Holiday houses in Fort Leonard Wood

4.95 out of 5 average rating, 151 reviews

Cozy House On The HILL 10 Min from Ft. LeonardWood

We are located at the historical Rt 66 while only being 10 min from the main gate of Fort Leonard Wood. It is also walking distance to natural springs, trails, historic museums, gift shops, bars, restaurants, playgrounds, and so much more. We are a military family and know how much it means to be with your Soldier. Here you can relax, cook, play some games, sit outside and admire the remarkable view as well as the sunrises and sunsets. Don't feel like cooking, there are plenty options close by.

4.98 out of 5 average rating, 180 reviews

Cabin in Devils Elbow

Tombstone Cabin with Hot Tub!

Make some memories at this unique and family-friendly cabin. Tombstone Cabin is out in the country, but still close to Fort Leonard Wood and local amenities! Great place for basic training graduations or to just get-away for the weekend. Enjoy the peace and quiet and relaxing in the private hot tub! The kids will love the loft beds in the 3rd bedroom! 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.

4.98 out of 5 average rating, 233 reviews

Tiny home in Waynesville

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.

4.82 out of 5 average rating, 108 reviews

Apartment in Waynesville

Affordable Apt w balcony near Ft Leonard Wood

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

4.99 out of 5 average rating, 110 reviews

Cabin in Dixon

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.

4.94 out of 5 average rating, 125 reviews

Home in Rolla

Near Fugitive Beach, MS&T, Hospital, I44 &Ft.Wood

We love this sweet and cozy home! We know you will too! This home is perfect for individuals and teams traveling for work, couples, families visiting soldiers at FLW, or even to bring the whole family to this home with indoor and outdoor room for gathering & fun! Distance to Local Attractions: • MS&T (1 min) • Phelps Health (1 min) • I-44 (2 min) • Downtown Rolla (3 min) • STJ Winery (14 min) • Fugitive Beach (14 min) • Maramec Spring Park (24 min) • Fort Leonard Wood (30 min)

4.97 out of 5 average rating, 111 reviews

Cabin in Laquey

Cozy Country Cabin1 king Suite beautiful pond view

Relax at this cozy place to stay. Only 10 miles from Fort Leonard Wood. 1 mile from the Pulaski co shrine club. Built 10/22. Enjoy this space that features a cute front porch With a beautiful view of our pond. Fire Pit. King Suite 1 bed, and vanity station in master room. Bathroom, full kitchen with coffee/Tea creamer, sitting and dining area. Perfect for couples, groups of two. This is a sister cabin if you’d like to check availability of cozy cabin 2 for larger groups.

Apartment in Saint Robert

4.94 out of 5 average rating, 18 reviews

Comfy 2BR: 5 Min to Leonard Wood

Welcome to our cozy, 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!

Superhost

Home in Rolla

4.87 out of 5 average rating, 417 reviews

Green Acres Farmhouse | Fugitive Beach and Rolla

This 1935 farmhouse is just 5 minutes from Fugitive Beach, Rolla, and Missouri S&T. Once a cowboy bunkhouse, it’s now a peaceful, family-friendly getaway with a full kitchen, Smart TV, WiFi, and a private backyard with sunset views and a BBQ grill. Sleeps up to 6 with 2 bedrooms, 2 extra roll away beds, a travel crib, and in-home laundry. ✔️ Flexible cancellation ✔️ Perfect for weekends, family visits, or a quiet Ozark escape We’d be honored to host you!

4.92 out of 5 average rating, 176 reviews

Tiny home in Salem

Delightful 1 bedroom peaceful tiny house

You won’t forget the peaceful surroundings of this rustic destination. Your stay with us is sure to bring you back to simplicity of life while comfortably cozy and relaxed . While TV and WiFi are available , you will find yourself content with viewing the activities of the surroundings and serene atmosphere. Just minutes away you’ll find exciting selections of activities , excellent dining , and friendly small businesses with a wide selection of interest .

Townhouse in Saint Robert

4.93 out of 5 average rating, 117 reviews

3br 2.5ba Just 10 min From Main Gate of FLW

This duplex is located in the Missouri Ozarks, just outside FLW. It's only a 5.7 mile drive to get on base at the North Gate. Conveniently located by I-44 for quick access to the interstate (but you can hardly hear it, no worries). There are a plethora of food options on the main strip, just a few miles away! Food & entertainment options will be listed in the home. This home has 2 exterior cameras, one at the front door and one above the garage door.

4.88 out of 5 average rating, 153 reviews

Cozy Home Near Ft. Leonard Wood

This house is perfect for creating memories as you attend that special Soldier's graduation. Enjoy our pool table, smart TVs (located in the living room and family den), Pacman Arcade, highspeed WIFI, etc. while being located only minutes away from Fort Leonard Wood. As military members ourselves we understand the rarity of family get togethers, and designed this place in hope that you would be able to fully enjoy those precious moments together.

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Other great holiday rentals in Fort Leonard Wood

5 out of 5 average rating, 42 reviews

Guesthouse in Rolla

Charming Hummingbird Cottage

EllenRating, 5 stars1 week ago

The cottage was a perfect weekend getaway. It had everything we needed, was quiet, cozy, and very clean. We enjoyed our stay!

4.98 out of 5 average rating, 63 reviews

Home in Dixon

Ft. Wood Hideout

JoniRating, 5 starstoday

Absolutely beautiful and peaceful home to stay in. If you’re going to Fort Leonard Wood, it took us about 15 minutes to get there. Ms. Kay is very quick to respond and very helpful and friendly. She left drinks and snacks for us to enjoy. She has everything in the home you will probably need.

5 out of 5 average rating, 15 reviews

Home in Saint Robert

Hideaway in a Luxurious Location

DominiqueRating, 5 stars2 months ago

Rice was amazing and very accommodating. I would definitely stay again if we ever visited the area again. Highly recommend staying with Bruce

4.97 out of 5 average rating, 67 reviews

Unwind, Recharge, Repeat

ShaquandriaRating, 5 stars1 week ago

this place was great . we rented it for my husband graduation from basic and enjoyed every thing about it

4.94 out of 5 average rating, 17 reviews

Home in Saint Robert

Fort Leonard Wood. Saint Robert cottage Home. Pet

JenniferRating, 5 stars6 days ago

We were very pleased with the house, location, and surrounding nature. The neighborhood was quiet. The house decorations were pleasing and comfortable. The host was very thoughtful and easy to work with, very responsive.

5 out of 5 average rating, 13 reviews

Beautiful Large 5 Bedroom-Close to Ft Leonard Wood

TearaneiRating, 5 stars3 weeks ago

If you’re traveling for Family Day or graduation, this Airbnb is an absolute gem! 🌿✨ When I finished basic, the last thing I wanted was to stay on base—and I remembered that feeling when planning for my husband. I wanted to make sure he had somewhere peaceful and comfortable to relax, and this place did not disappoint. It’s surrounded by beautiful nature, with two patios perfect for relaxing and soaking it all in. Upstairs has two full bathrooms, including a stunning master bath that felt like a spa. The kitchen had everything we needed, and the games provided made for some fun, friendly competition. Downstairs was just as amazing—there’s a foosball table and a cozy sitting area where we could just enjoy being together. ❤️ Best part? It’s only 10 miles from base—so it’s well within the allowed mileage for training leave. We couldn’t have asked for a better spot to celebrate such a special I highly recommend it! 🏡🇺🇸