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

The Tiny Turtle cabin is nestled among lush greenery, featuring a two-level front deck for outdoor enjoyment. The vibrant green exterior is complemented by numerous windows, allowing natural light to brighten the interior. Surrounding garden patches add to the farm's organic charm.

Farm stay in Springfield

4.95 out of 5 average rating, 310 reviews

Tiny house on an organic flower and vegetable farm

Located on MIllsap Farm which is home to one of Springfield's favorite summer activities; Thursday Pizza Club. Come stay in our Tiny Turtle countryside cabin and get a taste of farm life on this small organic veggie farm. Take a walk in flower patch, visit the chickens, feed your scraps to the pigs, throw the ball for the dogs, be entertained by the farm happenings. Our tiny home is well designed and can easily host a family. The farm stand is stocked and ready for you just outside your door.

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

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, 222 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

A small farmhouse with a metal roof is set in a grassy area, featuring a covered porch with several dark chairs. Large glass doors provide access to the interior, while a nearby shed stands in the background under a partially cloudy sky.

Guesthouse in Fordland

4.95 out of 5 average rating, 132 reviews

Panther Creek Guesthouse

Small farmhouse, private fenced and gated yard, on a tiny farm on a gravel road. Host next door has dwarf goats, chickens, ducks, guineas (1 pair regularly visits/patrols the guesthouse yard), a goose, and a couple of dogs. Horses live across the road and around the curve and up the hill. Eggs and some other basic food items included! Less than 5 miles off Hwy 60 north of Fordland Café, Mexican, Dollar General, gas in Fordland Springfield 24 Branson 55 7.5 miles from I-44 @ Northview

Top guest favorite

An outdoor seating area features a round, suspended chair with cushions, offering a panoramic view of the Gasconade River valley. Natural sunlight filters through the trees, casting soft shadows across the wooden deck.

Cabin in Dixon

4.99 out of 5 average rating, 122 reviews

Cabin in the Sky

Take it easy at this unique and tranquil getaway overlooking the breathtaking Gasconade river valley. This cabin has many features and was specifically designed to accommodate the view. Large outdoor space with dining table, grill and extra seating. Close proximity to Fort Leonard Wood. Also minutes from public boat ramp and public hunting land. Interior features Wi-Fi-,full kitchen, laundry. Family friendly--kids are welcome. Several family-friendly activities nearby in St. Robert.

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, 147 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, 129 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

The interior of the yurt features a spacious layout with wooden beams and lattice walls. A comfortable seating area includes a blue sofa and a round coffee table atop a vibrant, circular rug. A modern kitchen is visible in the background, adjacent to a wooden loft ladder.

Yurt in Phillipsburg

4.94 out of 5 average rating, 365 reviews

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!

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

4.86 out of 5 average rating, 43 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!

Top guest favorite

The cottage's entrance features a covered porch supported by wooden pillars. Rocking chairs are positioned beside potted plants. The front door, framed in green, is flanked by large windows that provide natural light. Surrounding trees enhance the cottage's secluded feel.

Cottage in Wheatland

4.98 out of 5 average rating, 215 reviews

Rustic Hideaway Cottage

This nearly hidden cottage in the woods (completed in June 2019) is perfect for a small family, two or three couples enjoying a lake vacation together, or several friends connecting simply to hang out. 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.

Top 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, 154 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.