Kid-friendly holiday rentals in Waynesville

Find and book unique family-friendly rentals on Airbnb

Top-rated family-friendly rentals in Waynesville

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

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Guest favourite

Home in Waynesville

4.95 out of 5 average rating, 158 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, 236 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

Treehouse in Salem

4.93 out of 5 average rating, 101 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

Flat in Waynesville

4.83 out of 5 average rating, 111 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

Cabin in Dixon

4.99 out of 5 average rating, 118 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

Flat in Saint James

4.92 out of 5 average rating, 220 reviews

James 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 two 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.

Guest favourite

Yurt in Phillipsburg

4.94 out of 5 average rating, 354 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 favourite

Home in Waynesville

4.88 out of 5 average rating, 159 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.

Top guest favourite

Home in Saint James

4.98 out of 5 average rating, 279 reviews

Cozy Cottage on Historic Route 66

Nestled in historic Saint James, this renovated 2-bed, 1-bath home is perfect for family, friends, and pets. Relax in cozy comfort or explore nearby attractions like downtown boutiques, the Leatherwood Cigar Shop, and fine dining at Sybill’s. Ride the trolley to STJ Winery or Public House Brewing, or drive to Maramec Springs, Forest City Bike Trail, Rolla MS&T, and Fort Leonard Wood. This hidden gem is your ideal getaway!

Top guest favourite

Cottage in Rolla

4.92 out of 5 average rating, 371 reviews

Historical Cottage with a shabby chic flair!

Historical cottage in neat country setting yet in town and close to everything you need. Quiet and secluded with covered front porch and lots of wildlife to enjoy. Open living area, spacious kitchen with work space, large full bathroom, main floor bedroom with a queen bed plus a small bed in the upstairs loft. Cute and clean! Near a park and the popular bike/walking trail.

Top guest favourite

Home in Lebanon

4.98 out of 5 average rating, 127 reviews

The Flat on Adams

A quiet urban oasis, just a stone's throw from downtown! Our practical, cozy, pet-friendly Flat is the perfect spot. We've taken care to ensure your stay is as smooth as possible. Fresh linens, an abundance of towels, and a selection of toiletries are all provided for your convenience. 1 Mile from the Civic Center, Free Parking, and several tasty restaurants close by!

Guest favourite

Tiny home in Rolla

4.97 out of 5 average rating, 181 reviews

Tiny Oasis on the Quarry sleeps 4 with comfort!

We live on 10 acres and 4-5 of those are a beautiful spring-fed quarry. Guests can kayak, paddle boat, swim, fish, and simply relax on the beautiful deck. In January 2020 we opened The Golf Simulator at the Quarry. Guests are able to book it by calling us directly. Special rates apply when staying in one of our Tiny Houses. Rent a fishing pole for $10/day.