Family-friendly vacation rentals in Waynesville

Find and book unique family-friendly homes on Airbnb

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

  • Total vacation rentals

    Explore 40 vacation rentals in Waynesville

  • Nightly prices starting at

    Waynesville vacation rentals start at ﺩ.ﺇ 331 per night before taxes and fees

  • Verified guest reviews

    Over 1,800 verified reviews to help you choose

  • Pet-friendly vacation rentals

    Find 20 rentals that welcome pets

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wi-Fi availability

    40 of Waynesville vacation rentals include wi-fi 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!

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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Top guest favorite
Tiny home in Waynesville
4.98 out of 5 average rating, 286 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
Home in Saint Robert
4.93 out of 5 average rating, 128 reviews

Family-Friendly 4BR | 5 min to Fort Leonard Wood

Stay 5 minutes from Fort Leonard Wood’s main gate in this spacious 4-bedroom home designed for families, graduation visits, and military travel. Relax on the private deck, grill dinner in the fenced backyard, and start your morning with fresh coffee from the complimentary coffee bar. Why Guests Love This Home ✔ 5 minutes to Fort Leonard Wood main gate ✔ Spacious 4-bedroom layout for families & groups ✔ Fully fenced backyard ✔ Private deck with propane grill ✔ Coffee bar ✔ Quiet neighborhood

Superhost
The inviting living area showcases a brown leather sectional sofa facing a wall-mounted television. A decorative table lamp and a cozy rug add warmth. Adjacent, a dining area is visible, featuring a wooden table surrounded by chairs and illuminated by overhead lighting.
Home in Rolla
4.91 out of 5 average rating, 160 reviews

Near MS&T, Hospital, I44 & Ft.Wood, Fugitive Beach

We love this sweet and cozy home. This home is perfect for individuals and teams traveling for work, couples, families visiting soldiers at Fort Leonard Wood, or even to bring the whole family to this home with indoor and outdoor room for gathering & fun! Distance to Local Attractions: MS&T - 1 min Phelps Health - 1 min I-44 - 2 min Downtown Rolla - 3 min Amazon Distribution Center - 14 min STJ Winery - 14 min Fugitive Beach - 14 min Maramec Spring Park - 24 min Fort Leonard Wood - 30 min

Guest favorite
Apartment in Waynesville
4.82 out of 5 average rating, 139 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
A bright bedroom features a large tufted bed with a light-colored duvet, complemented by decorative pillows. Soft natural light fills the space through sheer curtains, illuminating a wooden floor. Two bedside lamps and a television are positioned for convenience, while framed art is displayed on the wall.
Home in Saint Robert
5 out of 5 average rating, 105 reviews

Hoover House: Your Fort Wood Sanctuary

Welcome to Hoover House, your perfect getaway just 10 minutes from Fort Leonard wood in St. Robert Missouri! This spacious 3-bedroom, 2-bath home, comfortably accommodates families and groups. Enjoy a fully equipped kitchen, a cozy living area, and a backyard ideal for relaxing after a day of adventures. Each bedroom is thoughtfully furnished for your comfort, ensuring a restful stay. Explore nearby attractions, or unwind in the peace of our neighborhood. Looking forward to hosting you!

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, 161 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
A country-style cabin is set among lush greenery, providing a serene environment. The exterior features a porch and numerous windows that reflect sunlight. Tall trees frame the scene, casting gentle shadows on the manicured lawn, which blends seamlessly with the surrounding landscape.
Cabin in Saint Robert
4.98 out of 5 average rating, 126 reviews

Adventure Cabin - Close to Fort Leonard Wood!

Forget your worries in this spacious and serene space. Adventure Cabin is out in the country, but still close to Fort Leonard Wood and local amenities! Great place for basic training graduations or family get-togethers. Enjoy the amazing views off the back deck or spend the evening making memories while playing games in the huge game room! 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
The exterior of the Grain Bin Cabin is showcased beside a tranquil pond, reflecting the cabin's metallic structure. Adirondack chairs surround a firepit on the grass, with picnic tables positioned nearby, creating an inviting outdoor space.
Cabin in Versailles
4.99 out of 5 average rating, 180 reviews

The Highland GrainBin, Highland Cows, Firepit

Welcome to our charming boho-inspired Grain Bin Cabin, the Highland is ideal for 2-3 adults or 2 adults and 2 smaller children. Upstairs, you'll find a comfortable king bed in the loft, while downstairs features a cozy futon in the main living space. The full kitchen is equipped with everything you need. Full Bath with a walk-in shower downstairs. Experience a serene countryside getaway with breathtaking sunsets and peaceful surroundings, just moments away from Versailles.

Top guest favorite
A welcoming front porch is featured, showcasing two turquoise chairs with decorative cushions. A small black table is placed between them, surrounded by potted plants. The porch is situated in front of a beige-colored home, with a grassy area extending in front.
Home in Waynesville
4.94 out of 5 average rating, 108 reviews

Home away from Home

Reconnect with loved ones in this family-friendly place just minutes from Fort LeonardWood. Close to the Gasconade river, Mark Twain National Forest, and a short drive to Lake of the Ozarks and Bennet Springs state park. 3 cozy bedroom's, 1 king, 1 queen, 2 twin beds, and 2 full bathrooms. With a fenced in backyard for your furry family members. Outdoor fire pit with firewood included. Trampoline with enclosure, swings, and hammock for an outdoors retreat away.

Top 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, 421 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!

Guest favorite
A game room features a pool table with a vibrant green felt surface, surrounded by light-colored walls. A large American flag mural is displayed on the back wall, while a Pacman arcade cabinet stands in the corner. Natural light enters through large windows.
Home in Waynesville
4.88 out of 5 average rating, 209 reviews

VSM’s Retreat Near Ft. Leonard Wood

Our home is perfect for creating memories as you attend that special Service Member’s graduation/event or just visiting and passing by. We are close to I-44 with easy access to everything: 10 minutes to Fort Leonard Wood, 5-15 minutes to grocery stores and restaurants in Waynesville and Saint Robert. We are also located 30 minutes from Rolla, 60-90 minutes to Springfield, and about 2 hours to either St. Louis or Branson.

Guest favorite
Home in Waynesville
4.94 out of 5 average rating, 179 reviews

Cozy House On The HILL Military Family Favorite

Welcome! Many of our guests stay with us while attending basic training graduation at Fort Leonard Wood, and we’re honored to host you during such an important milestone. The home is approximately 10 minutes from Fort Leonard Wood. Our fully stocked kitchen is available for family meals and celebrations. Restaurants, shopping, and local attractions are within walking distance if you prefer to dine out.

Popular amenities for Waynesville family-friendly rentals

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