Holiday rentals in Pulaski County

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Top-rated holiday rentals in Pulaski County

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Guest favourite
A gravel gathering space features four wooden Adirondack chairs arranged around a circular fire pit. Lush greenery and trees provide a natural backdrop, while the open sky above creates a bright and inviting atmosphere for relaxation.
Home in Waynesville
4.89 out of 5 average rating, 27 reviews

Charming Cottage-12 miles to FLW.

Welcome to The Nest. Perched on a scenic hillside, this charming and historic 1940's home with original wooden floors, offers a peaceful escape with stunning views of a sprawling field dotted with cows and a meandering river. Just a short stroll away is the heart of downtown, local dining and boutique shopping. Inside, slip into one of our soft, spa-quality robes and sink into bed with our luxurious linens. This is more than just a place to stay—it’s an experience. We can't wait to host you!

Top guest favourite
Tiny home in Waynesville
4.98 out of 5 average rating, 280 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
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
4.97 out of 5 average rating, 123 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.

Guest favourite
Home in Waynesville
4.9 out of 5 average rating, 10 reviews

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.

Guest favourite
Flat in Waynesville
4.82 out of 5 average rating, 137 reviews

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

Top guest favourite
A modern kitchen features gray cabinetry and stainless steel appliances. The spacious island with bar stools provides ample space for meal preparation. Large windows frame a view of the surrounding landscape, allowing natural light to brighten the area. Light blue walls complement the design.
Cabin in Dixon
4.99 out of 5 average rating, 158 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, 121 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
A comfortable living area features a red leather sofa with decorative cushions, complemented by a matching recliner. A rectangular coffee table occupies the center, while a television sits on a wooden cabinet. Natural light streams in through two windows, enhancing the inviting space.
Home in Waynesville
5 out of 5 average rating, 95 reviews

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.

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, 102 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.

Guest favourite
Home in Waynesville
5 out of 5 average rating, 8 reviews

Cozy Updated 3BR Near Fort & Downtown

Welcome to your home away from home! This updated 3 bedroom, 2 bathroom stay features comfortable queen beds in every room, a nicely stocked kitchen, and a fully fenced backyard perfect for relaxing after a long day. Located in a quiet, safe neighborhood, you’ll be just minutes from downtown Waynesville and only a short drive to Fort Leonard Wood, ideal for military graduations, visits, or family trips. Cozy, convenient, and thoughtfully prepared for every guest!

Guest favourite
Home in Waynesville
4.87 out of 5 average rating, 207 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, 177 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.

Popular amenities for Pulaski County holiday rentals