Family-friendly vacation rentals 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.

Jaded Glamping

Quaint + cozy 2 bed/1 bath cabin, sitting on 40 acres, on Lane Springs Rd. Cabin has been completely updated & is perfect if you're wanting to camp with convenience. All of the furniture & bedding is new, making it as comfortable as it is cute! ML features one bed, with a loft & 2nd bedroom upstairs. You'll enjoy a kitchen & W/D..making it feel like home. There's a spacious back deck that walks off the DR, & leads to the fire-pit & trail. Looking for more adventure, head down to Lane Springs!

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

Lake Ozarks! New Vacation Condo on the Strip-C

Welcome to Paradise City Unit C! The ONLY Nightly rentals on the HISTORIC Bagnell Dam Strip! Brand new 3 bed 2 bath vacation rental condos on the strip. Everything is brand new, fresh, clean and stylish. This unit can sleep up to 10. Enjoy the night life, car shows, boat shows, boat races, bike fest and everything else that this area has to offer! There are boat rentals, parasailing and jet ski rentals just steps from this unit. Close to shopping, entertainment, restaurants and more! .

Maggie's Man Cave on Rt 66 (Not really a cave)

Maggie's Man Cave is NOT really a cave, it is a private suite in our basement with a separate driveway and entrance from the main home. You will hardly know there is a family living above you as you settle into this comfortable, modern and welcoming space - you will feel at home in this rural setting with easy access to I-44 and either Lebanon, Conway or Bennet Spring State Park. Feel free to relax in the suite or enjoy our 50 acres inclusive of a pond and woods with walking trails.

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.

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.

Cozy Cottage on Historic Route 66

Nestled in historic Saint James, this renovated 2-bed, 1-bath home is perfect for family, friends, and pets. Relax in cozy comfort or explore nearby attractions like downtown boutiques, the Leatherwood Cigar Shop, and fine dining at Sybill’s. Ride the trolley to STJ Winery or Public House Brewing, or drive to Maramec Springs, Forest City Bike Trail, Rolla MS&T, and Fort Leonard Wood. This hidden gem is your ideal getaway!

Lakeside Stay for Two by Wet Feet Retreats

This private room and bathroom includes a queen bed, coffee maker, microwave, mini fridge, smart TV, fast Wi-Fi, and a portable fan for comfort. Please note: While the property is lakeside, THERE IS NO LAKE VIEW. Airbnb labels it as such due to its location near the lake. Just 10 minutes from H. Toads, Shady Gators, Lazy Gators, and 15 minutes from Bagnell Dam. Docknockers Bar & Grill is a short walk down the hill!