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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, 294 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, 138 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

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, 115 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, 110 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, 170 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 country-style cabin is set among lush greenery, providing a serene environment. The exterior features a porch and numerous windows that reflect sunlight. Tall trees frame the scene, casting gentle shadows on the manicured lawn, which blends seamlessly with the surrounding landscape.
Cabin in Saint Robert
4.99 out of 5 average rating, 135 reviews

Adventure Cabin - Close to Fort Leonard Wood!

Forget your worries in this spacious and serene space. Adventure Cabin is out in the country, but still close to Fort Leonard Wood and local amenities! Great place for basic training graduations or family get-togethers. Enjoy the amazing views off the back deck or spend the evening making memories while playing games in the huge game room! With thousands of acres of National Forest and a public river access right down the road, this cabin has a ton of options for outdoor activities.

Top Guest favourite
The open-concept living area is enhanced by exposed brick walls and wooden beams, creating a warm ambiance. A large sofa is positioned facing a coffee table and area rug, while a kitchen island with bar stools invites shared meals and gatherings. Natural light floods in through multiple windows.
Apartment in Lebanon
4.96 out of 5 average rating, 152 reviews

The Shopkeeper's Loft

Welcome to The Shopkeeper's Loft, a third floor retreat perched above the heart of historic downtown Lebanon. This Airbnb offers a blend of modern luxury and timeless charm, providing the ideal destination for your stay. See a video tour on youtube, just search "The Shopkeeper's Loft in Downtown Lebanon, MO" Whether you're visiting Lebanon for business, a family vacation, or a getaway with friends, The Shopkeeper's Loft provides an unparalleled retreat in the heart of Lebanon.

Top Guest favourite
A spacious great room features wood flooring and is illuminated by ceiling lights. Two comfortable couches in dark brown are arranged with decorative pillows. A pool table is visible in the background, accompanied by a dining table with wooden chairs. A rustic wooden door adds character.
Barn in Richland
4.92 out of 5 average rating, 106 reviews

Barn home close to Ft Leonard Wood

Quiet and secluded barn home close to Ft Leonard Wood and many outdoor activities. Close to the Gasconade river, Mark Twain National Forest, and a short drive to Lake of the Ozarks and Bennet Springs state park. The home has a spacious great room with two comfortable couches, 65 inch TV, wifi, and pool table, great for family and friend gatherings. Outdoor fire pit with firewood included. The property has a beautiful view of the woods and has an abundance of wildlife.

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, 111 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 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, 220 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, 185 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
A cozy living area features a light-colored sofa facing a wooden coffee table. Two armchairs with green upholstery flank the table. A chest of drawers stands against the dark wall, illuminated by wall sconces. Natural light enters through the partially covered window.
Home in Lebanon
4.96 out of 5 average rating, 239 reviews

The Bungalow on Third

Nestled in a quiet urban oasis just a stone's throw from downtown, our practical, cozy, pet-friendly bungalow 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. The Bungalow is the place you've been seeking, conveniently close to downtown, with a full kitchen.

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.