Holiday houses in Fort Leonard Wood

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Top-rated holiday rentals in Fort Leonard Wood

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Guest favourite
The exterior of the house showcases a welcoming front porch framed by red brick and light siding. Two chairs are positioned beside a small table, offering outdoor seating. Lush green shrubs are planted near the entrance, and a paved walkway leads to the door.
Home in Devils Elbow
4.91 out of 5 average rating, 96 reviews

Patriot's Peaceful Abode-nearFLW

Welcome to Patriot's Peaceful Abode! This 3BDR, 2-Bath haven is perfect for military families attending graduations at Fort Leonard Wood, just 15 minutes away. Enjoy vaulted ceilings, unwind in the jet tub, and savor moments together in a space that feels like home. Plus, we're only 5 minutes from the quirky Uranus Fudge Factory attraction. Make memories, celebrate victories, and cherish family time in this comforting retreat. And yes, there's an espresso machine for those extra special moments!

Superhost
Home in Saint Robert
4.82 out of 5 average rating, 91 reviews

Renovated home close to FLW!

Welcome to your home away from home! Our newly listed 2-bed, 2-bath retreat accommodates up to 4 guests. With fresh furnishings, this space offers high-speed Wi-Fi, two Smart TVs with Netflix, Roku, and other streaming apps. The well-equipped kitchen is perfect for coffee or whipping up home-cooked meals. A washer and dryer in the unit add convenience to your stay. Close to FLW, our location is ideal for military personnel. Enjoy proximity to dining, shopping, the base, and other attractions.

Top Guest favourite
The Arbor Cabin is seen in the evening light, surrounded by lush trees. Soft lighting from string lights outlines the deck and pathway, creating a cozy atmosphere. A stone pathway leads through landscaped areas dotted with potted plants, enhancing the inviting outdoor space.
Cabin in Richland
5 out of 5 average rating, 100 reviews

ARBOR CABIN Retreat, King Bed, Fire pit, BBQ

Tucked in the woods on a 530-acre farm, is the cozy but luxurious Arbor Cabin, where 1 - 3 persons can relax and unwind by the fire pit under the stars and wake up to peaceful forest views. Prepare meals in a fully furnished kitchen or cook on the outdoor BBQ. Gently swing in the hanging egg chairs and play outdoor games. Perfect for a romantic escape or quiet reset, it's the kind of place you truly unplug and breathe. Just minutes from I-44/Route 66, and 30 minutes from Ft. Leonard Wood.

Guest favourite
A modern kitchen features dark wooden cabinets and stainless-steel appliances. A spacious living area is visible, furnished with a comfortable couch. Wall art with colorful glasses adds a touch of creativity to the neutral-colored walls.
Apartment in Waynesville
4.88 out of 5 average rating, 99 reviews

Downtown Route 66, Apartment

Get you kicks on Route 66! Enjoy easy access to everything from this centrally located downtown apartment on Route 66. Shops, restaurants and bars are a short walk away. Enjoy fishing in the Roubidoux spring, a walk in the waynesville city park, visit museums or explore nearby trails. We are approx 5 miles from Fort Leonard Wood. The apartment is secured with no public access to the individual units. Guests must be buzzed in. Be our guest! The unit is smoke & pet free. NO smoking allowed

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, 120 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!

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, 173 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
Cabin in Waynesville
5 out of 5 average rating, 10 reviews

Roubidoux Creek Cabins - #101

Welcome to your cozy cabin retreat on the edge of Waynesville Park! This brand-new cabin features a plush king bed, a cozy kitchenette, and a modern bath with a walk-in shower - everything you need for a restful stay! Enjoy peaceful surroundings just a short walk from downtown Waynesville, Historic Route 66, and local dining and boutique shops. Conveniently located near I-44 and Fort Leonard Wood (5.8 miles from the main gate). Primary guest must be at least 25 years of age.

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, 112 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 single-story home is shown from the front yard, featuring a covered porch with white railings. Two tall evergreens flank the entrance, and a well-manicured lawn leads to the driveway. The garage door and window on the right complement the exterior design.
Home in Saint Robert
5 out of 5 average rating, 52 reviews

The Blue Sage Inn-7 mins from FLW

Come relax in this beautiful modern single story home located in a quiet residential neighborhood. Conveniently located near shopping, restaurants and 7 minutes from the Fort Lenard Wood visitor center. The home features 3 bedrooms with a beautiful master suite, 2 full bathrooms, an open concept main living area, a fully equipped kitchen, and high speed Wi-Fi and smart TV's to watch all your favorite streaming shows. Perfect for basic training events and schools.

Top Guest favourite
A game room features a pool table with a vibrant green felt surface, surrounded by light-colored walls. A large American flag mural is displayed on the back wall, while a Pacman arcade cabinet stands in the corner. Natural light enters through large windows.
Home in Waynesville
4.88 out of 5 average rating, 222 reviews

VSM’s Retreat Near Ft. Leonard Wood

Our home is perfect for creating memories as you attend that special Service Member’s graduation/event or just visiting and passing by. We are close to I-44 with easy access to everything: 10 minutes to Fort Leonard Wood, 5-15 minutes to grocery stores and restaurants in Waynesville and Saint Robert. We are also located 30 minutes from Rolla, 60-90 minutes to Springfield, and about 2 hours to either St. Louis or Branson.

Guest favourite
Home in Waynesville
4.94 out of 5 average rating, 114 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, 238 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!

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.