Family-friendly vacation rentals in Waynesville

Yeary Farms Milt's Place with Private Beach!

An Ozark Oasis in the middle of a working cattle ranch, this custom designed home offers deluxe comfort. With multiple decks, porches and views out every window, this home is the perfect getaway for romantic retreats, family and friends to relax and make memories, artists and writers to host workshops or retreats, or even the single person to just get away from it all. Good dogs welcome, $35 per dog per week, fee collected separately at time of check in. Look for Yeary Farms site for more info.

Kitchen · Family · River

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

Family · Indoor spaces · Laundry

ARBOR CABIN Retreat, King Bed, Fire pit, BBQ

Tucked in the woods on a 530-acre farm, is the cozy but luxurious Arbor Cabin, where 1 - 3 persons can relax and unwind by the fire pit under the stars and wake up to peaceful forest views. Prepare meals in a fully furnished kitchen or cook on the outdoor BBQ. Gently swing in the hanging egg chairs and play outdoor games. Perfect for a romantic escape or quiet reset, it's the kind of place you truly unplug and breathe. Just minutes from I-44/Route 66, and 30 minutes from Ft. Leonard Wood.

Kitchen · Family · Outdoor spaces

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

Indoor spaces · Kitchen · Value

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!

Family · Kitchen · Hospitality

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.

Kitchen · Family · Check-in

*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.

Kitchen · Family · Outdoor spaces

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.

Family · Indoor spaces · Location

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.

Kitchen · Family · Air conditioning

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.

Indoor spaces · Kitchen · Hospitality

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.

Indoor spaces · Family · Getting around

Exquisite Log Cabin with fabulous hot tub!

This gorgeous executive home has all the charm of a log cabin in a peaceful setting, but more high-end finishes than we can list. Luxurious hot tub with Edison lighting. The comfort and beauty is second to none. We are 36 miles from Fort Leonard Wood and 15 miles from Fugitive Beach! A pet fee of $60 applies so that we can provide deep cleaning and fresh blankets after your pet's visit.

Indoor spaces · Family · Heating