Holiday rentals in Waynesville

4.95 out of 5 average rating, 151 reviews

Cozy House On The HILL 10 Min from Ft. LeonardWood

We are located at the historical Rt 66 while only being 10 min from the main gate of Fort Leonard Wood. It is also walking distance to natural springs, trails, historic museums, gift shops, bars, restaurants, playgrounds, and so much more. We are a military family and know how much it means to be with your Soldier. Here you can relax, cook, play some games, sit outside and admire the remarkable view as well as the sunrises and sunsets. Don't feel like cooking, there are plenty options close by.

Superhost

5 out of 5 average rating, 4 reviews

Charming Cottage-12 miles to FLW. Low Cleaning Fee

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!

4.98 out of 5 average rating, 233 reviews

Tiny home in Waynesville

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.

4.82 out of 5 average rating, 108 reviews

Flat in Waynesville

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

4.99 out of 5 average rating, 111 reviews

Cabin in Dixon

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.

4.97 out of 5 average rating, 112 reviews

Cabin in Laquey

Cozy Country Cabin1 king Suite beautiful pond view

Relax at this cozy place to stay. Only 10 miles from Fort Leonard Wood. 1 mile from the Pulaski co shrine club. Built 10/22. Enjoy this space that features a cute front porch With a beautiful view of our pond. Fire Pit. King Suite 1 bed, and vanity station in master room. Bathroom, full kitchen with coffee/Tea creamer, sitting and dining area. Perfect for couples, groups of two. This is a sister cabin if you’d like to check availability of cozy cabin 2 for larger groups.

4.96 out of 5 average rating, 57 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.

4.92 out of 5 average rating, 177 reviews

Tiny home in Salem

Delightful 1 bedroom peaceful tiny house

You won’t forget the peaceful surroundings of this rustic destination. Your stay with us is sure to bring you back to simplicity of life while comfortably cozy and relaxed . While TV and WiFi are available , you will find yourself content with viewing the activities of the surroundings and serene atmosphere. Just minutes away you’ll find exciting selections of activities , excellent dining , and friendly small businesses with a wide selection of interest .

Townhouse in Saint Robert

4.93 out of 5 average rating, 117 reviews

3br 2.5ba Just 10 min From Main Gate of FLW

This duplex is located in the Missouri Ozarks, just outside FLW. It's only a 5.7 mile drive to get on base at the North Gate. Conveniently located by I-44 for quick access to the interstate (but you can hardly hear it, no worries). There are a plethora of food options on the main strip, just a few miles away! Food & entertainment options will be listed in the home. This home has 2 exterior cameras, one at the front door and one above the garage door.

4.88 out of 5 average rating, 154 reviews

Cozy Home Near Ft. Leonard Wood

This house is perfect for creating memories as you attend that special Soldier's graduation. Enjoy our pool table, smart TVs (located in the living room and family den), Pacman Arcade, highspeed WIFI, etc. while being located only minutes away from Fort Leonard Wood. As military members ourselves we understand the rarity of family get togethers, and designed this place in hope that you would be able to fully enjoy those precious moments together.

4.93 out of 5 average rating, 61 reviews

Ms Julie's on 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.

4.92 out of 5 average rating, 365 reviews

Cottage in Rolla

Historical Cottage with a shabby chic flair!

Historical cottage in neat country setting yet in town and close to everything you need. Quiet and secluded with covered front porch and lots of wildlife to enjoy. Open living area, spacious kitchen with work space, large full bathroom, main floor bedroom with a queen bed plus a small bed in the upstairs loft. Cute and clean! Near a park and the popular bike/walking trail.

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Other great holiday rentals in Waynesville

4.97 out of 5 average rating, 34 reviews

Your Haven! Gorgeous, quiet, near FLW. Hidden gem!

NicoleRating, 5 stars1 month ago

Jonathan’s place was perfect for our stay! We were able to bring our 2 goldens and it was close to FLW for our son’s BCT family day and graduation. We felt right at home and were able to relax and enjoy time with our soldier. I had a little blip with the lock (probably user error after 12 hrs in the car) but Jonathan was super responsive and it wasn’t even an issue. The home was exactly as described. And as a ‘clean freak’ dog owner that doesn’t want her home to smell like dogs - I was SO impressed by the cleanliness of this pet friendly airbnb!! If I ever need to stay near FLW in the future, it will be at Jonathan’s.

4.94 out of 5 average rating, 53 reviews

Family friendly home in Waynesville 15 min to FLW

BhavinRating, 5 stars3 weeks ago

Perfect overnight stop! My mum and I were driving from Dallas to Chicago and needed a safe, peaceful, and comfortable place to rest and this home was exactly that. Super spacious, clean, and thoughtfully equipped with everything you’d need. The air felt fresh, the views were lovely, and we both slept like babies. Check-in was seamless, the hosts were kind and communicative, and we truly appreciated the quiet surroundings. Would love to stay again on our return journey!

Cabin in Richland

4.73 out of 5 average rating, 22 reviews

Country Charm Cabins 26830

TaraRating, 5 stars3 weeks ago

Beautiful pair of cabins situated on a quiet property. It is remote, yet easily accessible to the highway. The cabins are gorgeous, immaculate and well-appointed. It has all the conveniences needed for an extended stay. A gentle soul of a dog sat on the porch with me in the morning. We greeted the day together. Amazing start to the end of my journey!

5 out of 5 average rating, 43 reviews

Guest house in Rolla

Charming Hummingbird Cottage

MeghanRating, 5 stars2 days ago

The cottage was absolutely adorable, impeccably decorated, with possibly the most comfortable bed/ bedding I've ever slept on! Close enough to town for anything you might want or need, but we felt like we were way out in the county. The outdoor space was incredible, we loved drinking coffee in the pavilion, watching birds and admiring the hard work that had obviously gone into making the space so cozy. 10/10 will recommend!!

5 out of 5 average rating, 15 reviews

Home in Saint Robert

Hideaway in a Luxurious Location

DominiqueRating, 5 stars2 months ago

Rice was amazing and very accommodating. I would definitely stay again if we ever visited the area again. Highly recommend staying with Bruce

4.8 out of 5 average rating, 5 reviews

Flat in Saint Robert

Sista's Suites- Suite A

EduardoRating, 5 stars2 days ago

5 Stars – Wonderful Host and Great Stay We had a great experience staying here. The host was kind, responsive, and incredibly helpful throughout our trip. Everything was clean, comfortable, and exactly as described. Even with unexpected changes on our end, she was accommodating and made things easy for us. I would absolutely recommend this place to anyone visiting the area. Thank you again for everything!

4.94 out of 5 average rating, 90 reviews

Home in Saint Robert

Family Friendly Home 5min from FLW Main Gate

ElizabethRating, 5 stars3 weeks ago

We have stayed here before and if we ever come back to the area we will stay here again. We love the house, location, and the backyard. It has everything we need and more. The host is absolutely amazing.