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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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Guest favorite
A cozy bedroom space features a queen bed adorned with soft linens and a floral accent wall. A small blue sofa provides a relaxing sitting area, while large windows allow ample natural light. A ladder leads to a loft area, enhancing the eclectic charm of the room.
Farm stay in Ledbetter
4.96 out of 5 average rating, 217 reviews

Mockingbird Fields- Nesting Suite

Private luxury suite 10 minutes from Round Top, TX. Enjoy a flood of natural light, spectacular views, and some peace & quiet in this eclectic space designed with the comfort of guests in mind. This private suite offers guests a relaxing get-away in the country, far from stress-inducing traffic & smog smothered horizons. Spend your nights cuddled up to a campfire and listen to the coyotes howl as you gaze up at the diamond filled sky. Stay awhile & take-in what it means to live the country life.

Top guest favorite
A charming blue cottage is showcased, featuring a welcoming porch with two lounge chairs. The cottage is accented by wooden shutters and surrounded by lush greenery and blooming flowers. Nearby structures and open fields extend into the background under a cloudy sky.
Cottage in Carmine
4.98 out of 5 average rating, 89 reviews

Indigo Cottage #1 at Pecan Hill

Indigo Cottage at Pecan Hill is a cute 1 bedroom/1 bath bed and breakfast located just off of Highway 237 and the Carmine Y. Just 1 minute from Market Hill and 5 minutes from downtown Round Top, our Boho-inspired cottage is situated on a quiet 12 acres with mature pecan trees and sweeping sunset views. After enjoying all of the activities that the Rountopolis has to offer, guests can unwind on hardscapes beneath the trees, on the party patio at the Little Red Barn, or exploring the property.

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
4.95 out of 5 average rating, 192 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, 251 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
Two hanging rattan chairs with cushions are positioned near a large window, providing views of the outdoors. A white table is adorned with decorative blue glass pumpkins and floral arrangements, creating a colorful and inviting focal point.
Home in Chappell Hill
4.94 out of 5 average rating, 108 reviews

Mika's Retreat-Chappell Hill Maldives

Hi Everyone…this is Mika! Thanks for considering staying in my home! Unique, luxurious, and sexy getaway in the middle of Texas hill country. We want you to feel like you are visiting a close friend when you are with us. You can also ask me questions directly by looking us up on popular platforms or reaching out to my Spa in Austin, the Ann Webb Skin Clinic. FYI- new interior latches added onto each door as a secondary lock in case the house shifts and the deadboat sticks.

Guest favorite
A spacious log cabin is depicted with a covered front porch featuring multiple rocking chairs. Wood beams and large windows create an inviting facade. A wooden walkway leads from the front yard, which is adorned with lush green grass and a few low shrubs.
Cabin in College Station
4.97 out of 5 average rating, 104 reviews

SR Screaming Eagle Cabin near A&M on lake

Enjoy a picturesque cabin overlooking a bass lake while sipping wine or soaking in the hot tub at sunset. All the time surrounded by the most luxurious of accommodations. Schiller Ranch offers a twin cabin for larger groups "Schiller Silver Oak Lakeside A&M". Both cabins offer 2 master suites with bathrooms and large screen hi-def TV. The gourmet kitchen is completely equipped and the living area features the same type of TV with the most comfy sofa bed ever!

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.

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, 169 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!

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
4.92 out of 5 average rating, 101 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