Holiday rentals in Waynesville

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Top-rated holiday rentals in Waynesville

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Guest favourite

Home in Waynesville

4.94 out of 5 average rating, 80 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.

15–22 Sep

₹9,912 per night

Guest favourite

Tiny home in Waynesville

4.99 out of 5 average rating, 162 reviews

Cozy Cottage 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 to share drinks with your family around the firepit

28 Dec – 4 Jan

₹12,365 per night

Guest favourite

Cabin in Devils Elbow

4.99 out of 5 average rating, 102 reviews

Tombstone Cabin

Make some memories at this unique and family-friendly cabin. Tombstone Cabin is out in the country, but still close to Fort Leonard Wood and local amenities! Great place for basic training graduations or to just get-away for the weekend. Enjoy the peace and quiet and relaxing in the private hot tub! The kids will love the loft beds in the 3rd bedroom! 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.

14–21 Sep

₹11,530 per night

Guest favourite

Home in St. James

4.97 out of 5 average rating, 137 reviews

Cozy Cottage on Historic Route 66

Cozy up in this hidden gem in historic Saint James. This two bed, one bath home is the perfect place to unwind and relax with family, friends, and pets. At this beautifully renovated vacation rental, you’ll find at-home comforts with plenty to do near by. Enjoy downtown boutique shopping, Leatherwood Handmade Cigar shop, amazing fine dining at Sybills. Catch the Trolly to STJ Winery, Pub Brew House, or a short drive to Maramec Springs, Forest City Mountain Bike Trail, Rolla MS&T, and Fort Wood.

5–12 Oct

₹6,782 per night

Guest favourite

Home in Waynesville

5.0 out of 5 average rating, 26 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 6 adults.

30 Sep – 7 Oct

₹10,255 per night

Guest favourite

Cabin in Laquey

4.97 out of 5 average rating, 71 reviews

Cozy Country Cabin By Ft Wood & 1 mile Shrine club

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 or small families. High speed internet for those needing to work remotely. Includes accessible to Netflix smart TV.

4–11 Sep

₹6,747 per night

Guest favourite

Guest suite in Dixon

4.97 out of 5 average rating, 192 reviews

Loft in the Woods

Only 30 min from North Gate of Fort Leonard Wood. Comfortable queen bed, claw foot tub & fully stocked kitchen. Secluded street, breath taking views from second story balcony. Relax by the fire pit outside while enjoying the sounds of nature. Restaurants, bar, grocery store & gas station within 5 min drive. Bolling Springs Campground near by. Fugitive Beach is 35 min away. Many hiking trails within driving distance. Why stay in a noisy hotel when you can relax at the Loft in the Woods!

29 Nov – 6 Dec

₹7,128 per night

Guest favourite

Cottage in Rolla

4.97 out of 5 average rating, 197 reviews

Charming Victorian

The furnishings are Victorian-modern and beautifully accent the high ceilings, tall windows, and lovely wood trim throughout the home. After enjoying the beautiful outdoors, curl up in front of a beautiful gas fire, and watch your 55" Roku TV with free Netflix and discovery+. The Victorian is not suitable for children. For family-friendly stays, check out our other AirBNB listings called the "Peaceful Meadow Loft," “Breathtaking Blacksmith Bungalow,” and the “Exquisite Log Cabin.”

9–16 Apr

₹8,649 per night

Guest favourite

Home in Waynesville

5.0 out of 5 average rating, 46 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.

7–14 Oct

₹10,792 per night

Guest favourite

Guest suite in Rolla

4.99 out of 5 average rating, 220 reviews

Swedish Country Hideaway

Welcome to the Swedish Hideaway! This unique Swedish style guest suite is your home away from home! Located in our private walk-out basement just 8 minutes from Rolla, it’s the perfect location if you want to see the stars at night, and still be close to town! :) We are only 12 minutes from Fugitive Beach and just a half hour drive to Fort Leonard Wood. This cozy hideaway contains a full size kitchen with all the basics you would need for a short or long term stay.

30 May – 6 Jun

₹6,682 per night

Superhost

Home in Rolla

4.87 out of 5 average rating, 336 reviews

Green Acres Farmhouse Rolla I-44/Military/MS&T

Historic farmhouse, modern gorgeous amenities! Completely remodeled and ultra clean with beautiful back porch views of fields and sunset. Quiet, comfortable, everything you need for an easy retreat! Welcome to Ozark Farms! Stop by our deli/bakery 7 days a week for shopping, breakfast/lunch/coffee/dessert! Great WiFi & cell service! 5 min from MS&T 4 min from Interstate 44 5 min from Fugitive Beach 25 min to Ft Leonard Wood Everything in Rolla is 10 min or less!

17–24 Dec

₹6,613 per night

Guest favourite

Tiny home in Rolla

4.95 out of 5 average rating, 456 reviews

Tiny Paradise on the Quarry

Come and enjoy the Tiny Paradise on the Quarry, as seen on HGTV's "Tiny Paradise" in 2017. House Beautiful Magazine's listed it as one of the TOP 50 Tiny Houses in the USA. Featured in People Magazine's HGTV special edition magazine. Missouri Life Magazine listed it as one of the top 9 gems in Missouri. Also featured as one of the four fall get-a-ways in 417 Magazine's. St. Louis Magazine listed it as the coolest Airbnb in their Aug/Sept 2019 issue.

25 Nov – 2 Dec

₹10,678 per night