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Holiday houses in Fort Leonard Wood

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Top-rated holiday rentals in Fort Leonard Wood

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

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Top Guest favourite
Tiny home in Waynesville
4.98 out of 5 average rating, 286 reviews

Tiny Home with Hot Tub Near Ft. Leonard Wood!

Experience the best of the Ozarks with a stay at this charming vacation rental home. This warm retreat boasts a large outdoor rec area, a well-appointed interior, a fully equipped kitchen with complimentary coffee & tea, and is a short 10-12 minute drive to Ft. Leonard Wood. In the heart of Pulaski County, this lodge is minutes away from the Roubidoux park/riverside walking trails, Old Stagecoach Stop, Hoppers Pub and Frog Rock. Head back home for an evening soak in the hot tub under the stars.

Top Guest favourite
Home in Saint Robert
4.93 out of 5 average rating, 131 reviews

Family-Friendly 4BR | 5 min to Fort Leonard Wood

Stay 5 minutes from Fort Leonard Wood’s main gate in this spacious 4-bedroom home designed for families, graduation visits, and military travel. Relax on the private deck, grill dinner in the fenced backyard, and start your morning with fresh coffee from the complimentary coffee bar. Why Guests Love This Home ✔ 5 minutes to Fort Leonard Wood main gate ✔ Spacious 4-bedroom layout for families & groups ✔ Fully fenced backyard ✔ Private deck with propane grill ✔ Coffee bar ✔ Quiet neighborhood

Guest favourite
Apartment in Waynesville
5 out of 5 average rating, 6 reviews

Steps to Spring, Shops & Eats | Cozy 1BR

This cozy 1-bedroom apartment is perfectly located next to Roubidoux Spring, along the historic Trail of Tears, and right on iconic Route 66—making it an ideal base for exploring the area. Enjoy walkable access to local shops, cafés, restaurants, and downtown events. Whether you’re here to explore nature, soak in local history, visit Fort Leonard Wood or enjoy a relaxing getaway, this apartment offers both comfort and convenience. Approx 6 miles or 10 minutes to Fort Leonard Wood main gate.

Top Guest favourite
A bright bedroom features a large tufted bed with a light-colored duvet, complemented by decorative pillows. Soft natural light fills the space through sheer curtains, illuminating a wooden floor. Two bedside lamps and a television are positioned for convenience, while framed art is displayed on the wall.
Home in Saint Robert
5 out of 5 average rating, 109 reviews

Hoover House: Your Fort Wood Sanctuary

Welcome to Hoover House, your perfect getaway just 10 minutes from Fort Leonard wood in St. Robert Missouri! This spacious 3-bedroom, 2-bath home, comfortably accommodates families and groups. Enjoy a fully equipped kitchen, a cozy living area, and a backyard ideal for relaxing after a day of adventures. Each bedroom is thoughtfully furnished for your comfort, ensuring a restful stay. Explore nearby attractions, or unwind in the peace of our neighborhood. Looking forward to hosting you!

Guest favourite
The kitchen features modern cabinetry with green and white finishes. A stainless steel refrigerator and oven are complemented by a sleek countertop and bar stools. Natural light floods the space through a window, enhancing the contemporary design.
Home in Saint Robert
4.87 out of 5 average rating, 103 reviews

Entire Home 8 Mins to Fort Leonard Wood Main Gate

Welcome to The Greenhouse! Come get comfortable in our stylish family-friendly home that's just 8 minutes from Fort Leonard Wood's visitor center & main gate. This home is modern, bright and chic! It's located at the end of a culdesac in a quiet residential area that's just minutes from parks, rivers, restaurants, shopping and more! This spacious 3B/2BA open concept home is furnished with everything your family would need to cook, play, and relax while you're here exploring the area.

Top Guest favourite
An outdoor seating area features a round, suspended chair with cushions, offering a panoramic view of the Gasconade River valley. Natural sunlight filters through the trees, casting soft shadows across the wooden deck.
Cabin in Dixon
4.99 out of 5 average rating, 164 reviews

Cabin in the Sky

Take it easy at this unique and tranquil getaway overlooking the breathtaking Gasconade river valley. This cabin has many features and was specifically designed to accommodate the view. Large outdoor space with dining table, grill and extra seating. Close proximity to Fort Leonard Wood. Also minutes from public boat ramp and public hunting land. Interior features Wi-Fi-,full kitchen, laundry. Family friendly--kids are welcome. Several family-friendly activities nearby in St. Robert.

Top Guest favourite
A welcoming living area features a gray sofa and a light armchair facing a coffee table. An area rug with warm hues anchors the space. The brick fireplace adds a cozy touch, complemented by wall art and indoor plants for a harmonious ambiance.
Home in Lebanon
4.99 out of 5 average rating, 102 reviews

Adams Corner

Welcome to Adams Corner — your cozy retreat in the heart of the city! Centrally located and just minutes from downtown, this two-bedroom escape offers the perfect blend of comfort and convenience. Thoughtfully appointed with fresh linens, plenty of towels, and a curated selection of toiletries, we've taken care of the details so you can relax and enjoy your stay. Just 1 mile from the Civic Center, with free parking and great local restaurants right around the corner!

Top Guest favourite
A spacious bedroom is presented, featuring a comfortable bed topped with a soft green blanket. Light filters through sheer curtains, illuminating the room. A flat-screen TV is mounted on the wall, and a decorative plant is placed beside a dresser, enhancing the overall design.
Home in Waynesville
4.98 out of 5 average rating, 58 reviews

Beautiful Large 5 Bedroom-Close to Ft Leonard Wood

Come relax with the whole family in this beautiful large two-story home located in a quiet residential neighborhood, located near Ft. Leonardwood. The home features 5 bedrooms with a beautiful master suite, 3 full bathrooms, an open concept main living area, family game and entertainment area, a fully equipped kitchen, high speed Wi-Fi and smart TVs set up to watch all your favorite streaming shows. Home is located minutes from the gate. Perfect for graduations.

Top Guest favourite
A modern duplex is showcased, featuring two separate entrances, each with a black door and railings. The exterior is clad in a neutral grey material, complemented by a metal roof. Surrounding greenery adds a natural touch to the setting.
Apartment in Saint Robert
4.95 out of 5 average rating, 73 reviews

Sista's Suites – Suite A

Enjoy all of the features this newly remodeled duplex provides. It's within a mile of Cracker Barrel, Walmart, and right off the front gate of Fort Leonard Wood. You can rent both sides of the duplex or just one side. Each side offers 2 bedrooms and 2 full baths, a full kitchen, and laundry room (with washer and dryer). Newly renovated with a modern style. Great location to all that St. Robert has to offer.

Guest favourite
A single-story brick home is situated on a grassy lot, featuring a covered front porch and a welcoming entrance. The driveway slopes gently towards a small garage, surrounded by well-maintained shrubs. The structure showcases a combination of brick textures and a pitched roof.
Home in Devils Elbow
4.93 out of 5 average rating, 29 reviews

Little Piece of Sunshine

Located in a quiet neighborhood just 15 minutes from Fort Leonard Wood, restaurants and local shopping. Bring your family to enjoy this home away from home whether it be for a military graduatation, a good float down the gasconade river, or a stamp on your route 66 passport. This Family friendly home will meet all your traveling needs while providing you with a quite place to come back to and enjoy.

Guest favourite
Home in Waynesville
4.94 out of 5 average rating, 180 reviews

Cozy House On The HILL Military Family Favorite

Welcome! Many of our guests stay with us while attending basic training graduation at Fort Leonard Wood, and we’re honored to host you during such an important milestone. The home is approximately 10 minutes from Fort Leonard Wood. Our fully stocked kitchen is available for family meals and celebrations. Restaurants, shopping, and local attractions are within walking distance if you prefer to dine out.

Guest favourite
Home in Waynesville
4.93 out of 5 average rating, 104 reviews

Julie's Place on Rt 66

Minutes to FLW, enjoy modern and stylish comfort on historic Rt 66 with easy access off I-44. This charming home offers a rare king bed sleeping option. Includes full kitchen with complimentary coffee, tea, and hot chocolate with 3 coffee making options. Comfortable work space for two, family games, large spacious yard with deck and park grill for visiting and enjoying good weather.

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