
Holiday rentals in Waynesville
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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 €34 per night before taxes and fees

Verified guest reviews
Over 2,570 verified reviews to help you choose

Family-friendly holiday rentals
40 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 30 rentals that welcome pets

Rentals with dedicated workspaces
30 properties have a dedicated workspace

Wifi availability
60 of Waynesville holiday rentals include wifi 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!
Top-rated holiday rentals in Waynesville
Guests agree: these stays are highly rated for location, cleanliness and more.

Bubbling Spring/River Getaway
Make some memories at this unique and family-friendly getaway as you take in the beautiful scenes of the Ozarks and Gasconade River from the front porch. Enjoy this 5 bedroom, 3.5 bath home at the end of a secluded gravel road. This rental has many features including a spacious living area, 3 fireplaces, covered porch, an outdoor entertainment center, and a sand volleyball area. This is the perfect vacation home for the outdoor enthusiasts to enjoy hiking, fishing, kayaking or wildlife viewing.

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!

Retro-Chic Bunkhouse 10 min to FLW!
Welcome to Funky Brothers Bunkhouse! Set up to host all your family’s needs. 10 minute drive to the main gate of FLW. The Bunkhouse offers a playroom for the kiddos! The primary suite is very spacious and relaxing, it is also on the other side of the house and not next to the other rooms in the home. There are two other rooms with a double bed each. The kids room is ready for up to 4 kids to take over and have fun in their own private space! Come have some fun at the Funky Brothers Bunkhouse!

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

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!

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.

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.

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.

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.

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.

Julie's Place on Rt 66
Minutes to FLW, enjoy modern and stylish comfort on historic Rt 66 with easy access off I-44. This charming home offers a rare king bed sleeping option. Includes full kitchen with complimentary coffee, tea, and hot chocolate with 3 coffee making options. Comfortable work space for two, family games, large spacious yard with deck and park grill for visiting and enjoying good weather.

Sista's Suites - Suite B
Newly remodeled duplex within walking distance to Cracker Barrel and Dairy Queen. Within a mile from Walmart and close to the front gate of Fort Leonard Wood. Enjoy a modern flare to this 2 bedroom/ 2 bath apartment with full kitchen and laundry room. (washer and dryer) Great location to all that St. Robert has to offer.
Popular amenities for Waynesville holiday rentals
Other great holiday rentals in Waynesville

Charming Cottage-12 miles to FLW.

Fort Wood Retreat

Cozy Updated 3BR Near Fort & Downtown

Roubidoux Creek Cabins - #101

Paris On The Hill

Gem 5 minutes from Fort Leonard Wood

Family friendly home in Waynesville 15 min to FLW

Simple Stay Near Fort Wood
When is the best time to visit Waynesville?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | €112 | €107 | €115 | €105 | €108 | €109 | €116 | €116 | €116 | €116 | €120 | €113 |
| Avg. temp | 0°C | 2°C | 7°C | 13°C | 17°C | 22°C | 24°C | 23°C | 19°C | 13°C | 7°C | 2°C |
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.
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