Holiday houses 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.

Lakeside Cabin #4 at Fisherwaters Resort

Welcome to Fisherwaters Resort; a special place where you'll travel back in time to one of the last original Mom & Pop resorts at the Lake of the Ozarks. Located at the 10 MM of the Niangua Arm, you'll enjoy peace and quiet on wooded land with amazing views of the lake. Cabin 4 is a studio space with room for 4 guests. Space includes a queen bed, galley kitchen, full bath, queen sleeper sofa & covered porch. You can enjoy a great weekend or longer stay in this hand built, one of a kind cabin.

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!

4 min to Bennett Spring $0 Fees • Dogs Welcome

Escape to Misty Oak Cabin - your peaceful red cabin 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. ✅ Zero Cleaning Fee ✅ Zero Pet Fee ✅ Zero Airbnb Fee ✅ Fast WiFi for streaming or remote work ✅ Private, peaceful setting ✅ 4 minutes to Bennett Spring State Park ✅ Sister property: Misty Oak Cabin One simple nightly rate. No surprises - just nature, comfort, and ease.

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!

Iron & Oak Lodge

Iron & Oak Lodge is a beautifully restored century-old milk barn, nestled in the heart of the Ozarks. Just minutes from I-44, with easy access to Bennett Springs, Lake of the Ozarks, and I-44 Speedway, you're perfectly positioned for relaxation and adventure. Unwind in quiet tranquility beside the firepit or sip your coffee as the sun rises over distant fields. Enjoy a fully stocked kitchen, Smart TV, Wi-Fi, cozy fireplace, and thoughtful touches throughout. Book your getaway today!

Pup friendly cabin close to the Niangua River

Take it easy and relax at this unique and tranquil getaway spot we call Marley's Marabou. Marley's has one bedroom with a queen size bed and a full size Murphy bed in the living area. Marley's is the cousin cabin to Ollie's Woolly Bugger listed on Airbnb . Rent both cabins for the perfect family and friends getaway separate from all the hustle . We are tucked away in the woods and offer secluded serene surroundings perfect for floating, fishing and fun ! Dont forget your pups !

Adams Corner

Welcome to Adams Corner — your cozy retreat in the heart of the city! Centrally located and just minutes from downtown, this two-bedroom escape offers the perfect blend of comfort and convenience. Thoughtfully appointed with fresh linens, plenty of towels, and a curated selection of toiletries, we've taken care of the details so you can relax and enjoy your stay. Just 1 mile from the Civic Center, with free parking and great local restaurants right around the corner!

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.