Family-friendly holiday rentals in Waynesville

Find and book unique family-friendly homes on Airbnb

Top-rated family-friendly rentals in Waynesville

Guests agree: these family-friendly homes are highly rated for location, cleanliness and more.

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Guest favourite
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
4.94 out of 5 average rating, 172 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 favourite
Tiny home in Waynesville
4.98 out of 5 average rating, 263 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 favourite
The kitchen features wooden cabinets providing ample storage, accented by a stone backsplash. Stainless steel appliances, including a gas stove and refrigerator, are present. Natural light enters through a window above the sink, and wooden flooring adds warmth to the space.
Home in Waynesville
4.98 out of 5 average rating, 102 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 8 adults.

Top guest favourite
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, 233 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 favourite
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.
Flat in Waynesville
4.81 out of 5 average rating, 127 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 favourite
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, 136 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 favourite
An original-brick archway frames a wooden sliding door crafted from repurposed floor joists. To the right, a modern kitchen features wood cabinetry and stainless-steel appliances. A small dining table with wooden chairs sits in the center, accompanied by a decorative flower arrangement.
Flat in Saint James
4.97 out of 5 average rating, 257 reviews

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.

Top guest favourite
Cabin in Laquey
4.97 out of 5 average rating, 118 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.

Top guest favourite
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, 384 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!

Top guest favourite
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, 198 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 favourite
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, 180 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.

Guest favourite
A spacious room features a futon with assorted pillows, a wooden side table, and a cozy queen bed in a warm-toned decor. Light wooden floors enhance the airy feel, while a small kitchenette is visible in the background, complemented by windows that invite natural light.
Guest house in Salem
4.81 out of 5 average rating, 411 reviews

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.

Popular amenities for Waynesville family-friendly rentals

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Quick stats about holiday rentals that are family-friendly in Waynesville

  • Total holiday rentals

    Explore 30 holiday rentals in Waynesville

  • Nightly prices starting at

    Waynesville holiday rentals start at € 68 per night before taxes and fees

  • Verified guest reviews

    Over 1,770 verified reviews to help you choose

  • Pet-friendly holiday rentals

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wifi availability

    30 of Waynesville holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Waynesville rentals

  • 4.9 Average rating

    Waynesville stays are highly rated by guests – averaging 4.9 out of 5!