House holiday rentals in Waynesville

A modern kitchen is shown with a large wooden dining table set for four. White plates and glassware are arranged neatly on patterned placemats. Fresh greenery sits in a small vase at the center, and stainless steel appliances are visible in the background.

4.94 out of 5 average rating, 171 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.

The kitchen features wooden cabinets providing ample storage, accented by a stone backsplash. Stainless steel appliances, including a gas stove and refrigerator, are present. Natural light enters through a window above the sink, and wooden flooring adds warmth to the space.

4.98 out of 5 average rating, 101 reviews

Domicile at Fort Leonardwood

Forget your worries in this spacious and serene home with easy 5min access to Fort Leonardwood. Absolutely ideal for family visiting a graduating military member from one of the many training commands. Whether you explore the famous route 66 that runs through Waynesville, MO, the Army Engineer Museum, or just want a place for your soldier to relax with family, the Domicile at Fort Leonardwood will be a great experience. Parking for large vehicles, RV's, and trailers. Accommodates 8 adults.

4.94 out of 5 average rating, 289 reviews

A modern farmhouse is set against a backdrop of lush trees, featuring a metal roof and a welcoming front entrance. A wooden path leads to the door, surrounded by well-maintained greenery and stones, creating an inviting approach to the home.

Home in Newburg

The Retreat at Merry Meadows: Cheerful 4-Bed home

Bring the family to The Retreat with lots of room for fun. Located on a quiet country road, surrounded by woods and fields. I am sure you will find this spacious farm house built in 2019, to be the perfect retreat. We are about 10 miles south of rolla. Fugitive Beach is only a 20 minutes drive away. Kabekona Hills Retreat Center is practically next door. Lane Springs is another popular destination. The large living room and kitchen, makes this a perfect location to bring the whole family.

An outdoor space is illuminated by string lights, enhancing a private patio with a dining table for six. Steps lead down from the house to a gravel area featuring a picnic table and a charcoal grill, surrounded by trees in a serene evening setting.

4.92 out of 5 average rating, 228 reviews

Lake Views -Outdoor Amenities - Fire Pit -Location

Enjoy: ✅ Walking Distance to Restaurants, Outlet Mall & Grocery Store ✅ Lake Views ✅ 50 ft of Private Parking (easily fits truck, trailer, & boat OR 3 Vehicles) ✅ Minutes From Dog Days and Backwater Jacks ✅ Private Patio with Pergola ✅ Custom Corn Hole Boards ✅ Patio Dining Table (sits 6) ✅ Bonfire (w/ Firewood) ✅ Charcoal Grill ✅ 140+ Outdoor Lights Whether you're here for the lake life, nightlife, or a peaceful getaway, this is the spot for you! Book now for an unforgettable stay! ⛵🌅🐟

The exterior of a remodeled single-family home is presented, featuring a blue siding, white trim, and a welcoming front door adorned with a seasonal wreath. A well-maintained lawn surrounds the house, and large windows allow natural light to brighten the interior.

4.94 out of 5 average rating, 174 reviews

Charming Craftsman

Beautifully remodeled 40s home with lots of original character. This single family home is perfect for a small town stay, yet close to Lake of the Ozarks, Fort Leonard Wood, and Springfield. Or vacation here to enjoy our beautiful state parks like Bennett Springs or Ha Ha Tonka. The space Entire house 1000 sq ft 2 bed 1 bath with basement. Private driveway, Central heat and air, custom kitchen cabinets, brand new appliances and windows, everything has been freshly painted inside and out

4.98 out of 5 average rating, 127 reviews

The bright living area features a light-colored sofa and a patterned accent chair. A wooden table occupies the space, complemented by a rocking chair and a dresser. Natural light enters through large windows, highlighting the simple decor and open layout.

Home in Newburg

The Farmhouse @ Merry Meadows near Fugitive Beach

Welcome to The Farmhouse at Merry Meadows! We would be delighted to have you visit our home-away-from home nestled in the Ozark woods. You’ll love how the light comes filtering in over the hills as you prepare your morning beverage in our open, fully-equipped kitchen. At night, sink into one of our cozy beds thoughtfully curated for your rest and enjoyment. Enjoy the sounds of the woods and nearby farms from the private back deck, and all the tranquility our rural home has to offer!

4.94 out of 5 average rating, 340 reviews

The historic farmhouse features a welcoming facade with a bright yellow front door. A large wraparound porch is adorned with decorative planters and an American flag. Surrounding the home, well-maintained landscaping showcases flowers and lush green foliage.

Home in Rolla

Charming Historic Farmhouse | Near Fugitive Beach

Welcome to the Historic Holmes House at Ozark Farms! Stay at our beautifully restored 1865 farmhouse just minutes from Rolla, Missouri S&T, and Fugitive Beach. Perfect for solo travelers, couples, or families, with 7 beds, a crib, fast WiFi, Smart TVs, a sunny kitchen, a huge living room, private garage, fire pit, and gazebo. Relax, explore, and enjoy a peaceful getaway in the heart of the Missouri Ozarks. Book today and see why guests have made us aT op Superhost 6 years in a row!

A spacious living area features a large sectional sofa in a rich brown tone, positioned in front of a distinctive mural displaying silhouettes of soldiers against an American flag backdrop. A circular coffee table sits in the center, with natural light entering from a nearby window.

4.87 out of 5 average rating, 179 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.

A bright living area features a comfortable light-colored sofa centered against a green accent wall. Two green upholstered armchairs flank the sofa, and a rustic coffee table rests on a patterned area rug. Decorative elements include framed art and plants on adjacent shelves.

4.97 out of 5 average rating, 159 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!

4.98 out of 5 average rating, 305 reviews

Home in Saint James

Updated Cozy Cottage•2BR•On Route 66•Near Wineries

Enjoy a clean, 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.

4.87 out of 5 average rating, 299 reviews

An open floor plan is displayed, featuring a bright kitchen with white cabinetry and a marble countertop. A dining area with a table and chairs is visible, accompanied by a spacious living area with a sectional sofa and large windows offering natural light.

Home in Rolla

Peaceful 2 bedroom home in wooded neighborhood

This recently updated home is minutes from I-44 and located in a quiet neighborhood. It has a large yard and a spacious living area. The home's canvases, artwork, and decor highlight our nation's beautiful national parks. We are 35-40 minutes from Ft.Leonard wood.

4.93 out of 5 average rating, 113 reviews

Fort Wood Home Away From Home

Centrally located by the main gate of Fort Leonard Wood, I-44, restaurants and local shops, this home is ideal for convenience! With spacious living area, dining space and fenced yard, your group can spread out while enjoying some together time.

Popular amenities for house rentals in Waynesville

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

4.94 out of 5 average rating, 17 reviews

An aerial view showcases the waterfront home surrounded by trees, with a pool and outdoor seating area illuminated by soft lighting. A private dock extends into the water, providing direct access for swimming and fishing, while the serene cove enhances the peaceful atmosphere.

Home in Sunrise Beach

Lake Ozark Estate

4.89 out of 5 average rating, 126 reviews

The exterior of the home features a spacious deck with sliding glass doors leading into the living area. Surrounded by trees, the property includes a stone retaining wall and patio area for outdoor relaxation.

Home in Lake Ozark

**5 BR**STEPS AWAY FROM H. TOAD'S AND SHADY GATOR!

A modern kitchen and dining area features a circular table with six chairs and is illuminated by stylish pendant lights. Light wood flooring complements white cabinetry and black appliances. Large windows provide a view of the outside, enhancing the open and airy feeling of the space.

5 out of 5 average rating, 21 reviews

NEW Topsider Condo: MM19 Arcade & Shuffleboard

A vibrant game room is showcased with classic arcade machines, including Galaga, Marvel superheroes, and Pac-Man. The wall features a playful design reminiscent of vintage gaming, highlighted by colorful characters against a dark background.

4.82 out of 5 average rating, 104 reviews

Ozarks Themehouse! Arcade, Games, Views

An outdoor covered porch features a large dark wood dining table surrounded by wicker chairs, ideal for meals with a view. A lantern sits at the center of the table. Nearby, a grill and additional seating can be seen, with lake views through the railing.

4.95 out of 5 average rating, 152 reviews

Margaritaville Resort area. Grill. Lake view

4.97 out of 5 average rating, 34 reviews

A well-appointed kitchen is showcased with white cabinetry and stainless-steel appliances. An oversized island with seating for six is central, complemented by green upholstered chairs. Elegant chandeliers hang from the ceiling, illuminating the space adorned with light wood flooring.

Home in Rolla

Farm View/Pool/FirePit/PS4/85"TV

Superhost

An outdoor deck is highlighted by a circular table surrounded by a large wicker seating arrangement with green cushions. The natural setting features trees in the background, with a serene sunset sky casting warm colors on the scene.

Home in Lake Ozark

4.68 out of 5 average rating, 69 reviews

Tree Top Hideaway – Pools, Sauna & More!

4.95 out of 5 average rating, 21 reviews

A cozy living room features a sectional leather sofa positioned in front of a stone fireplace, complemented by a mounted television above. Natural light fills the space, highlighting the neutral tones and creating a welcoming environment. A ceiling fan and built-in shelving enhance the room's functionality.

Home in Lake Ozark

5 min from the Lake-Stay&Play-Shared Pool-Bar

Weekly house rentals

A spacious living area features a large sectional sofa with a light throw draped over it. A wooden coffee table sits at its center, and natural light enters through two windows, framed by sheer curtains. Neutral tones and wall art create a calming ambiance.

4.95 out of 5 average rating, 64 reviews

Family friendly home in Waynesville 15 min to FLW

A spacious home is depicted with a light-colored exterior and a stone façade. The entrance features a set of wide steps leading to a decorative door, flanked by large windows. A well-maintained driveway and a grassy area surround the property.

5 out of 5 average rating, 61 reviews

Fort Wood Retreat

A spacious living area is highlighted by a large sectional sofa, inviting relaxation. Natural light streams through two windows, illuminating the carpeted floor. In the background, a dining table and kitchen area are visible, creating a connected and open environment.

4.97 out of 5 average rating, 78 reviews

Unwind, Recharge, Repeat

5 out of 5 average rating, 12 reviews

A charming single-story house is depicted in a serene setting at sunset. Lush greenery surrounds the property, which features a gravel driveway and large windows reflecting the vibrant colors of the sky. Trees frame the home, enhancing its peaceful atmosphere.

Home in Brumley

Twin Acres

A spacious brick ranch-style house is set against a backdrop of trees, showcasing a front lawn with manicured grass. The structure features a wide, welcoming porch and multiple windows, allowing natural light to illuminate the interior. A driveway leads to the carport on one side.

4.98 out of 5 average rating, 43 reviews

Ranch style home near Fort Wood

4.93 out of 5 average rating, 83 reviews

Ms Julie's on 66

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.

5 out of 5 average rating, 71 reviews

Hoover House: Your Fort Wood Sanctuary

4.96 out of 5 average rating, 26 reviews

A charming Victorian home is surrounded by well-maintained gardens, featuring vibrant flowers in various colors. The house, painted in soft green tones, displays multiple windows that allow natural light to enhance its inviting exterior. A covered porch welcomes guests in a serene outdoor setting.

Home in Saint James

Charming Historic German Victorian

Private house rentals

A modern home with a light grey exterior is surrounded by greenery. A wooden deck with a railing provides access to the entrance, where a sign reads 'HOME'. Windows are evenly spaced, adding brightness to the home's exterior.

4.94 out of 5 average rating, 32 reviews

Simple Stay Near Fort Wood

5 out of 5 average rating, 75 reviews

A charming white cottage is set against a backdrop of greenery, featuring dark shutters and a welcoming front porch. A flowering bush with soft pink blooms is situated in the foreground, adding a touch of natural beauty to the scene.

Home in Saint James

Get Cozy in the Country - The Cottage on Luca Hill

A spacious living area is presented with light-colored furnishings on a plush area rug. The open-concept layout connects to a modern kitchen, featuring a large dining table with multiple chairs. Natural light fills the space through overhead fixtures and large windows.

5 out of 5 average rating, 19 reviews

Hideaway in a Luxurious Location

4.91 out of 5 average rating, 69 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

A comfortable living area features a red leather sofa with decorative cushions, complemented by a matching recliner. A rectangular coffee table occupies the center, while a television sits on a wooden cabinet. Natural light streams in through two windows, enhancing the inviting space.

5 out of 5 average rating, 90 reviews

Cozy Rock Cottage on Historic Route 66

Superhost

The exterior of a single-story home is presented, featuring a brown wood-paneled façade with green shutters. A well-kept lawn surrounds the house, and a tree offers shade. A vehicle is parked in the driveway, leading to an attached garage on the left.

4.69 out of 5 average rating, 362 reviews

Addi's Lodge off Rt. 66 Dog Friendly MultiParking

A cozy living area is highlighted by a comfortable seating arrangement with a brown sofa and recliner. A wooden coffee table sits in the center, complemented by a textured area rug. Natural light floods in through a nearby window, enhancing the inviting ambiance.

5 out of 5 average rating, 60 reviews

The Nest | Cute, Clean & Comfy | 10min to Ft. Wood

A welcoming porch is featured with four turquoise chairs arranged around a small mat. A vibrant door, adorned with a wreath, serves as a focal point. The entrance is framed by wooden beams and is complemented by lush greenery in the surrounding area.