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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, 289 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
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
4.88 out of 5 average rating, 106 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, 166 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 spacious home is depicted with a light-colored exterior and a stone façade. The entrance features a set of wide steps leading to a decorative door, flanked by large windows. A well-maintained driveway and a grassy area surround the property.
Home in Saint Robert
5 out of 5 average rating, 79 reviews

Fort Wood Retreat

Forget your worries in this spacious 3 Bedroom and 2.5 bath with a full size sleeper sofa downstairs and is located in the gameroom. This property is located within a 5 mile distance of the main entrance to Fort Leonard Wood. The property can comfortably accommodate up to 8 guests. The property comprises complimentary beverages such as coffee, tea, water, snacks, and propane for the grills. Upon arrival, you will not want to depart from this beautiful country retreat.

Superhost
Apartment in Saint Robert
5 out of 5 average rating, 4 reviews

Cute 2BR: 5 Min to Leonard Wood

Welcome to our cute, fully furnished 2-bedroom, 1-bathroom apartment, just 1.5 miles from Fort Leonard Wood. Perfect for a family of four visiting for graduations, PCS, TDY, or any stay, this charming space offers comfort and convenience. With shopping and dining within walking distance, you’ll have everything close by. Enjoy hassle-free parking for two vehicles right out front. Whether for a short visit or an extended stay, our townhouse is your home away from home!

Top Guest favourite
A welcoming front porch is featured, showcasing two turquoise chairs with decorative cushions. A small black table is placed between them, surrounded by potted plants. The porch is situated in front of a beige-colored home, with a grassy area extending in front.
Home in Waynesville
4.94 out of 5 average rating, 110 reviews

Home away from Home

Reconnect with loved ones in this family-friendly place just minutes from Fort LeonardWood. Close to the Gasconade river, Mark Twain National Forest, and a short drive to Lake of the Ozarks and Bennet Springs state park. 3 cozy bedroom's, 1 king, 1 queen, 2 twin beds, and 2 full bathrooms. With a fenced in backyard for your furry family members. Outdoor fire pit with firewood included. Trampoline with enclosure, swings, and hammock for an outdoors retreat away.

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, 75 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
Home in Waynesville
4.95 out of 5 average rating, 182 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, 105 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.

Top Guest favourite
A bright living area features a comfortable light-colored sofa centered against a green accent wall. Two green upholstered armchairs flank the sofa, and a rustic coffee table rests on a patterned area rug. Decorative elements include framed art and plants on adjacent shelves.
Home in Lebanon
4.97 out of 5 average rating, 223 reviews

The Flat on Adams

A quiet urban oasis, just a stone's throw from downtown! Our practical, cozy, pet-friendly Flat is the perfect spot. We've taken care to ensure your stay is as smooth as possible. Fresh linens, an abundance of towels, and a selection of toiletries are all provided for your convenience. 1 Mile from the Civic Center, Free Parking, and several tasty restaurants close by!

Guest favourite
A cozy living area features two brown sofas with white throw pillows and a central ottoman. A wooden TV stand holds a flat-screen television, reflecting soft lighting from the overhead fan. Light-colored walls and large windows create an airy atmosphere.
Home in Richland
4.97 out of 5 average rating, 140 reviews

Cozy Country Mobile Home LLC

Bring the whole family to this great place with lots of room for fun! It is a 3 bed room, 2 bath (king master bed and 4 twin XL beds); full kitchen; washer and dryer. Outside there is a big yard with a fire pit and barbeque grill. We are located approximately 15 minutes from the Fort Leonard Wood Gate off the H exit.

Popular amenities for Fort Leonard Wood holiday rentals

Frequently Asked Questions

  • What are the best places to stay in Fort Leonard Wood?

    Popular places to stay in Fort Leonard Wood include quiet residential neighborhoods and areas near the main gate, providing convenient access to both the community and local attractions. Some travelers also explore options in nearby towns for a broader selection.

  • What are the best things to do in Fort Leonard Wood with kids?

    Families frequently explore military history exhibits, interactive museums, and community centers geared toward youth. Outdoor picnics, playgrounds, and hiking in nearby parks are also popular family activities.

  • What are some of the best things to do in Fort Leonard Wood?

    Explore museums focused on military history, walk nature trails around the base, and take part in local community events. Sampling regional dining and browsing local shops adds to the experience.

  • How is the weather in Fort Leonard Wood?

    Fort Leonard Wood experiences cold winters, with lows around 21°F (-6°C), and warm, humid summers, reaching up to 87°F (31°C). Spring and fall are mild, with moderate rainfall spread throughout the year, so packing for changing conditions is helpful.

  • When is the best time to visit Fort Leonard Wood?

    Late spring and early fall are frequently suggested for visits, with milder temperatures between 50–75°F (10–24°C). Early fall often has less rainfall, while summer is warmer and features community gatherings.

  • What are the best places to visit in Fort Leonard Wood?

    Visitors frequently explore the John B. Mahaffey Museum Complex, community parks, and local farmers markets. Military monuments and walking paths around the city provide insight into the area's history and community life.

  • What are some hiking trails in Fort Leonard Wood?

    Fort Leonard Wood and the surrounding area have accessible nature trails winding through forests, wetlands, and scenic overlooks. Visitors can explore local conservation areas and public parks, which feature easy walks and moderate hikes.

  • What are some family activities we can do in Fort Leonard Wood?

    Families can explore interactive exhibits at local museums, take guided nature walks, and enjoy playgrounds or sports courts in community parks. Seasonal festivals and educational workshops are also frequently suggested for groups with children.

  • What are some of the best day trip ideas from Fort Leonard Wood?

    Popular day trips from Fort Leonard Wood include visits to scenic rivers for canoeing, state parks for hiking and wildlife viewing, and historic small towns known for antique shops and local diners. Natural springs and caves found in the region can add a distinct outdoor adventure.

  • Are there any pet friendly accommodations available in Fort Leonard Wood?

    Many accommodations in Fort Leonard Wood welcome pets, particularly in residential neighborhoods and surrounding towns. Look for listings with outdoor spaces or nearby parks for convenient walks.

  • What are some local tips for visiting Fort Leonard Wood?

    Be sure to carry identification when visiting the base, as security checks are routine. Exploring nearby nature spots and local eateries provides a good sense of the region’s personality, and checking community calendars helps uncover seasonal events.

  • What is Fort Leonard Wood known for?

    Fort Leonard Wood is widely recognized as a major United States Army training installation and center for military engineering, chemical defense, and police training. The city has a strong military heritage and active community landscape.

  • What are the best hidden gems to explore in Fort Leonard Wood?

    Fort Leonard Wood features hidden gems such as small community museums, scenic walking paths, and locally owned cafes frequented by residents. Exploring wooded trails in nearby conservation areas can reveal quiet natural spots away from busier sites.

  • What are the best foods to try in Fort Leonard Wood?

    Local dining features classic Midwestern comfort foods such as barbecue, fried catfish, and hearty sandwiches. Homemade pies and locally roasted coffee are frequently suggested treats at area cafes and bakeries.

  • What should I bring for a trip to Fort Leonard Wood?

    Pack clothing suitable for changing weather—light layers for warm summers and insulated outerwear for cold winters, as temperatures range from 21°F (-6°C) winter lows to 87°F (31°C) summer highs. Comfortable shoes are helpful for exploring nature trails or museums, and a rain jacket is useful in spring and early summer.

  • What is the nightlife in Fort Leonard Wood like?

    Nightlife in Fort Leonard Wood tends to be low key, with casual bars, local restaurants, and community gathering spots found around town. Visitors often unwind at local grills or explore live music in neighboring communities for a relaxed evening out.

  • What are the most popular events or festivals in Fort Leonard Wood?

    The area hosts seasonal festivals and military appreciation events, especially around patriotic holidays such as Independence Day or Veterans Day. Community fairs and outdoor concerts are frequently suggested during warmer months.

  • Are there family friendly vacation rentals in Fort Leonard Wood?

    Fort Leonard Wood has many family friendly stays, often with features like multiple bedrooms, kitchens, and outdoor spaces. Look for accommodations around residential neighborhoods and nearby communities for a comfortable visit with children.