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
Home in Fayetteville
4.91 out of 5 average rating, 32 reviews

Luxe Farmhouse with Scenic Views

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.

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, 220 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.

Guest favorite
Bungalow in New Ulm
4.96 out of 5 average rating, 145 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 rustic cabin exterior is presented, featuring a wooden façade and a metal roof. A porch with white Adirondack chairs invites relaxation, while a gravel path leads to an outdoor picnic table. Backyard games and a grill are visible on the expansive lawn.
Cabin in La Grange
4.97 out of 5 average rating, 115 reviews

The Rustic Retreat | 25 Acres | Cedar Cabin

Its 15 mins. to Round Top & 9 min. to La Grange. Designed for families or couples looking to relax and unplug, this quintessential La Grange cabin boasts the utmost privacy and serenity on your getaway. Once you've settled in, explore the property where you can find a serene pond, wildlife, and livestock grazing. Gather around the fire pit for s’mores and stories under the stars by night. This cabin is perfectly located near wineries & nature parks while still maintaining its remote feeling.

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, 261 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
Home in Burton
4.95 out of 5 average rating, 139 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, 249 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
4.95 out of 5 average rating, 131 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!

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, 181 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, 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 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, 108 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 favorite
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)

Popular amenities for Winedale vacation rentals

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