Family-friendly holiday rentals in Lebanon

4.92 out of 5 average rating, 100 reviews

A spacious open-concept living area is shown, featuring a cozy seating arrangement with two sofas and a chair. A coffee table is centered on a decorative area rug. Natural light enters through windows, and the kitchen is visible in the background, showcasing a dining area.

Holiday home in Lebanon

Shouse 2 bed/2 bath near Bennett Spring Lebanon MO

Have fun with the whole family at this stylish shouse. Close to Bennett Spring State Park, this super modern shop house is perfect for family vacations & couples get aways. Out door fire-pit overlooks a field full of deer almost every evening. 2 bedrooms each have their own full baths. Common area has full kitchen & laundry room. Wi-fi & parking! Feel like you are in the country, yet close to town for any essentials! Super clean / modern. Close to Lake of the Ozarks, FT Leonard Wood & Rolla

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.

4.93 out of 5 average rating, 181 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

Farm stay in Phillipsburg

A Texas Longhorn rests peacefully on a green pasture, showcasing its distinctively long, curved horns. The animal's speckled coat is prominently displayed against the lush grass, creating a serene rural scene.

4.99 out of 5 average rating, 236 reviews

Longhorn Ranch with Amish made furniture

Beautiful small farm located in a quiet county gravel road. Easy 11 minute drive to Bennett Springs State Park for floating, hiking or fishing. Enjoy the open floor plan with 2 decks. Master bathroom has extra large shower and separate large tub for relaxing. All bedrooms have walk-in closets. Large kitchen table for ample seating. Comfort seating around real fireplace. This is also part of a working Longhorn Ranch so expect to see some beautiful cattle. Tour of main ranch can be arranged.

4.95 out of 5 average rating, 163 reviews

The exterior of the cabin is presented, featuring a front porch with a railing and stairs leading up from a gravel pathway. Lush green grass surrounds the cabin, and trees are visible in the background, creating a natural setting.

Cabin in Lebanon

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!

4.96 out of 5 average rating, 143 reviews

The open-concept living area is enhanced by exposed brick walls and wooden beams, creating a warm ambiance. A large sofa is positioned facing a coffee table and area rug, while a kitchen island with bar stools invites shared meals and gatherings. Natural light floods in through multiple windows.

Apartment in Lebanon

The Shopkeeper's Loft

Welcome to The Shopkeeper's Loft, a third floor retreat perched above the heart of historic downtown Lebanon. This Airbnb offers a blend of modern luxury and timeless charm, providing the ideal destination for your stay. See a video tour on youtube, just search "The Shopkeeper's Loft in Downtown Lebanon, MO" Whether you're visiting Lebanon for business, a family vacation, or a getaway with friends, The Shopkeeper's Loft provides an unparalleled retreat in the heart of Lebanon.

4.94 out of 5 average rating, 395 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)

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!

4.94 out of 5 average rating, 307 reviews

Cabin in Camdenton

Chatham Cabin-Home of the Midwest Sunset!

Cozy cabin offers incredible lake views and lake access including boat dock with swim platform and swim ladder and fish sink and boat slips. Cabin includes a kitchenette with stove and all the kitchen essentials for cooking and staying in. Bath includes a 6 foot claw-foot tub w/shower. Nestled on a quiet lake road “Isle View” will not disappoint. We are close to Ha Ha Tonka State Park, Kinderhook golf course or Lake Valley golf course and Ball Park Nationals.

4.98 out of 5 average rating, 229 reviews

The cottage's entrance features a covered porch supported by wooden pillars. Rocking chairs are positioned beside potted plants. The front door, framed in green, is flanked by large windows that provide natural light. Surrounding trees enhance the cottage's secluded feel.

Cottage in Wheatland

Rustic Hideaway Cottage

This nearly hidden cottage in the woods (completed in June 2019) is perfect for a small family, two or three couples enjoying a lake vacation together, or several friends connecting simply to hang out. Located in the Lake Hill (formerly Shadow Lake) Golf Course neighborhood (course is currently closed) about a mile from the NW shores of beautiful Pomme de Terre Lake, and about 6 miles south of Lucas Oil Speedway.

A modern kitchen features white cabinetry and a gray granite countertop. Stainless steel appliances, including an oven and refrigerator, are present. A black faucet is positioned above a spacious sink, with a window providing natural light and a simple decorative curtain.

4.86 out of 5 average rating, 104 reviews

Cozy country home

Relax with the whole family at this peaceful place to stay. Enjoy a large one 1 acre front and backyard. This place sleeps 10 people comfortably. Three full showers and bathrooms, less than a mile from Walmart and st. John’s hospital, 20 minutes from Bennett Springs, 45 minutes from Lake of the Ozarks, 35 minutes from Fort Leonard Wood. this place is out of the city limits, great place to relax with your family.

A cozy living area features a light-colored sofa facing a wooden coffee table. Two armchairs with green upholstery flank the table. A chest of drawers stands against the dark wall, illuminated by wall sconces. Natural light enters through the partially covered window.

4.96 out of 5 average rating, 199 reviews

The Bungalow on Third

Nestled in a quiet urban oasis just a stone's throw from downtown, our practical, cozy, pet-friendly bungalow 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. The Bungalow is the place you've been seeking, conveniently close to downtown, with a full kitchen.

4.93 out of 5 average rating, 156 reviews

A single-story home is situated on a grassy lawn, surrounded by trees. The front porch is adorned with simple landscaping and features a decorative star above the door. A clear blue sky and gentle clouds complete the peaceful rural setting.

Home in Windyville

Remote Peaceful Farm Stay Near Bennett Springs

A peaceful farm stay on 45 acres with an abundance of wildlife. Come here to get away and enjoy nature. Enjoy the acreage that includes a pond for fishing, trails for hiking, and a natural spring. You’ll be welcomed to the Ozarks with nothing but the sound of nature. This is an active hay farm so depending on the time of year the grass may be long in the fields.

4.98 out of 5 average rating, 258 reviews

A tranquil view of the cabin from a rocky creek bank, surrounded by lush greenery and trees. The sunset casts a warm glow on the cabin, enhancing its rustic charm. Gentle ripples are seen in the creek, reflecting the evening colors of the sky.

Cabin in Adair Township

Cabin on the Creek, 120 Acres

Located at the confluence of two creeks, in real Missouri Ozarks, sits our Cabin. Quant and cozy, this old “hunting cabin” and surrounding land have much to offer. Within the 120 acres of private property, yours to explore, are numerous flowing creeks, ponds, springs, fields, and rolling wooded hills. All ready for your getaway.

Popular amenities for Lebanon family-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

4.92 out of 5 average rating, 38 reviews

An outdoor gathering area is showcased, featuring a stone fire pit surrounded by several black chairs. A wooden pavilion with built-in lighting is visible nearby, while steps lead down from a deck. Lush greenery is present in the background, enhancing the natural setting.

Cabin in Lebanon

Castaway Lodge 1 minute from Bennett Spring

Cabin in Lake of the Ozark

The living area features wooden walls and ceiling, complemented by a cozy seating arrangement with a dark blue couch and accent pillows. A circular dining table sits on a patterned rug, while modern kitchen appliances are visible, creating an inviting gathering space.

4.87 out of 5 average rating, 84 reviews

Little Black Dress

4.87 out of 5 average rating, 45 reviews

The country farmhouse is framed by a white picket fence, featuring a welcoming front porch. A set of steps leads up to the entrance. The yard is filled with well-maintained grass, with a seating area visible on the porch, surrounded by trees.

Home in Elkland

The Sanctuary at Falling Rock

A light-filled open concept living area showcases a spacious sectional sofa adorned with decorative pillows. The kitchen features neutral cabinetry, sleek countertops, and modern appliances, while large windows invite natural light and provide views of the outdoor greenery.

4.96 out of 5 average rating, 45 reviews

⭐️POOL & HOT TUB⭐️ Light, Open, Cozy & Stylish Home

4.9 out of 5 average rating, 109 reviews

The game room features a pool table and a poker table surrounded by comfortable chairs. A wet bar is visible in the background, with stainless steel walls creating an industrial feel. Various games and a fan are mounted on the ceiling, enhancing the recreational space.

Home in Osage Township

Keystone Haven- Private Dock, Game Room, & Hot Tub

4.94 out of 5 average rating, 131 reviews

A spacious bedroom features a large bed covered with a patterned blanket. Soft lighting is provided by bedside lamps on matching dressers. A comfortable chair is positioned by a window, and art pieces adorn the walls, enhancing the serene atmosphere of the room.

Townhouse in Osage Beach

Large Condo: Many amenities, updates & pickleball!

4.98 out of 5 average rating, 181 reviews

The structured exterior features a combination of dark paneling and warm wood accents. Soft lighting highlights the entryway, where two outdoor chairs are positioned. Surrounded by a manicured lawn, the residence reflects a harmonious blend of modern design and natural surroundings at dusk.

Home in Springfield

Hawthorn House

4.98 out of 5 average rating, 114 reviews

A welcoming living area features a combination of dark leather sofas and an armchair, arranged around a soft area rug. A ceiling fan hangs above, and natural light enters through windows, highlighting the wooden flooring. A staircase leads to the upper level.

Farm stay in Springfield

Country Bridges 1

Family- and pet-friendly home rentals

4.98 out of 5 average rating, 130 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

Superhost

A spacious living area features wooden accents, with a comfortable couch and additional seating arranged around a center rug. Large windows dressed with light curtains allow natural light to fill the room, while a dining table is set against the wall, enhancing the inviting atmosphere.

Apartment in Lebanon

4.9 out of 5 average rating, 39 reviews

Ozark Hills Lodge #3-Oak Suite

4.99 out of 5 average rating, 296 reviews

A secluded log cabin is positioned under a canopy of trees, showcasing natural wooden textures and a stone chimney. An outdoor fire pit, surrounded by stones, enhances the rustic setting, while a single chair is placed nearby. Soft lighting highlights the cabin's inviting entrance.

Cabin in Licking

O'Brien's Log Cabin

4.99 out of 5 average rating, 200 reviews

A cozy living area features a fireplace with black marble surround and framed pictures above. Two dark recliners are positioned nearby, alongside a light-colored bench. A television is situated on a low wooden stand, and light is filtered through dark curtains, creating a comfortable atmosphere.

Home in Saint Robert

Roger’s Place, four miles from Fort Leonard Wood.

4.9 out of 5 average rating, 63 reviews

A spacious living area features a large sectional sofa adorned with patterned cushions. Sunlight streams through multiple windows, illuminating the room's natural wood accents. A dining table and staircase are visible in the background, enhancing the open layout.

Farm in Lebanon

Comfortable cabin!

4.93 out of 5 average rating, 121 reviews

Home in Saint Robert

Family-Friendly 4BR | 5 min to Fort Leonard Wood

4.89 out of 5 average rating, 119 reviews

The kitchen features modern appliances, including a stainless steel refrigerator and a small oven. A wooden countertop extends around the corner, complemented by two stools. Light-colored cabinetry provides ample storage, while natural light filters through the windows, enhancing the airy space.

Tiny home in Buffalo

Delightful Ozarks Tiny House

5 out of 5 average rating, 21 reviews

The living area features a comfortable sofa with accent pillows, a circular dining table with four chairs, and a modern kitchen layout. Natural light enters through large windows, and Route 66 decor adds a nostalgic touch to the space, while a ceiling fan enhances airflow.

Apartment in Lebanon

Cute Historic Route 66 Stay-Close to I-44!

Family-friendly home rentals with a pool

4.97 out of 5 average rating, 119 reviews

A cozy living area features a beige carpeted floor, complemented by a stone fireplace. Large glass doors allow natural light while providing access to a wooden deck. A few decorative items, including a potted plant and colorful decor, are positioned nearby.

Condo in Camdenton

Beautiful Lake Ozarks, Miramar Condo with a view

4.9 out of 5 average rating, 111 reviews

5 Star Land's End Condo! Pool/Fitness/Lazy River!

5 out of 5 average rating, 21 reviews

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.

Home in Osage Beach

NEW Topsider Condo: MM19 Arcade & Shuffleboard

4.81 out of 5 average rating, 113 reviews

Home in Osage Beach

Ozarks Themehouse! Arcade, Games, Views

A balcony table set for two overlooks the lake at sunset. Two glasses of beverages are placed on a reflective surface, with a decorative tray featuring a heart-shaped centerpiece. The lake's calm waters shimmer in the warm evening light, enhancing the scenic view.

4.95 out of 5 average rating, 218 reviews

Stylish Lakefront, King Suite, Sunset, Pool, Slip

A screened-in deck provides a view of the serene lake and nearby boat slips. A wooden table holds multiple candles, while black chairs complement the outdoor space. The scene is enhanced by the bright blue sky and gentle greenery along the shoreline.

4.86 out of 5 average rating, 228 reviews

The LOTO Chateau Condo

Superhost

A front view of a modern, two-story house is displayed, surrounded by trees with autumn leaves. The entrance features a ramp leading to a spacious porch with wooden railings. The driveway is partially visible, showing the house's placement within the neighborhood.

Home in Osage Beach

4.85 out of 5 average rating, 101 reviews

Home next to Margaritaville!

A balcony area features a small black table with two cushioned chairs. A colorful drink sits on the table, accompanied by a woven placemat. Beyond the railing, a scenic view of the lake and boat docks is visible, framed by lush trees.