Vacation rentals in Windyville

Luxury 1928 Train Car Retreat Near Bennett Springs

Stay in a beautifully remodeled 1928 Rock Island Railway train car on 10 secluded acres in Long Lane, Missouri. Near Bennett Springs Enjoy Floating and Fishing the Niangua River! Enjoy fishing at the private pond or relaxing in the cozy car with a king bed, queen sofa sleeper, full kitchen, and a bathroom with a deep soaker tub. This peaceful retreat offers modern amenities with historic charm. Free Starlink Wi-Fi. Perfect for couples, solo adventurers, or nature lovers seeking tranquility.

Chatham Cabin-Home of the Midwest Sunset!

Chatham Cabin offers incredible lake views with lake access including our 6 well dock that has a swim platform and ladder, fish sink and picnic table. The cabin includes a kitchenette with stove/oven-and all the kitchen essentials for cooking and staying in. The bathroom 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 and Lake Valley golf courses, Ball Park National’s and the Amphitheater.

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!

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.

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!

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.

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!

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.

Rustic River Retreat near Niangua River

Welcome to our recently renovated 4 bed, 2 bath home in Windyville, MO. Enjoy rustic beauty, just minutes from the Niangua River & Bennett Springs State Park. Perfect for boaters with Moon Valley, Windyville, and Bennett Spring public access nearby. Unwind in the cozy bedrooms, including a master with two queen beds. Shared bathrooms feature refreshing showers. . Experience nature's tranquility. Book now for a memorable getaway!

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.

Secluded pup friendly cabin near the Niangua River

Get away from it all in our secluded pet friendly cabin, we call Ollies Woolly Bugger. We are situated just 8 miles from Bennett Springs State Park. The open space concept with its beautiful cedar trim, creates a warm and inviting atmosphere. Ideal for fishing, hiking, and spending quality time with your pets, this cabin is the perfect retreat for outdoor lovers.