Holiday houses in Windyville

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Top-rated holiday rentals in Windyville

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top Guest favourite
Train in Long Lane
5.0 out of 5 average rating, 88 reviews

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.

Top Guest favourite
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, 252 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 favourite
The Arbor Cabin is seen in the evening light, surrounded by lush trees. Soft lighting from string lights outlines the deck and pathway, creating a cozy atmosphere. A stone pathway leads through landscaped areas dotted with potted plants, enhancing the inviting outdoor space.
Cabin in Richland
5.0 out of 5 average rating, 100 reviews

ARBOR CABIN Retreat, King Bed, Fire pit, BBQ

Tucked in the woods on a 530-acre farm, is the cozy but luxurious Arbor Cabin, where 1 - 3 persons can relax and unwind by the fire pit under the stars and wake up to peaceful forest views. Prepare meals in a fully furnished kitchen or cook on the outdoor BBQ. Gently swing in the hanging egg chairs and play outdoor games. Perfect for a romantic escape or quiet reset, it's the kind of place you truly unplug and breathe. Just minutes from I-44/Route 66, and 30 minutes from Ft. Leonard Wood.

Top Guest favourite
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
4.96 out of 5 average rating, 183 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. Queen size bed, full size hideaway. Wi-Fi Internet & smart TVs!

Top Guest favourite
Barn in Lebanon
5.0 out of 5 average rating, 61 reviews

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!

Guest favourite
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, 438 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!

Top Guest favourite
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, 442 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.

Superhost
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
4.8 out of 5 average rating, 65 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 favourite
Home in Long Lane
4.97 out of 5 average rating, 33 reviews

Cozy Farm House on 80 acres!

Come escape the hustle and bustle in Long Lane! Cozy Farm house on 80 acres with big field views, abundant wildlife, stocked ponds to fish and plenty of room to roam! This house is located off a quiet gravel road and apart of a working cattle ranch! located 25 minutes to Lebanon or Buffalo, 20 minutes from Bennet Springs State Park, 20 minutes from Moon Valley public access and 20 minutes from Williams Ford public access.

Top Guest favourite
Cabin in Lebanon
4.98 out of 5 average rating, 104 reviews

4 min to Bennett Spring • Dogs Welcome

Escape to Misty Oak Lodge - your peaceful Lodge 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. ✅ Fast WiFi for streaming or remote work ✅ Private, peaceful setting ✅ 4 minutes to Bennett Spring State Park ✅ Sister property: Misty Oak Cabin Just nature, comfort, and ease.

Top Guest favourite
Home in Tunas
4.97 out of 5 average rating, 30 reviews

Stillwater Cabin 1 – Explore Bennett Spring

Sunburst is made for easy, happy getaways—pond views for morning coffee, trails and river fun just minutes away, and long evenings by the firepit. Only 5 miles from Bennett Spring and full access to Riverfront’s pool, hot tub, and coffee shop, this cabin gives you privacy with adventure close by. A bright, welcoming escape for families, fishermen, and anyone craving the Ozarks.

Top Guest favourite
A bright living area features a comfortable light-colored sofa centered against a green accent wall. Two green upholstered armchairs flank the sofa, and a rustic coffee table rests on a patterned area rug. Decorative elements include framed art and plants on adjacent shelves.
Home in Lebanon
4.97 out of 5 average rating, 240 reviews

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!

Popular amenities for Windyville holiday rentals