Family-friendly holiday rentals in Lebanon

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.

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

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.

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

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!

Maggie's Man Cave on Rt 66 (Not really a cave)

Maggie's Man Cave is NOT really a cave, it is a private suite in our basement with a separate driveway and entrance from the main home. You will hardly know there is a family living above you as you settle into this comfortable, modern and welcoming space - you will feel at home in this rural setting with easy access to I-44 and either Lebanon, Conway or Bennet Spring State Park. Feel free to relax in the suite or enjoy our 50 acres inclusive of a pond and woods with walking trails.

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.

Cozy Country Cabin1 king Suite beautiful pond view

Relax at this cozy place to stay. Only 10 miles from Fort Leonard Wood. 1 mile from the Pulaski co shrine club. Built 10/22. Enjoy this space that features a cute front porch With a beautiful view of our pond. Fire Pit. King Suite 1 bed, and vanity station in master room. Bathroom, full kitchen with coffee/Tea creamer, sitting and dining area. Perfect for couples, groups of two. This is a sister cabin if you’d like to check availability of cozy cabin 2 for larger groups.

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.

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.

Delightful Ozarks Tiny House

Enjoy a delightful modern stay at this unique tiny house. This home is fully equipped with a complete kitchen, living space, bedroom, and full bathroom. For a tiny home this place is impressively roomy! There's ample parking as well as an adorable front porch overlooking a gorgeous yard surrounded by woods. Conveniently located, perfect for couples or singles, amazing atmosphere indoors and out.

The Bins on Old 66 #2

Farm grain bin that has been converted into a rustic and unique tiny home. Located just off of I44 on Historic Old Route 66 in Phillipsburg. Located on the same exit as Redmon’s Candy Factory and Gift Store. Only 11 miles to Bennett Springs State Park and 13 miles to Lebanon.