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Holiday rentals in Winedale

Find and book unique accommodation on Airbnb

Top-rated holiday rentals in Winedale

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

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Guest favourite
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, 219 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 favourite
Cottage in Chappell Hill
4.96 out of 5 average rating, 117 reviews

Top 10% on Airbnb - Private - Romantic - Pond

Welcome to The Cottage at Chappell Hill... Imagine waking up in a charming circa 1900 Victorian farmhouse perched above a private pond. This European-crafted jewel faces Main St. and is 1/2 mile from unique shops, diners, and landmarks in a tiny, Hallmark-type town (pop. of 300). Brenham is 7 miles away. Once known as the “Healing House” owned by artist Kiki Newmann, this is the perfect romantic escape to unwind, celebrate special moments, explore nearby wineries, and create cherished memories.

Guest favourite
Bungalow in New Ulm
4.97 out of 5 average rating, 143 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!

Guest favourite
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, 196 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 favourite
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.
Guest house in Round Top
4.98 out of 5 average rating, 259 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 favourite
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, 247 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 favourite
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.
Guest house in Burton
4.96 out of 5 average rating, 178 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 favourite
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, 155 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 favourite
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, 129 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 favourite
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.
Guest house in Round Top
4.92 out of 5 average rating, 106 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!

Top guest favourite
The contemporary guesthouse exterior is framed by trees, illuminated softly in the evening. The porch features two chairs, and large glass windows provide glimpses into the interior. A stone pathway leads to the entrance, enhancing the welcoming appearance of the structure.
Farm stay in Ledbetter
4.98 out of 5 average rating, 191 reviews

Joseph's Goats Ranch

Contemporary farm guesthouse 10 minutes from Round Top, Texas. Views of large pond and woods on 48 private acres. Easy access from highway 290 and close to the antiques but removed from the crowds! The guesthouse sleeps 5 with 2 twin beds, 1 queen size bed and the couch. Take an aerial tour. Enter youtu_.be/n7CSciEC9S4 (take out the underscore)

Top guest favourite
A quaint cottage with a welcoming front porch is surrounded by natural greenery and landscaped paths. The entrance features a red door and light-colored siding, providing a charming contrast to the outdoor space with scattered stones and plants.
Farm stay in Paige
4.99 out of 5 average rating, 198 reviews

Shady Paddock Farm-Willow House

Welcome to our little country farm! Escape the city life for a romantic get away or just some much needed down time. Willow House is privately nestled among the trees in our back paddock, allowing views of the lovely country side from the living area as well as the cozy front porch. There is also a picnic table and charcoal grill for your use.

Popular amenities for Winedale holiday rentals

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