Holiday houses in Winedale

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Top-rated holiday rentals in Winedale

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

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Guest favourite
Home in Fayetteville
4.91 out of 5 average rating, 33 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.

Top Guest favourite
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, 119 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 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.
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 favourite
The exterior view of Azure Skye Haus showcases a charming country house surrounded by lush green grass and flowering shrubs. A covered porch is visible, offering shaded outdoor space. The nearby structures add to the serene countryside setting under a blue sky adorned with fluffy clouds.
Guesthouse in Round Top
5 out of 5 average rating, 61 reviews

Azure Skye Haus (Guest House) - Round Top

Need a countryside getaway? There is no better place than Azure Skye Haus! Enjoy the private, quiet setting where you can experience a beautiful sunset on a vintage glider, breathe in the fresh air, and enjoy the sounds of the countryside in the heart of Round Top. A beautifully appointed 2 bdrm guest house with a fully equipped kitchen, coffee and teas provided, private bath, luxury linens and towels, full-size washer and dryer, and more. A private carport with extra parking.

Superhost
Home in Burton
5 out of 5 average rating, 3 reviews

ROUND TOP Luxury Casita overlooking views

Nestled in the idyllic rolling hills on the outskirts of Round Top you will find this modern Casita with breathtaking views. The Farm welcomes guests with open arms, offering privacy surrounded by natures ambiance, all the perks of a luxury stay, kitchenette, sound system, two primary suites with ensuite baths, steam showers and outdoor bathing amenities. The designer styling and fun additions are sure to wow! Pond, farm dinner barns and only a 7-minute drive to Round Top!

Guest favourite
The exterior of a modern farmhouse is presented, showcasing a warm glow from large windows. A pathway made of stones leads to the entrance, where two inviting chairs sit on a porch. Surrounding greenery and desert plants enhance the natural setting.
Home in Fayette County
5 out of 5 average rating, 15 reviews

The New Blue Farmhouse

Brand new modern farmhouse on 6 acres with a flawless view of the sunrise and sunset in Carmine Texas. 5 minutes from the center of Round Top's famous Henkel Square Market. Stay at Farmhouse Blue for a peaceful luxury experience.. Dine inside or outside at our picnic table. Only one block from The Round Top Vineyards. A perfect home for couples, families or a girl's get-a-way. Come enjoy great shopping, dining and a lifetime of memories. We look forward to hosting you!

Top Guest favourite
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, 142 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 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, 250 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 favourite
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, 135 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!

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, 156 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, 132 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.
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!

Popular amenities for Winedale holiday rentals

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