windsor
5 out of 5 average rating, 9 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, 9 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.

Popular amenities for Henry County holiday rentals

Destinations to explore

  1. Airbnb
  2. United States
  3. Missouri
  4. Henry County