Family-friendly holiday rentals in Waynesville

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.

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.

Chatham Cabin-Home of the Midwest Sunset!

Cozy cabin offers incredible lake views and lake access including boat dock with swim platform and swim ladder and fish sink and boat slips. Cabin includes a kitchenette with stove and all the kitchen essentials for cooking and staying in. Bath includes a 6 foot claw-foot tub w/shower. Nestled on a quiet lake road “Isle View” will not disappoint. Want to hike? We are close to Ha Ha Tonka State Park. Want to golf? We are one lake road over from Kinderhook golf course or Lake Valley golf course.

Charming Craftsman

Beautifully remodeled 40s home with lots of original character. This single family home is perfect for a small town stay, yet close to Lake of the Ozarks, Fort Leonard Wood, and Springfield. Or vacation here to enjoy our beautiful state parks like Bennett Springs or Ha Ha Tonka. The space Entire house 1000 sq ft 2 bed 1 bath with basement. Private driveway, Central heat and air, custom kitchen cabinets, brand new appliances and windows, everything has been freshly painted inside and out

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

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.

Journal Stay at The Old Opera House

Nestled in the heart of the Ozarks, this completely renovated 1900s property has been restored into a charming AirBNB stay. This property is perfect for business travel, couples, and small families. Guests will enjoy their stay at this quiet one bedroom apartment located in Historic St. James, adjacent to Route 66. This property is within walking distance to local favorites including Rich's Famous Burgers, Historic Johnnie’s Bar, and a short drive to Sybil’s for fine dining.

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.

Green Acres Farmhouse | Fugitive Beach and Rolla

This 1935 farmhouse is just 5 minutes from Fugitive Beach, Rolla, and Missouri S&T. Once a cowboy bunkhouse, it’s now a peaceful, family-friendly getaway with a full kitchen, Smart TV, WiFi, and a private backyard with sunset views and a BBQ grill. Sleeps up to 6 with 2 bedrooms, 2 extra roll away beds, a travel crib, and in-home laundry. ✔️ Flexible cancellation ✔️ Perfect for weekends, family visits, or a quiet Ozark escape We’d be honored to host you!

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 .

Courtesy Curve Traveler's Rest

One large room has 1 queen bed, a futon, and we can add a folding twin bed if needed. Full bathroom with shower and sink. Fullsized fridge with freezer, electric cookstove with oven,big screen TV with netflix, Hulu, etc. New Serta mattress, new hardwood floor, Fast WiFi, Close to town but no neighbors, private entrance. Close to the highway, Off road parking space close to the door. Well mannered pets welcome, ill mannered humans not so much.

Maggie's Modern MINI Yurt (16ft)

16 ft YURT with all the luxuries of a home (including HEAT and AIR)! This unique space is situated on our 50 acre farm with miles of trails and plenty of privacy. This is not your ordinary tent! This is glamping at its best with a mini fridge, microwave and Keurig, regular plumbing, climate control and all the comforts of home. You will love your stay in Maggie's MINI Yurt!