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
Home in Fayetteville
4.93 out of 5 average rating, 40 reviews

Luxe Farmhouse with Scenic Views and Cowboy Pool

Welcome to your private retreat in the heart of the Texas countryside - a modern farmhouse set on 18 peaceful acres, just minutes from downtown Fayetteville and 15 miles from the Round Top Antiques Fair. Designed with clean lines and subtle 1970s inspiration, the home features light-filled interiors and floor-to-ceiling windows framing panoramic views of rolling hills and endless skies. Ideal for star gazers, antique hunters, remote workers, nature lovers, or city dwellers needing to recharge.

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Bungalow in New Ulm
4.95 out of 5 average rating, 153 reviews

Country Bunkhouse -Awesome Sunsets!

A cozy one bedroom cottage on a serene 65-acre retired horse ranch. Ideal for a peaceful escape. Inside, you'll find a comfortable queen bed, a sitting area,a living room with a pull-out sofa for additional sleeping space, and a fully equipped kitchen with a two burner gas stove. For families with little ones, pack'n play is available upon request. Outside, enjoy a fenced backyard with a playscape, barbeque pit, picnic table. Breathtaking sunsets and starry nights.Your tranquil getaway awaits!

Top guest favorite
A cozy bedroom features a dark green accent wall and a comfortable bed dressed in a white quilt and decorative blanket. A bedside table with a lamp and a welcoming 'HELLO' pillow add charm, while natural light enters through the adorned window.
Tiny home in La Grange
5 out of 5 average rating, 113 reviews

Pasture Bedtime Retreat

Welcome to Pasture Bedtime Retreat, your cozy, eclectic cottage nestled perfectly in between La Grange (6 mins), Round Top (10 mins), and Fayetteville (13 mins). This charming guest house offers a unique blend of homely comfort, artistic flair, and modern amenities, including high-speed fiber internet, a smart TV, a Keurig coffee maker, a mini-fridge, and a microwave. After a day of treasure hunting, enjoy the view of grazing cows, challenge someone to ping-pong, and relax in the outdoor space!

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, 93 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, 213 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, 264 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 the property features a two-story design with a white façade, complemented by a charming pitched roof. Large glass doors lead to the garage, with gravel driveway providing access. Surrounding greenery adds a natural touch, while a white fence borders the area.
Loft in Brenham
5 out of 5 average rating, 368 reviews

The Loft On Alamo

Hello, and welcome to The Loft on Alamo ! Come, unwind, and relax in this spacious floor plan of 400+ square feet and fully furnished. It is located on my property above a double garage. It has 1 king size bed, a closet, full size bathroom, and a kitchenet with sink, 2-burner stove, a fridge, and a Keurig coffee maker. It also has a Smart TV and WiFi. There can be NO SMOKING. You will also have your own private deck and private entrance to the stairway leading up to the loft.

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, 252 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
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, 159 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, 136 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
The exterior of a white, single-story house features a welcoming porch with a wooden bench and patriotic decorations. Green grass surrounds the property, and large trees provide shade. The front door is framed by large windows, adding natural light to the inviting atmosphere.
Home in Carmine
5 out of 5 average rating, 31 reviews

The Fancy Farm Haus at the Carmine Compound

Live in luxury at the Fancy Farm Haus! Located just minutes from Round Top, the Fancy Farm Haus offers a relaxing retreat after a day of treasure hunting. The primary bedroom with a cozy king bed and the sleeping porch with two single beds share a spacious bathroom with a combination shower and bathtub. The Fancy Farm Haus also has a full kitchen and a washer and dryer.

Popular amenities for Winedale vacation rentals