Holiday houses 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.

Family · Value · Checkout

Rosetta’s Retreat. Boutique Home. 5 min to FLW!

Welcome to Your Home Away from Home! Escape to Rosetta's Retreat, a unique and tranquil haven designed with families in mind. Nestled on a quiet, tree-lined street, this beautifully curated home offers the perfect balance of space for your loved ones and unbeatable central access to the city's best attractions including Fort Leonard Wood. 10 min to main gate. 5 min to west gate. We’ve poured our hearts into creating a space where families can truly relax, reconnect, and make lasting memories.

Location · Family · Hospitality

Steps to Spring, Shops & Eats | Cozy 1BR

This cozy 1-bedroom apartment is perfectly located next to Roubidoux Spring, along the historic Trail of Tears, and right on iconic Route 66—making it an ideal base for exploring the area. Enjoy walkable access to local shops, cafés, restaurants, and downtown events. Whether you’re here to explore nature, soak in local history, visit Fort Leonard Wood or enjoy a relaxing getaway, this apartment offers both comfort and convenience. Approx 6 miles or 10 minutes to Fort Leonard Wood main gate.

Location · Check-in · Parking

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!

Location · Family · Layout

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.

Family · Location · Indoor spaces

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.

Family · Location · Accuracy

Cozy Rock Cottage on Historic Route 66

This special place is located on Route 66 within walking distance to historic downtown Waynesville. Enjoy the beautiful city park and walking trail along the Roubidoux Creek and explore the unique shops and restaurants Waynesville has to offer. Fort Leonard Wood's Main gate and West gate are only a short drive away. If you are in the area to go trout fishing, visiting a loved one on Fort Leonard Wood or you are traveling the Mother Road, this cozy cottage is the place for you.

Location · Family · Barbecue

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.

Location · Value · Comfort

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.

Location · Family · Nearby

Beautiful Large 5 Bedroom-Close to Ft Leonard Wood

Come relax with the whole family in this beautiful large two-story home located in a quiet residential neighborhood, located near Ft. Leonardwood. The home features 5 bedrooms with a beautiful master suite, 3 full bathrooms, an open concept main living area, family game and entertainment area, a fully equipped kitchen, high speed Wi-Fi and smart TVs set up to watch all your favorite streaming shows. Home is located minutes from the gate. Perfect for graduations.

Location · Family · Hospitality

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.

Value · Family · Getting around

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.

Family · Value · Kitchen