Holiday rentals in Fort Leonard Wood

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Top-rated holiday rentals in Fort Leonard Wood

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Top guest favourite
Tiny home in Waynesville
4.98 out of 5 average rating, 274 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.

Guest favourite
Home in Saint Robert
4.93 out of 5 average rating, 121 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
The kitchen features wooden cabinets providing ample storage, accented by a stone backsplash. Stainless steel appliances, including a gas stove and refrigerator, are present. Natural light enters through a window above the sink, and wooden flooring adds warmth to the space.
Home in Waynesville
4.98 out of 5 average rating, 120 reviews

Domicile at Fort Leonardwood

Forget your worries in this spacious and serene home with easy 5min access to Fort Leonardwood. Absolutely ideal for family visiting a graduating military member from one of the many training commands. Whether you explore the famous route 66 that runs through Waynesville, MO, the Army Engineer Museum, or just want a place for your soldier to relax with family, the Domicile at Fort Leonardwood will be a great experience. Parking for large vehicles, RV's, and trailers. Accommodates 8 adults.

Top guest favourite
A welcoming brick exterior of the home is complemented by vibrant red roses in bloom. The flowers are lush and positioned in the foreground, framing the exterior, which features large windows and classic shutters under greenery-filled trees.
Home in Saint Robert
5 out of 5 average rating, 45 reviews

Patriot Coffeehouse - Retreat at FLW

Welcome to The Patriot Coffeehouse, your place of comfort just minutes from FLW and historic Route 66. Thoughtful Farmhouse and Americana style, this spacious inviting wooded retreat is perfect for military families, travelers, or anyone looking to unwind in comfort with a touch of patriotic charm. The Patriot Coffeehouse is more than just a stay — it’s an experience. Whether you’re relaxing or celebrating, you’ll find peace, pride, and plenty of comfort with an enjoyable and memorable stay.

Top guest favourite
A modern farmhouse is set against a backdrop of lush trees, featuring a metal roof and a welcoming front entrance. A wooden path leads to the door, surrounded by well-maintained greenery and stones, creating an inviting approach to the home.
Home in Newburg
4.94 out of 5 average rating, 309 reviews

The Retreat at Merry Meadows: Cheerful 4-Bed home

Bring the family to The Retreat with lots of room for fun. Located on a quiet country road, surrounded by woods and fields. I am sure you will find this spacious farm house built in 2019, to be the perfect retreat. We are about 10 miles south of rolla. Fugitive Beach is only a 20 minutes drive away. Kabekona Hills Retreat Center is practically next door. Lane Springs is another popular destination. The large living room and kitchen, makes this a perfect location to bring the whole family.

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, 153 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
4.98 out of 5 average rating, 119 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.

Guest favourite
The Bronze Gabel Cabin features a two-story structure nestled among trees, showcasing large windows and a spacious upper deck. String lights create a warm ambiance around the porch area, while the surrounding forest adds to the secluded atmosphere, inviting guests to relax outdoors.
Treehouse in Salem
4.94 out of 5 average rating, 145 reviews

*Bronze Gabel Cabin Treehouse

Crafting an Experience - Welcome to The Bronze Gabel Cabin. Tucked away in the Salem/Rolla area this 15 acre woodland is a unique getaway awaiting. Explore nearby Fugitive Beach, Current River & the beautiful Montauk State Park. A cabin highlight is the wrapped upper decking for an memorable outdoor movie night or relax with your locally roasted coffee. At night, sit around the fire pit & listen to the sounds of the Ozarks. The Bronze is one of its kind & a perfect couples retreat.

Guest favourite
A game room features a pool table with a vibrant blue felt surface at its center. Walls are adorned with a large American flag mural. Smart TV is mounted on one wall, while a Pacman Arcade machine stands in the corner. Large glass doors provide views to the outdoor space.
Home in Waynesville
4.88 out of 5 average rating, 202 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, 176 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.

Top 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
4.97 out of 5 average rating, 208 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.

Top guest favourite
A spacious living area features a large sectional sofa facing a wall-mounted TV. Decorative mountain landscape prints adorn the walls, while a light-colored rug with a geometric pattern lies beneath. A dining table with chairs is visible in the background, along with a partially open doorway leading to another room.
Home in Rolla
4.92 out of 5 average rating, 347 reviews

Cheerful 2 bedroom with peaceful back deck

Come enjoy this beautifully remodeled, spacious 2 bedroom home just minutes from I-44 and located in a peaceful, wooded neighborhood. Plenty of parking room for a trailer right out front if needed. Close to Missouri University of Science and Technology. 40 minutes from Fort Leonard Wood. Minutes from all of Rolla's amenities.

Popular amenities for Fort Leonard Wood holiday rentals