Vacation rentals in Winedale

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Top-rated vacation rentals in Winedale

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

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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
4.99 out of 5 average rating, 338 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

Guest favorite
A well-appointed room features a spacious bed and a dining area with a table and chairs. The kitchenette includes countertop space and essential appliances. Natural light fills the space through windows, highlighting the wooden beams and warm tones of the flooring.
Cottage in Burton
4.97 out of 5 average rating, 92 reviews

Round Top and Summer- a winning combination

Absolutely adorable country cottage! Stylish and comfortable. Great porch complete with a rocking chairs and a dining table and your own grill. The porch is great for sipping any beverage of choice. It is also great for grilling a yummy dinner and enjoying your meal al fresco. Amazing night skies. Fabulous sunrises and sunsets. Quiet, calm and wonderful! Please note the kitchen area is a kitchenette. There is a countertop oven and a microwave as well as a small fridge/freezer combo.

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, 210 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, 263 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.

Top guest favorite
The exterior of a newly built modern cabin is featured, showcasing a wooden facade and a welcoming front porch. Large windows provide natural light, while steps lead up to the entrance. Surrounding trees and a landscaped yard enhance the serene outdoor setting.
Home in La Grange
4.97 out of 5 average rating, 154 reviews

The Modern Mule - Relaxing & stylish cabin escape!

Come getaway from the hustle and bustle of city life in this newly built modern cabin. 360 degree views of nature from every window and nestled away on over 10 acres, you and your guests will get the peace and quiet you’re looking for. Sit out on the deck and soak up the sun surrounded by an array of beautiful trees. Just minutes outside of La Grange where you will find charming shops, local eats and a perfect place to stay for The Ice Plant Bldg and Round Top Antique fair.

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, 146 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, 251 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.

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, 183 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
Home in Carmine
5 out of 5 average rating, 15 reviews

Ladies Lounge @ Carmine Compound

Stay in this adorable pink, western vintage–styled house just minutes from the heart of Round Top, Texas. Full of charm, cozy details, and Texas personality, this home is the perfect retreat for antiques shoppers, girls’ weekends, or a relaxing country escape. The space:     •  Primary bedroom: King bed + private bathroom     •  Second bedroom: Two twin beds + private bathroom, perfect for friends or family.

Top guest favorite
A safari tent is set on a raised wooden deck surrounded by trees, adorned with soft lighting around the perimeter. The tent features large windows offering glimpses of nature, and a pair of Adirondack chairs invites relaxation outside.
Tent in La Grange
4.99 out of 5 average rating, 158 reviews

Pinehaven Luxury Glamping

Enjoy nature in a luxurious, climate controlled setting nestled in beautiful piney woods! Our safari tent is equipped with everything you need to relax and unwind. Take a bath in the claw foot tub, enjoy a book on the front porch, and sleep peacefully in the cozy king sized bed. Pinehaven will provide you an unforgettable glamping experience! Located approximately 20 minutes from Round Top, Texas.

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, 135 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
Lush green trees with winding branches are covered in vibrant ivy, creating a natural canopy. The ground is blanketed with grass and scattered foliage, offering a serene and tranquil outdoor space surrounded by dense greenery.
Guesthouse in Round Top
4.93 out of 5 average rating, 110 reviews

Yellow Bird Guesthouse

Exclusive Round Top property, located minutes from the center of town. Recently built, stand alone guesthouse located on a tree lined 10 acre estate. Guesthouse is loft styled and perfect for a weekend getaway or for longer stays as well. Sleeps up to three. You'll feel like you're on a vacation and at home at the same time. We look forward to seeing you!

Popular amenities for Winedale vacation rentals

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