Family-friendly vacation rentals in Waynesville

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Top-rated family-friendly rentals in Waynesville

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Guest favorite

A modern kitchen is shown with a large wooden dining table set for four. White plates and glassware are arranged neatly on patterned placemats. Fresh greenery sits in a small vase at the center, and stainless steel appliances are visible in the background.

Home in Waynesville

4.95 out of 5 average rating, 163 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.

Top guest favorite

The exterior of a rustic cabin showcases a red metal roof and wooden log siding, framed by a spacious yard. Seating is provided by two red chairs arranged on a stone patio, surrounded by manicured bushes and a few trees with autumn foliage in the background.

Cabin in Devils Elbow

4.98 out of 5 average rating, 199 reviews

Tombstone Cabin with Hot Tub!

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.

Top guest favorite

An open-concept living area features a cozy couch with decorative pillows, complemented by a round coffee table. A well-equipped kitchen showcases wooden cabinetry, stainless steel appliances, and an island with bar stools, enhancing the functional design of the space.

Tiny home in Waynesville

4.98 out of 5 average rating, 243 reviews

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.

Guest favorite

The Bronze Gabel Cabin features a two-story structure nestled among trees, showcasing large windows and a spacious upper deck. String lights create a warm ambiance around the porch area, while the surrounding forest adds to the secluded atmosphere, inviting guests to relax outdoors.

Treehouse in Salem

4.93 out of 5 average rating, 106 reviews

*New Bronze Gabel Cabin

Crafting an Experience - Welcome to The Bronze Gabel Cabin. Tucked away in the Salem/Rolla area this 15 acre woodland is a unique getaway experience awaiting. Explore nearby Fugitive Beach, Current River & the beautiful Montauk State Park. A cabin highlight is the wrapped upper decking for an memorable outdoor movie night or relax with your locally roasted coffee. At night, sit around the fire pit & listen to the sounds of the Ozarks. The Bronze is one of its kind & a perfect couples retreat.

Top guest favorite

The charming Victorian home features a welcoming front porch with white railings and steps leading to a large door framed by windows. The yellow siding contrasts with the brown roof, while the surrounding greenery enhances the inviting appearance of the property.

Cottage in Rolla

4.97 out of 5 average rating, 226 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 toasty fire, and watch your 55" Roku Smart TV (be sure to bring your login information for your favorite streaming apps!). The Victorian is not suitable for children. For family-friendly stays, check out our other AirBNB listings: “Breathtaking Blacksmith Bungalow,” and the “Exquisite Log Cabin.”

Guest favorite

A well-equipped kitchen features dark wood cabinetry and stainless steel appliances. A small island with two high chairs and a trash bin is visible. Light streams from sliding glass doors that lead to a balcony, creating a bright, functional space.

Apartment in Waynesville

4.83 out of 5 average rating, 117 reviews

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

Top guest favorite

An outdoor seating area features a round, suspended chair with cushions, offering a panoramic view of the Gasconade River valley. Natural sunlight filters through the trees, casting soft shadows across the wooden deck.

Cabin in Dixon

4.99 out of 5 average rating, 124 reviews

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.

Top guest favorite

The cozy cabin exterior is softly illuminated at dusk, showcasing a welcoming porch with rocking chairs. A wooden rail leads to the entrance, surrounded by natural greenery. A fire pit is positioned nearby, inviting evenings spent outdoors.

Cabin in Laquey

4.97 out of 5 average rating, 115 reviews

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.

Guest favorite

The interior of the yurt features a spacious layout with wooden beams and lattice walls. A comfortable seating area includes a blue sofa and a round coffee table atop a vibrant, circular rug. A modern kitchen is visible in the background, adjacent to a wooden loft ladder.

Yurt in Phillipsburg

4.94 out of 5 average rating, 366 reviews

Maggie's Modern MEGA YURT (30ft)

30 ft YURT with a loft and 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 full kitchen, regular plumbing, climate control and all the comforts of home. Keep in mind, we list this as 2 bedrooms but the 2nd bedroom is a open loft area and not private. You will love your stay in Maggie's MEGA Yurt!

Superhost

The entrance features a bright yellow door with a decorative wreath, flanked by black shutters. Neatly trimmed green bushes add a touch of greenery, while a welcome mat lays in front. The surrounding area is landscaped with a variety of plants.

Home in Rolla

4.86 out of 5 average rating, 436 reviews

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!

Guest favorite

An inviting interior view displays a cozy sleeping area featuring a quilted bedspread. A wood cabinet and a TV are visible, alongside a small dining set. An air conditioning unit provides comfort, while a coffee maker is positioned on a nearby shelf.

Tiny home in Salem

4.92 out of 5 average rating, 191 reviews

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 .

Guest favorite

A spacious living area features a large sectional sofa in a rich brown tone, positioned in front of a distinctive mural displaying silhouettes of soldiers against an American flag backdrop. A circular coffee table sits in the center, with natural light entering from a nearby window.

Home in Waynesville

4.87 out of 5 average rating, 166 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.