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Holiday rentals in Pulaski County

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Top-rated holiday rentals in Pulaski County

Guests agree: these stays are highly rated for location, cleanliness and more.

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Guest favourite
A modern kitchen is highlighted by blue cabinetry and stainless steel appliances. A pink light fixture hangs above, while a plant cascades down from a shelf. Natural light streams in through two windows, illuminating a checkered floor and a decorative rug.
Home in Waynesville
4.9 out of 5 average rating, 30 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, 287 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.

Superhost
Home in Waynesville
4.92 out of 5 average rating, 13 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
A spacious living area is highlighted by a large sectional sofa, inviting relaxation. Natural light streams through two windows, illuminating the carpeted floor. In the background, a dining table and kitchen area are visible, creating a connected and open environment.
Home in Waynesville
4.98 out of 5 average rating, 87 reviews

Unwind, Recharge, Repeat

Welcome to your ultimate home away from home! Our charming 3-bedroom, 2-bathroom home is the perfect destination for your next getaway. Imagine gathering with family and friends in the spacious, fenced yard, where you can grill, play games, and relax. There is also a dedicated office area. Our game room is filled with entertainment options for all ages. With enough space to comfortably sleep 9 guests, Don't miss out on the opportunity to create lasting memories during your trip to the Ozarks!

Guest favourite
Tiny home in Dixon
4.88 out of 5 average rating, 16 reviews

Riverfront Escape • Hot Tub + Private Bluff Views

Wake up to the sound of the Big Piney River, sip coffee on the deck, unwind in your own private outdoor spa, and fish or float the river. Perched on a bluff with stunning views, this cozy escape is perfect for slow mornings & fire-lit nights. End your evening under the stars in the wood-fired hot tub. True glamping—no indoor bathroom. Enjoy a private cedar shower with hot water, river views, & a clean outdoor restroom. Perfect for couples & weekend getaways in a dreamy stretch of the Ozarks.

Superhost
Home in Waynesville
4.82 out of 5 average rating, 11 reviews

West Wing at The Stables

The Stables – West Wing 3BR · 1.5BA · Private Yard & Deck · 2-Car Garage Unwind in a peaceful countryside retreat overlooking horse pastures and open skies. Just minutes from Waynesville and Fort Leonard Wood, The West Wing offers a queen suite, full room, and bunk room, plus a 60″ Smart TV, surround sound, board games, and private deck with outdoor dining and fast Wi-Fi. Close to the base but far enough to avoid the traffic, noise and crime of St. Robert and Waynesville. Management on-site.

Guest favourite
Flat in Waynesville
4.83 out of 5 average rating, 143 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

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
4.87 out of 5 average rating, 103 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, 164 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.

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, 109 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 modern duplex is showcased, featuring two separate entrances, each with a black door and railings. The exterior is clad in a neutral grey material, complemented by a metal roof. Surrounding greenery adds a natural touch to the setting.
Flat in Saint Robert
4.95 out of 5 average rating, 74 reviews

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.

Guest favourite
Home in Waynesville
4.94 out of 5 average rating, 180 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