Vacation rentals in Winedale

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Top-rated vacation rentals in Winedale

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Top guest favorite
The exterior of a charming bungalow is framed by lush greenery and a mature tree. A stone pathway leads to the entrance, featuring steps and a small porch. Flowerbeds and a well-maintained garden enhance the inviting outdoor space.
Guesthouse in Brenham
5 out of 5 average rating, 299 reviews

The Secret Garden

"The Secret Garden" is a quiet retreat for you and a cherished loved one to unwind and relax. Your bungalow is just down the road from Roundtop and a block away from downtown Brenham. Several restaurants and shops are within walking distance. Everything you need for a restful weekend is at your fingertips, all you need to do is book with us! Includes: - AC -Wifi -Refrigerator -Microwave -Coffee Maker -Queen Bed -Covered Parking -Private Drive Additional Comments: -Not child or pet friendly

Top guest favorite
A spa room features a large hot tub with bubbles and soft blue lighting surrounding the ceiling. A small chair sits nearby, and a television is mounted on the wall, displaying an image. Wooden paneling adds warmth to the space.
Cabin in Smithville
5 out of 5 average rating, 105 reviews

River-Shack

Your very own slice of heaven awaits you!! You will be nestled discreetly in the woods, above the Colorado River Camp. In this unit you’ll enjoy seclusion & privacy from the camp. You can fish, you can swim, you can bird watch, you can explore, or you can always just relax in the hammock and forget all your worries friend!!! You’re a click away from a one of a kind stay you will never forget! Nature enthusiasts, This Is Your Spot! PSA THE SPA IS ENCLOSED NOT INDOORS!! INSECTS MAYBE SEEN!!

Guest favorite
A firepit area is surrounded by multiple red Adirondack chairs, providing a cozy space for relaxation. Lush green grass frames the setting, with a large lap pool visible in the background, and a tree-lined landscape adds natural beauty.
Cottage in Brenham
4.96 out of 5 average rating, 191 reviews

★ Pool, HotTub- Cardinal Cottage, RoundTop/Brenham

-Private home & large lap pool for your use during your stay. No other renters on the property. -Wide open outdoor spaces to get away. A breath of fresh air. See the stars at night! -GREAT WiFi signal. - 1600 sq ft home on 11 acres. Common areas downstairs, bedrooms upstairs. -Lap Pool (not heated) and spa hot tub (heated year round). Pool towels provided. -Firepit area. I provide firewood, fire starters, & lighter. -Brenham 10 minute drive. Round Top 20 minute drive. Sorry, no pets.

Top guest favorite
The exterior of a charming cottage is visible, surrounded by a green lawn and colorful bluebonnet flowers. A stone patio features a fire pit and two Adirondack chairs facing the entrance. A birdhouse stands nearby, adding to the countryside ambiance.
Guesthouse in Round Top
4.98 out of 5 average rating, 250 reviews

The Horseshoe Cottage

Charming Texas Hill Country guest cottage located on 19 acre private family horse farm. Easy access to Hwy. 237, close to Festival Hill and 2.5 miles to the town square. This spacious studio has a queen bed and day bed with trundle (two twin beds). There is also a kitchen with a small refrigerator, microwave, toaster oven and Keurig. The bathroom has a large walk in shower, washer/dryer and closet space. Air Conditioning, Heat. WiFi avaliable. Covered porch with two rocking chairs.

Guest favorite
An outdoor dining area is framed by rustic wooden beams and a trellis. A long table is surrounded by several chairs, inviting gatherings. Lush greenery climbs the trellis, while the surrounding landscape includes distant trees and open fields under a clear blue sky.
Home in Burton
4.95 out of 5 average rating, 125 reviews

The Union Hill House *Outdoor Hot Tub*

Discover the ultimate Texan getaway for family and friend groups alike at the Union Hill House! This Round Top-area compound offers 5 bedrooms and 5 full baths on 5 sprawling acres with an outdoor hot tub. Perfect for groups of up to 12, this property is just a short drive from Houston or Austin. Indulge in the chef's kitchen, cozy up by the outdoor fire, or take a walk in the lush green fields. The Union Hill House is the perfect escape. Book your stay today!

Top guest favorite
A vibrant sunset casts warm colors across the sky, with clouds creating a dynamic backdrop. In the foreground, blooming red roses and yellow flowers enhance the natural beauty of the rural landscape, while a distant building adds context to the serene setting.
Tiny home in Burton
4.98 out of 5 average rating, 240 reviews

Camelia Farm Burton Little House

This 326 sq.' of comfort is small, but feels spacious once inside. There is a full kitchen so you can prepare whatever meals you want on a small scale, full bathroom, queen bed in private bedroom, separate living room and dining space. The sofa opens into a full size, comfortable bed. We are minutes from great restaurants, antiques, and fun. Close to Brenham, Roundtop, Carmine, Burton, Bellville, Fayetteville, Giddings and Lake Somerville state park.

Guest favorite
A charming white bungalow is framed by vibrant trees and a gravel yard. A red picnic table with benches is positioned in front, offering a space for outdoor dining. The welcoming front porch features rocking chairs, inviting relaxation amidst the peaceful surroundings.
Farm stay in Brenham
4.94 out of 5 average rating, 114 reviews

Shirttail Bunkhouse -Farm Stay- Sauna/Cold Plunge!

The Shirttail Bunkhouse is located on Shirttail Creek Farm, a working regenerative farm outside of Brenham, TX. Check out our IG @shirttailcreekfarm The Shirttail Bunkhouse is the perfect spot to get away from the city and decompress in the country. Sip your morning coffee from the porch as the farm gets going every day. In the evening grill some steaks out back or head into downtown Brenham to check out several of the great spots our town offers!

Top guest favorite
A charming farmhouse with a wraparound porch features white siding and red shutters, set against a backdrop of trees. A spacious lawn surrounds the home, inviting outdoor activities. A nearby building is visible, contributing to the serene country setting.
Guesthouse in Burton
4.96 out of 5 average rating, 168 reviews

The Old Farmhouse

At dawn, the sun rises and washes the horizon with a soft golden glow, coloring the sky with lively oranges and pinks. When evening arrives, it slips behind the trees, leaving brilliant, deep red hues that are truly breathtaking. After dark, countless stars appear, sparkling like diamonds on a rich, dark canvas, enriching the peaceful and magical mood of the area. Every moment spent here fills you with calmness and awe.

Top guest favorite
A single-story guest house is displayed against a backdrop of open sky with scattered clouds. The building features a metal roof and a welcoming front porch with white railings. The surrounding grassy area enhances the rural charm of the property.
Home in Carmine
4.99 out of 5 average rating, 127 reviews

Round Top Four Bedroom Guest House

Welcome to Round Top, Texas! Our guest house is located fifteen minutes from Round Top's square for quick and easy excursions to all that Round Top/Warrenton have to offer. The house has four full-sized bedrooms with queen beds and two three-quarters bathrooms. A full kitchen and laundry room round out our full service accommodation. Come enjoy the quiet evenings after a full day of shopping.

Top guest favorite
A peaceful outdoor area features white Adirondack chairs arranged around a small fire pit. Lush greenery and colorful flowers surround the seating, while a stunning sunset casts warm hues across the sky and grassy landscape, creating a tranquil atmosphere.
Cabin in Round Top
4.96 out of 5 average rating, 128 reviews

Black Dog Cabins - Molly Cabin

Molly Cabin, sleeps four with two bedrooms and one bath, walk-in shower, full kitchen with oven, full size refrigerator w/ice maker, farm sink, disposal and coffee pot. Front and back porches, plus private outdoor shower for enjoying under the stars. Parking area next to cabins. Our cabins are located on 17 acres with Longhorns that live on the property .Only 3 1/2 miles to lively Round Top!

Top guest favorite
A charming garden cottage is framed by large trees, offering shade and greenery. The cottage features a welcoming entrance with a decorative gate. A gravel path leads to the private space, surrounded by lush garden elements and colorful plants, creating a serene outdoor environment.
Tiny home in Burton
4.99 out of 5 average rating, 142 reviews

The Roost at Flown The Coop

THE ROOST - A garden cottage retreat Welcome to The Roost - a cozy cottage tucked into the heart of Burton, Texas. Here you will find vintage charm, thoughtful touches, and peaceful small-town energy. Walk to coffee and local eats, or enjoy a slow mornings on the porch. Just minutes from Round Top, but a world away from the rush. We are happy to suggest local hot spots!

Top guest favorite
A spacious bedroom features a king bed with decorative pillows and a light blanket. A cozy seating area includes two modern chairs. Natural light illuminates the room through multiple windows, creating a bright and inviting atmosphere. A green door adds a pop of color.
Guesthouse in Round Top
4.98 out of 5 average rating, 110 reviews

Cottage for 2 in the Heart of Round Top!

Looking for a dream getaway in the charming town of Round Top? This cottage is a half mile drive from Henkel Square, but all the calm and serenity you're looking for in a hill country get away. Enjoy wine in the pavilion or daydream while snoozing in the back hammock. Drive into Round Top for great food and drinks or enjoy a game at the pickleball court!

Popular amenities for Winedale vacation rentals

  1. Airbnb
  2. United States
  3. Texas
  4. Fayette County
  5. Winedale