Holiday houses in Waynesville

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Top-rated holiday rentals in Waynesville

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Top Guest favourite
Tiny home in Waynesville
4.98 out of 5 average rating, 281 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, 124 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
Apartment in Waynesville
4.82 out of 5 average rating, 138 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
Home in Saint Robert
5 out of 5 average rating, 99 reviews

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!

Top Guest favourite
A modern cabin exterior is shown, featuring warm outdoor lighting and a combination of wood and metal materials. A spacious deck is accessible via steps, while a covered area with a grill and outdoor movie projector is visible on the side. Lush greenery surrounds the property.
Cabin in Leasburg
4.99 out of 5 average rating, 153 reviews

Luxury Cabin Sleeps 6 w/ Hot Tub and Outdoor Movie

Welcome to our Beautiful Luxury Cabin in the Woods—more than just a place to stay, it's an unforgettable experience. Nestled on 9 private acres, this custom-built, Scandinavian-inspired retreat offers the perfect blend of comfort and adventure. While the property features just one other guest cabin nearby, there are NO SHARED AMENITIES, ensuring you have complete privacy during your stay. The cabin is near Onondaga State Cave Park, Meramec River, Float Trips, Wineries and local dining.

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, 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, 122 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
The exterior of the Grain Bin Cabin is showcased beside a tranquil pond, reflecting the cabin's metallic structure. Adirondack chairs surround a firepit on the grass, with picnic tables positioned nearby, creating an inviting outdoor space.
Cabin in Versailles
4.99 out of 5 average rating, 169 reviews

The Highland GrainBin, Highland Cows, Firepit

Welcome to our charming boho-inspired Grain Bin Cabin, the Highland is ideal for 2-3 adults or 2 adults and 2 smaller children. Upstairs, you'll find a comfortable king bed in the loft, while downstairs features a cozy futon in the main living space. The full kitchen is equipped with everything you need. Full Bath with a walk-in shower downstairs. Experience a serene countryside getaway with breathtaking sunsets and peaceful surroundings, just moments away from Versailles.

Top 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, 103 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
A game room features a pool table with a vibrant green felt surface, surrounded by light-colored walls. A large American flag mural is displayed on the back wall, while a Pacman arcade cabinet stands in the corner. Natural light enters through large windows.
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.

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
4.96 out of 5 average rating, 221 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.

Popular amenities for Waynesville holiday rentals

When is the best time to visit Waynesville?

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Frequently Asked Questions

  • What are the best places to stay in Waynesville?

    Waynesville has vacation rentals near downtown, in residential areas, and close to the creek. Many guests appreciate staying near parks or the historic core for easy access to local attractions and green spaces.

  • What are the best things to do in Waynesville with kids?

    Families can explore riverfront parks, visit local museums, and enjoy interactive playgrounds. Seasonal festivals and hands-on learning at educational sites are also frequently suggested for children.

  • What are some of the best things to do in Waynesville?

    Visitors often explore historic Route 66 sites, walk riverside trails, and visit local museums. Sampling regional food, browsing downtown shops, and enjoying seasonal fairs are also frequently suggested.

  • How is the weather in Waynesville?

    Waynesville experiences cold winters near 21–46°F (-6–8°C), with most rain falling in spring. Summer brings warmer, humid days around 75–87°F (24–31°C), while autumn and spring are generally mild and pleasant.

  • When is the best time to visit Waynesville?

    Late spring and early autumn are often recommended for mild temperatures, blooming landscapes, and comfortable outdoor conditions, with temperatures generally ranging from 55–80°F (13–26°C). Summer brings warmer weather and more local events, while winters are quieter and cooler.

  • What are the best places to visit in Waynesville?

    Explore the historic downtown, tour local museums that highlight both Route 66 and military history, and relax at riverfront green spaces. The Roubidoux Spring area is also frequently suggested.

  • What are some hiking trails in Waynesville?

    Explore trails along the Roubidoux Creek, which feature woodlands, creekside views, and occasional caves. Many visitors also enjoy walking paths in local parks and nearby outdoor recreation areas.

  • What are some family activities we can do in Waynesville?

    Waynesville has picnic spots by the creek, family-friendly walking trails, and locally focused heritage museums. Group paddle adventures on the river and seasonal community events are often enjoyed together.

  • What are some of the best day trip ideas from Waynesville?

    Discover state parks with scenic trails, enjoy paddling on local rivers, or tour regional caves and historical landmarks. Popular day trips often highlight outdoor adventure and cultural sites in the surrounding Ozark region.

  • Are there any pet friendly accommodations available in Waynesville?

    Waynesville has a range of pet-friendly vacation rentals, including options near parks and outdoor areas where dogs are welcomed on walks. Hosts frequently list pet policies in advance to help guests plan comfortably.

  • What are some local tips for visiting Waynesville?

    Try guided history walks to learn about Waynesville’s heritage, and bring a refillable water bottle for outdoor activities. Locals often suggest evening strolls along the creek and keeping an eye out for rotating community events or markets.

  • What is Waynesville known for?

    Waynesville has a historic downtown, ties to Route 66, and scenic Ozark landscapes. Visitors frequently discover its local museums, military heritage, and riverfront parks.

  • What are the best hidden gems to explore in Waynesville?

    Roubidoux Spring's unique underwater cave and nearby interpretive trails are often described as lesser-known highlights. Small local art spaces, independent shops, and quieter creekside spots provide a distinct, laid-back atmosphere.

  • What are the best foods to try in Waynesville?

    Waynesville has classic Midwest flavors, including hearty barbecue, homestyle sides, and seasonal pies. Visitors often enjoy bakeries, locally owned diners, and spots serving regional specialties.

  • What should I bring for a trip to Waynesville?

    Plan for changing weather with layered clothing, rain gear in spring, and sun protection in summer. Comfortable walking shoes are helpful for exploring trails and the historic downtown.

  • What is the nightlife in Waynesville like?

    Waynesville has casual bars and venues with local music, as well as relaxed eateries that are popular gathering spots. The scene is generally laid-back, with occasional live entertainment and community events.

  • What are the most popular events or festivals in Waynesville?

    Waynesville has seasonal festivals celebrating Route 66 heritage, autumn harvests, and local culture. Parades, craft fairs, and outdoor concerts are frequently scheduled around major holidays and in late spring or fall.

  • Are there family friendly vacation rentals in Waynesville?

    Many vacation rentals in Waynesville welcome families, featuring amenities like kitchens, multiple bedrooms, and easy access to local parks. Hosts commonly share helpful area tips for guests traveling with children.

Quick stats about holiday rentals in Waynesville

  • Total holiday rentals

    Explore 60 holiday rentals in Waynesville

  • Nightly prices starting at

    Waynesville holiday rentals start at $70 AUD per night before taxes and fees

  • Verified guest reviews

    Over 2,680 verified reviews to help you choose

  • Family-friendly holiday rentals

    40 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 20 rentals that welcome pets

  • Rentals with dedicated workspaces

    30 properties have a dedicated workspace

  • Wi-Fi availability

    60 of Waynesville holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Waynesville rentals

  • 4.9 Average rating

    Waynesville stays are highly rated by guests—averaging 4.9 out of 5!

  1. Airbnb
  2. United States
  3. Missouri
  4. Pulaski County
  5. Waynesville