Vacation rentals in Windyville

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Top-rated vacation rentals in Windyville

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Top guest favorite

A fully renovated train car sits beside a serene pond, reflecting its vintage exterior. The car is surrounded by expansive green grass and mature trees, offering a peaceful retreat in a secluded setting.

Train in Long Lane

5 out of 5 average rating, 36 reviews

Vintage Luxury Railcar Retreat on 10 acres & Pond

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.

Top guest favorite

A charming brown cabin is surrounded by lush green trees, offering a rustic yet inviting appearance. The front porch includes a small covered area and a wooden railing, while large windows provide natural light to the interior. A chimney is visible, indicating the presence of a wood stove.

Cabin in Lebanon

4.95 out of 5 average rating, 119 reviews

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!

Top guest favorite

The exterior of a remodeled single-family home is presented, featuring a blue siding, white trim, and a welcoming front door adorned with a seasonal wreath. A well-maintained lawn surrounds the house, and large windows allow natural light to brighten the interior.

Home in Lebanon

4.95 out of 5 average rating, 165 reviews

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

Top guest favorite

A Texas Longhorn rests peacefully on a green pasture, showcasing its distinctively long, curved horns. The animal's speckled coat is prominently displayed against the lush grass, creating a serene rural scene.

Farm stay in Phillipsburg

4.99 out of 5 average rating, 221 reviews

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.

Top guest favorite

The exterior of the cabin is presented, featuring a front porch with a railing and stairs leading up from a gravel pathway. Lush green grass surrounds the cabin, and trees are visible in the background, creating a natural setting.

Cabin in Lebanon

4.95 out of 5 average rating, 146 reviews

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.

Top guest favorite

The structured exterior features a combination of dark paneling and warm wood accents. Soft lighting highlights the entryway, where two outdoor chairs are positioned. Surrounded by a manicured lawn, the residence reflects a harmonious blend of modern design and natural surroundings at dusk.

Home in Springfield

4.99 out of 5 average rating, 128 reviews

Hawthorn House

Escape to tranquility at our brand-new, upscale Scandinavian-inspired home nestled on 7.5 acres of pristine nature. Embrace minimalist elegance in our thoughtfully designed retreat, boasting sleek interiors flooded with natural light. Unwind amidst sweeping views of lush landscapes from expansive windows, or savor moments of serenity on the secluded outdoor porch. Experience a harmonious blend of modern luxury and cozy charm in this whimsical, nature-inspired retreat.

Guest favorite

A stylish cabin exterior is framed by lush greenery, featuring a mix of dark siding and stone accents. A welcoming front porch is visible, complemented by vibrant landscaping and a stone pathway leading to the entrance.

Cabin in Lebanon

5 out of 5 average rating, 16 reviews

Lux Cabin - Pool, Private Hot Tub On Niangua River

Kick back at Riverfront in a stylish cabin with three private suites and a loft for extra fun. Perfect for families to unwind and enjoy a laid-back getaway. Explore Niangua River adventures—fish, kayak, or swim at Standing Rock. Cool off in the pool, sip craft cocktails, lattes, or cold beers at the bar, and now relax in a private hot tub. Take in scenic views, enjoy time with loved ones, and create unforgettable memories in a space designed for comfort and fun.

Top guest favorite

The cottage is nestled among dense trees, featuring a welcoming front porch with white railings. Large windows allow natural light to enter, while a set of stairs leads up to the entrance. The surrounding greenery creates a serene, secluded atmosphere.

Cottage in Wheatland

4.98 out of 5 average rating, 404 reviews

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.

Guest favorite

A spacious living area features a large, stone accent wall and a wooden coffee table. Comfortable seating includes two plush armchairs and a sectional sofa. A ceiling fan is present, and an open staircase leads to the upper level, with natural light illuminating the space.

Home in Windyville

4.88 out of 5 average rating, 42 reviews

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!

Guest favorite

A cozy living area features a light-colored sofa facing a wooden coffee table. Two armchairs with green upholstery flank the table. A chest of drawers stands against the dark wall, illuminated by wall sconces. Natural light enters through the partially covered window.

Home in Lebanon

4.97 out of 5 average rating, 153 reviews

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.

Guest favorite

The sleeping area features a spacious bed with a patchwork quilt, complemented by two comfortable chairs. Lattice walls create a unique aesthetic, and large windows provide views of the surrounding greenery, allowing natural light to brighten the space.

Yurt in Phillipsburg

4.96 out of 5 average rating, 229 reviews

Maggie's Modern MINI Yurt (16ft)

16 ft YURT with 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 mini fridge, microwave and Keurig, regular plumbing, climate control and all the comforts of home. You will love your stay in Maggie's MINI Yurt!

Guest favorite

A fenced area is shown featuring white ducks, with a vibrant rainbow arching across the sky in the background. Autumn foliage surrounds the scene, displaying shades of orange and yellow from the trees. A peaceful rural landscape is visible beyond the enclosure.

Apartment in Tunas

4.8 out of 5 average rating, 55 reviews

Bennett Spring Fishing Getaway

Welcome to the family farm out in the rolling hills of Leadmine. Keep it “reel” and hit up Bennett Spring State Park just 9 miles away or the NRO just 5 miles away. Or slow down and linger a while in Dutch Country. Just minutes from the Dutch Country Market, Ozark Winds Bakery, Lead Mine Country Store, Edelweiss Cafe, and many other Mennonite owned and operated locales.