Holiday rentals in Windyville

Stonecrest Cottage - Country Farmhouse Style

Experience Ozark country life just minutes from a city. Explore our 1/4-mile wooded trail. Look for deer, wild turkey, and a variety of songbirds. Sit around the fire pit admiring a canopy of stars. Take advantage of the picnic and play area adjacent to the cottage. Fall asleep listening to the echo of a distant train whistle. Stonecrest Cottage was built in 2020 on 5 picturesque acres with AirBNB guests in mind. Come and experience this serene setting surrounded by Missouri Conservation Land.

Bennettscape Tiny Cabin

Welcome to Bennettscape! Nestled on a charming homestead, Bennettscape, beckons you to a tranquil retreat just 2 miles from the Bennett Spring fishing park and 1 mile from the river access. With all the condos, studios, and cabin available, Bennettscape can host up to 27 guests at the time. This makes Bennettscape the perfect place to have your family reunions, life events celebrations, church retreats, or corporate events. A flawless hospitality experience is our promise to our guests!

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.

Dickey House, Carriage Suite

Large bedroom suite located on a Victorian estate in the heart of a small town. One level, no steps. Parking right near suite for easy access. Very comfortable king size bed and couch that coverts to full size sofa bed if requested. Includes 2 person jacuzzi tub, mini fridge, microwave and coffee maker. Big screen tv. Great option for a small family or an extended stay. Beautiful setting. Within walking distance of three local restaurants and downtown attractions. NO SMOKING, NO PETS

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.

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. Please note there is no WiFi at this location.

Cozy Woodland Cottage

This cozy cottage in the woods (completed in June 2017) is perfect for a couple seeking a romantic getaway, enjoying a honeymoon, or celebrating an anniversary. (The sofa is a full convertible bed, if others plan to share the 400+ sq. ft. space.) 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.

Ridge Top Meadows Guest Cabin

Relax in this beautiful private setting! This single-bedroom log cabin is located just minutes from Lake of the Ozarks, Ha-Ha Tonka State Park, Niangua River, and Ball Parks National. Amenities include full kitchen, bathroom with shower, queen bed, loft with twin mattress, dining table, Keurig coffee, TV (no cable) and DVD player, fire pit, picnic table, tent camping area, and hiking trail. No Saturday check in.

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 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!

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.