Holiday rentals in Winedale

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!

The Hobbit's Nest

Escape to a world of magic and wonder with a visit to the enchanting Hobbit's Nest treehouse. Whether you seek a romantic getaway or a fun-filled family vacation, this unique glamping experience offers the serenity of nature with all the comforts of home. Resting amidst the lush treetops of Lost Pines Forest, the Hobbit's Nest promises an unforgettable stay where your imagination can run wild and your soul can find solace in the beauty of the natural world in the 42 acre Lost Pines Shire.

The Old Farmhouse

The early morning sun casts a warm golden hue across the horizon as it rises, painting the sky in vibrant shades of orange and pink. In the evening, the sun dips below the tree line, leaving behind a canvas of deep. fiery reds that take your breath away. As night falls, the stars emerge, twinkling like diamonds scattered across a vast, dark velvet sky, adding to the tranquil and enchanting atmosphere of the surroundings. Each moment spent here immerses you in a sense of calm and wonder.

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.

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.

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!

Round Top Fun! Amazingly fun town!

Come get away from the city craziness! Clean air, beautiful stars and having the house all to yourselves! There are two large bedrooms with a comfy king sized bed in each. The house is appointed with interesting art pieces and furniture. The porches welcome you to sit and sip and enjoy for hours the beautiful countryside in our small piece of heaven in Texas. Slowly but surely Texas will be open for business again!

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!

Pure Country Living at the J-A Farm

Enjoy the lovely setting of this beautiful spot in nature. 1 Small barn dominium all to yourself. Make yourself at home and enjoy exploring the trails and creek on the property. This cabin is equipped to sleep 4 - 6, 1 Queen, 1 Full size and 1 Bunk bed with a bottom Full size and top twin. Feel free and breathe and enjoy nature! NO Cleaning Fee added!