Pet-friendly holiday rentals in Waynesville

Charming 2 bedroom home - The Winchester.

Experience comfort and charm at The Winchester, a beautifully restored 1930s ranch bungalow nestled on a peaceful street in historic St. James. Just a short walk from St. James Park, it offers the perfect blend of relaxation and adventure. Explore the breathtaking Maramec Park and rivers, or enjoy nearby golf courses, pickleball, wineries, shopping, biking, and hiking trails. Whether you're here for a quiet retreat or an action-packed getaway, The Winchester is your ideal home away from home!

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.

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

Ft. Wood Hideout

14 miles from Ft. Leonard Wood and minutes from the Gasconade River (Boiling Springs Campground <2 miles away). Enjoy comforts of home in rural setting with paved road access. Enjoy nature or host a cookout on the massive back deck (gas grill available). An excellent choice for families enjoying river activities daily (total comfort at night) or TDY/TAD military personnel who want to relax after a long day. *Large detached garage is the owner’s business and will not inconvenience guests.

2 bedroom cabin nestled in the Shady pines

Take it easy at this unique and tranquil getaway. This newly built Cabin with a loft sits on 3 wooded acres overlooking a small stocked pond. Just minutes from Big Piney River, Mark Twain national Forest, and Ozark National scenic River ways! Nestled in the pines on the outskirts of town you will think you are hours from anyone! Sit around the fire pit by the pond and enjoy the sights and sounds of nature! Piney River Brewery is just minutes away with River access in almost every direction!

Charming Victorian

The furnishings are Victorian-modern and beautifully accent the high ceilings, tall windows, and lovely wood trim throughout the home. After enjoying the beautiful outdoors, curl up in front of a toasty fire, and watch your 55" Roku Smart TV (be sure to bring your login information for your favorite streaming apps!). The Victorian is not suitable for children. For family-friendly stays, check out our other AirBNB listings: “Breathtaking Blacksmith Bungalow,” and the “Exquisite Log Cabin.”

White Pine Lodge

Nestled in the woods, just a quick 5 minute drive to Bennett Spring State Park, this brand new cabin features a full living room, bedroom, kitchen, laundry area, and outdoor fire pit and grilling space. White Pine Lodge is located close enough to several outdoor activities to keep you busy, but off the grid enough to provide some peace and relaxation. There is a full coffee bar, stocked with coffee, tea, and hot chocolate. Queen size bed, full size hideaway. Wi-Fi Internet & smart TVs!

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.

Adams Corner

Welcome to Adams Corner — your cozy retreat in the heart of the city! Centrally located and just minutes from downtown, this two-bedroom escape offers the perfect blend of comfort and convenience. Thoughtfully appointed with fresh linens, plenty of towels, and a curated selection of toiletries, we've taken care of the details so you can relax and enjoy your stay. Just 1 mile from the Civic Center, with free parking and great local restaurants right around the corner!

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.

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.

Route 66 Cottage Near Wineries•Firepit & Parking

Enjoy a clean, warm, cozy, comfortable stay in this renovated 2-bed, 1-bath home in historic Saint James, ideal for families, friends, and pets. Unwind around the outdoor fire pit or explore nearby shops, Leatherwood Cigar Lounge, and Sybill’s. Just minutes from Maramec Springs, Forest City Bike Trail, Rolla MS&T, and Fort Leonard Wood.