Family-friendly vacation rentals in Waynesville

4.94 out of 5 average rating, 142 reviews

Home in Saint Robert

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

KitchenFamilyAccess

4.93 out of 5 average rating, 106 reviews

The A-frame cabin features a steeply pitched roof and large front windows, allowing natural light to fill the interior. A welcoming porch with wooden seating is situated at the entrance, surrounded by a grassy area and trees, creating a serene outdoor setting.

Home in Laquey

Capone's Cozy Cabin - Near Fort Leonard Wood

Escape to the tranquility of the Missouri countryside with this charming A-frame located in Laquey. This rustic, 3 BR, 1 3/4 BA home nestled on 5 acres down a private, gravel road, makes it the perfect location to attend basic training graduations. Enjoy the pond in the yard or take in the natural beauty from the comfort of the cabin-styled interior. It's cozy atmosphere and secluded location makes this home ideal for those looking for a peaceful retreat that's still close to Ft Leonard Wood.

FamilyKitchenCondition

4.88 out of 5 average rating, 101 reviews

A modern kitchen features dark wooden cabinets and stainless-steel appliances. A spacious living area is visible, furnished with a comfortable couch. Wall art with colorful glasses adds a touch of creativity to the neutral-colored walls.

Apartment in Waynesville

Downtown Route 66, Apartment

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

FamilyKitchenAccess

4.85 out of 5 average rating, 100 reviews

The rustic cabin features weathered wood siding and a welcoming front porch. A wooden ramp leads to the entrance, flanked by vibrant teal chairs. Lush greenery surrounds the cabin, enhancing the peaceful, country setting.

Cabin in Richland

Edna Kay’s Rustic Cabin on Rt. 66 Close to FLW

Escape to a peaceful cabin retreat on historic Route 66, just 15 minutes from Fort Leonard Wood. Perfect for military families and outdoor enthusiasts. ✔ Family-friendly ✔ Easy access to I-44 ✔Near Uranus Fudge Factory ✔ Quiet country setting with modern comforts ✔ Convenient day trips to St. Louis or Buc-ee's Enjoy the best of both worlds! Country tranquility with easy access to local attractions, dining, and outdoor recreation. Book your stay today & experience the charm of Route 66!

Indoor spacesFamilyLaundry

5.0 out of 5 average rating, 122 reviews

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

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!

Indoor spacesKitchenView

4.98 out of 5 average rating, 143 reviews

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

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.

FamilyKitchenTV

4.95 out of 5 average rating, 182 reviews

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

*Bronze Gabel Cabin Treehouse

Crafting an Experience - Welcome to The Bronze Gabel Cabin. Tucked away in the Salem/Rolla area this 15 acre woodland is a unique getaway 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.

FamilyIndoor spacesQuiet

4.93 out of 5 average rating, 109 reviews

A spacious great room features wood flooring and is illuminated by ceiling lights. Two comfortable couches in dark brown are arranged with decorative pillows. A pool table is visible in the background, accompanied by a dining table with wooden chairs. A rustic wooden door adds character.

Barn in Richland

Barn home close to Ft Leonard Wood

Quiet and secluded barn home close to Ft Leonard Wood and many outdoor activities. Close to the Gasconade river, Mark Twain National Forest, and a short drive to Lake of the Ozarks and Bennet Springs state park. The home has a spacious great room with two comfortable couches, 65 inch TV, wifi, and pool table, great for family and friend gatherings. Outdoor fire pit with firewood included. The property has a beautiful view of the woods and has an abundance of wildlife.

FamilyIndoor spacesCheckout

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.

4.94 out of 5 average rating, 116 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.

FamilyKitchenAccuracy

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.

4.89 out of 5 average rating, 227 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.

FamilyKitchenParking

4.94 out of 5 average rating, 190 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.

FamilyKitchenNearby

4.94 out of 5 average rating, 120 reviews

Julie's Place on Rt 66

Minutes to FLW, enjoy modern and stylish comfort on historic Rt 66 with easy access off I-44. This charming home offers a rare king bed sleeping option. Includes full kitchen with complimentary coffee, tea, and hot chocolate with 3 coffee making options. Comfortable work space for two, family games, large spacious yard with deck and park grill for visiting and enjoying good weather.

KitchenIndoor spacesQuiet

Popular amenities for Waynesville family-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

4.98 out of 5 average rating, 301 reviews

Tiny home in Waynesville

Tiny Home with Hot Tub Near Ft. Leonard Wood!

KitchenIndoor spacesQuiet

4.98 out of 5 average rating, 256 reviews

The exterior of the log cabin is presented, featuring a combination of stone and wood siding. A covered porch is visible, with a spacious picnic table in front. Surrounding the cabin, trees provide a natural canopy, enhancing the peaceful setting.

Cabin in Rolla

Exquisite Log Cabin with fabulous hot tub!

KitchenFamilyView

4.89 out of 5 average rating, 133 reviews

Home in Lebanon

Cozy country home

Indoor spacesKitchenNearby

5.0 out of 5 average rating, 111 reviews

The rustic exterior of the cabin showcases live-edge cedar siding and a spacious front deck with wooden railing. Surrounding trees indicate the natural setting, while the gravel driveway leads to an unobstructed view of the creek nearby.

Home in Houston

Brushy Creek Cabin

FamilyIndoor spacesView

4.96 out of 5 average rating, 117 reviews

Natural light floods the spacious A-frame living area through large front windows, illuminating the polished wood floor. A ceiling fan hangs above, and a cozy seating arrangement is visible, complemented by a decorative rug. Outdoor seating can be seen through the glass doors.

Cabin in Camdenton

Aframe 34 ~ Lake Front ~ Dock ~ Hot Tub ~ Fire Pit

FamilyKitchenValue

4.95 out of 5 average rating, 152 reviews

A rustic cabin is set amid tall trees, featuring a spacious deck and outdoor stairs leading up. Five colorful kayaks are positioned near the water's edge, alongside comfortable lounge chairs, creating an inviting area for relaxation by the private lake.

Cabin in Macks Creek

Hot Tub Soaks, Nights Fireside! Macks Creek Cabin

Indoor spacesFamilyValue

4.99 out of 5 average rating, 135 reviews

The exterior view of the farmhouse highlights a two-story wooden structure with a green metal roof and welcoming entryway. Surrounding landscaping features a pebbled area with decorative elements, and lush greenery includes trees that enhance the tranquil rural setting.

Home in St. James

Reel-e Rustic Roost

FamilyKitchenView

4.97 out of 5 average rating, 190 reviews

The lakeside home is illuminated at night, showcasing multiple decks adorned with warm outdoor lighting. The three-level structure features large windows and sliding glass doors, providing views of the surrounding area. The deck is set against a backdrop of natural landscaping.

Home in Gravois Mills

*Wow, Luxury 5BR, 4BA Edgewater Escape w/ Hot Tub!

Indoor spacesFamilyWifi

Family- and pet-friendly home rentals

Superhost

A spacious living area features comfortable seating options, including a sofa and two armchairs. A neutral-colored area rug anchors the space, while wall art adds color. Natural light enters through two windows, illuminating the modern flooring and furnishings.

Home in Rolla

Rose Court

KitchenIndoor spacesParking

4.9 out of 5 average rating, 138 reviews

4.9 out of 5 average rating, 101 reviews

The exterior of the house showcases a welcoming front porch framed by red brick and light siding. Two chairs are positioned beside a small table, offering outdoor seating. Lush green shrubs are planted near the entrance, and a paved walkway leads to the door.

Home in Devils Elbow

Patriot's Peaceful Abode-nearFLW

FamilyIndoor spacesValue

4.97 out of 5 average rating, 153 reviews

A cozy living area features two brown sofas with white throw pillows and a central ottoman. A wooden TV stand holds a flat-screen television, reflecting soft lighting from the overhead fan. Light-colored walls and large windows create an airy atmosphere.

Home in Richland

Cozy Country Mobile Home LLC

FamilyIndoor spacesAmenities

4.93 out of 5 average rating, 125 reviews

A spacious living room features two dark gray sofas positioned across from two accent chairs, creating an inviting seating arrangement. A light-colored coffee table sits at the center, and a fireplace is framed by elegant decorative elements. Natural light enters through large windows dressed with soft drapes.

Home in Lebanon

Majestic Victorian | 4BR with 3 Ensuite Baths

KitchenFamilySleep quality

4.98 out of 5 average rating, 173 reviews

A rustic home built of natural wood is framed by blooming pink trees and lush green grass. The structure features a spacious porch with seating, while large windows allow views into the inviting interior.

Farm stay in Steelville

Yeary Farms Milt's Place with Private Beach!

Indoor spacesFamilyQuiet

4.94 out of 5 average rating, 446 reviews

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

Maggie's Modern MEGA YURT (30ft)

KitchenIndoor spacesPool

4.98 out of 5 average rating, 207 reviews

Home in St. James

Vineyard Views Farmhouse•Peaceful Retreat•Firepit

FamilyIndoor spacesValue

4.97 out of 5 average rating, 189 reviews

The exterior of a modern cabin is showcased, featuring a dark facade with a metal roof. A spacious front porch is lined with comfortable seating, while lush green grass surrounds the structure, enhancing the serene and natural setting among the trees.

Cabin in Houston

2 bedroom cabin nestled in the Shady pines

Indoor spacesFamilyQuiet

Family-friendly home rentals with a pool

4.95 out of 5 average rating, 582 reviews

A bright red tiny house is reflected in the calm water, surrounded by lush greenery. The property includes a private dock, equipped with a water slide and lounge chairs, enhancing the serene lakeside setting.

Tiny home in Rolla

Tiny Paradise on the Quarry

FamilyKitchenWifi

4.99 out of 5 average rating, 189 reviews

A charming cottage nestled among lush greenery features a welcoming front porch with seating. The light exterior contrasts with the surrounding trees, while a pathway leads to the entrance. Accents like hanging plants and a circular window enhance the inviting facade.

Home in Osage Beach

Tan-Tar-a Resort Home

Indoor spacesKitchenCleanliness

4.92 out of 5 average rating, 127 reviews

A stunning lake view at sunset showcases vibrant colors reflecting off the water. The horizon features a gradient of orange, pink, and purple hues, while silhouettes of trees line the shore, creating a serene atmosphere.

Condo in Osage Beach

Lake Life reimagined! Margarita Sunsets! 17MM

KitchenIndoor spacesQuiet

4.84 out of 5 average rating, 131 reviews

Home in Osage Beach

Ozarks Themehouse! Arcade, Games, Views

Indoor spacesKitchenCheckout

4.84 out of 5 average rating, 106 reviews

An open-concept living area features a dark leather sectional sofa and a wooden coffee table atop a soft rug. A dining set for four is positioned nearby. A spacious kitchen area with modern appliances is visible in the background, along with a lofted sleeping space above.

Condo in Osage Beach

Ledges 3 bedroom sleeps 12 Great LakeView

Indoor spacesKitchenNearby

4.96 out of 5 average rating, 130 reviews

A spacious living area features a light-coloured sofa with decorative cushions, accompanied by a coffee table. Large sliding doors lead to a balcony, offering views of the lake. A dining area with a table for four is visible, with additional seating at the counter.

Condo in Osage Beach

Cozy Lakefront Condo, Amazing Lake View! 2bd/2bath

KitchenIndoor spacesCondition

Superhost

The image showcases a serene view from the property, featuring a tree-lined landscape leading to a calm cove. The villa's exterior is highlighted, with a deck visible alongside the pathway. A gentle slope descends towards the water, surrounded by lush greenery.

Villa in Osage Beach

Charming Lake Villa with boat slip in quiet cove

FamilyKitchenComfort

4.83 out of 5 average rating, 141 reviews