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
Apartment in Lake Ozark
4.96 out of 5 average rating, 139 reviews

Lake views: Couple retreat/Family time/Remote work

Your perfect winter getaway - Truly a guest favorite at the lake! If you're looking for the BEST VIEW of the main channel, you’ve found it! 1 bedroom, 1.5 bath, top floor condo with a loft and HUGE private balcony on the water where you can nestle into a hammock and immerse yourself in views of summer sunsets and stargaze. Located on the desirable Horseshoe Bend—close to restaurants, bars, golf courses, & more! The complex also has a pool with lake views (mid May-mid Sept) Boat+PWC slip May-Sept

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, 171 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, 261 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.

Superhost
The cabin exterior is presented with a dark wood facade, featuring yellow shutters that contrast with the dark tones. A concrete path leads to the front door, surrounded by a natural landscape of trees and shrubs, creating a serene entrance.
Cabin in Rolla
4.87 out of 5 average rating, 194 reviews

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!

Guest favourite
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
4.94 out of 5 average rating, 118 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.

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, 126 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, 134 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, 117 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
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 .

Top guest favourite
The cozy bedroom features a large bed with a checkered blanket and natural wood walls. A fan provides airflow, while a window allows soft light to enter. A dark wooden dresser stands nearby, contributing to the rustic charm of the space.
Cabin in Saint James
4.99 out of 5 average rating, 181 reviews

Cedar Cabin-Angler’s Catch

Cedar Cabin w/King Bed, Fully Stocked Kitchen, Washer/Dryer, Walk-In Shower, Ramp Access, 2 Decks, Fire Pit, Grill, Free Parking, and 1.3 miles from Beautiful Maramec Spring Park. A trout fisherman’s catch or a couple’s cozy getaway. Close to several Ozark attractions including Maramec Springs Park, Montauk State Park, Current River, Huzzah River, and more. The cabin also has a love seat twin sofa sleeper and is 5 miles from town. Hope to see you soon 😉

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, 178 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.

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 £61 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!