Family-friendly vacation rentals in Lebanon

Tiny house on an organic flower and vegetable farm

Located on MIllsap Farm which is home to one of Springfield's favorite summer activities; Thursday Pizza Club. Come stay in our Tiny Turtle countryside cabin and get a taste of farm life on this small organic veggie farm. Take a walk in flower patch, visit the chickens, feed your scraps to the pigs, throw the ball for the dogs, be entertained by the farm happenings. Our tiny home is well designed and can easily host a family. The farm stand is stocked and ready for you just outside your door.

Family · Kitchen · Air conditioning

The Cottage on Green Hills

Near hospital this cozy, country home is ready for your visit to Lebanon! 2 bedrooms, fold out couch to sleep 2. 1.5 baths & a work space! Newly remodeled, this property will make you feel like you are in the middle of the country. You can sit outside or in the enclosed sunroom & watch wildlife galore! The view of the classic old barn out the kitchen windows is so relaxing. Great location for traveling nurses or for family with loved ones in hospital. Fully furnished kitchen & laundry avail.

Kitchen · Family · Parking

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

Kitchen · Indoor spaces · Parks

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.

Family · Kitchen · View

Nugget Trout House Getaway

Just a short trip to town OR Bennett Springs, this place has a TON of room! King size bed in the main suite, two full baths and the whole place is freshly renovated! Big screens and bigger beds throughout, even the living room sofa bed is a state of the art air mattress bed that is the most comfy pull out bed you’ll ever sleep on. On site laundry, well equipped kitchen and even a fenced in yard so it’s pet friendly too! Peaceful and paved to the driveway, this is just the stop you need!

Kitchen · Indoor spaces · Nearby

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!

Indoor spaces · Kitchen · Backyard

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.

Family · Indoor spaces · Sleep quality

Unique hand-hewn cabin with architectural salvage

We love rustic design and repurposing old things, especially reclaimed wood and rusty tin which you will find throughout this adorable cabin. Located on our 72-acre farm, this unique cabin was built with hand-hewn oak logs and creek stones off the property. While we did not build the original structure, we’ve spent a great deal of time renovating and painstakingly finishing each detail. We cannot wait to share it with you, and we hope you love it as much as we do!

Indoor spaces · Kitchen · Amenities

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!

Kitchen · Indoor spaces · Value

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.

Kitchen · Family · Hospitality

Majestic Victorian | 4BR with 3 Ensuite Baths

Gather the people you love and make yourself at home at The Majestic Victorian. With four spacious bedrooms, a bonus room, and three private baths, everyone has space to relax. Enjoy crisp evenings by the firepit, morning walks in the city park next door, and easy access to Fort Leonard Wood, Bennett Spring, and local wedding venues. The perfect place to slow down, reconnect, and make memories together.

Family · Indoor spaces · Parks

4 min to Bennett Spring • Dogs Welcome

Escape to Misty Oak Lodge - your peaceful Lodge on 8 wooded acres, perfect for couples, anglers, and families seeking to unwind. Hike, fish, float, and recharge in nature, then gather around the firepit under the stars. ✅ Fast WiFi for streaming or remote work ✅ Private, peaceful setting ✅ 4 minutes to Bennett Spring State Park ✅ Sister property: Misty Oak Cabin Just nature, comfort, and ease.

Indoor spaces · Kitchen · Layout