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Holiday houses in Waynesville

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Top-rated holiday rentals in Waynesville

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

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Top Guest favourite
Tiny home in Waynesville
4.98 out of 5 average rating, 286 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
Apartment in Waynesville
5 out of 5 average rating, 6 reviews

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.

Top Guest favourite
A bright bedroom features a large tufted bed with a light-colored duvet, complemented by decorative pillows. Soft natural light fills the space through sheer curtains, illuminating a wooden floor. Two bedside lamps and a television are positioned for convenience, while framed art is displayed on the wall.
Home in Saint Robert
5 out of 5 average rating, 107 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
Cabin in Dixon
4.99 out of 5 average rating, 162 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, 127 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, 97 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.

Top Guest favourite
Home in Saint Robert
5 out of 5 average rating, 76 reviews

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.

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, 108 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 spacious bedroom is presented, featuring a comfortable bed topped with a soft green blanket. Light filters through sheer curtains, illuminating the room. A flat-screen TV is mounted on the wall, and a decorative plant is placed beside a dresser, enhancing the overall design.
Home in Waynesville
4.98 out of 5 average rating, 57 reviews

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.

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
4.88 out of 5 average rating, 210 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.

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.
Apartment in Saint Robert
4.95 out of 5 average rating, 73 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.

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 $71 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