Vacation 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!

Lolly and Pop’s Place

Wow! This NEWLY renovated 1920's home is steps from downtown and is wonderful for getaways or traveling to festivals, athletic events, or just exploring our beautiful downtown. The home offers that small town feel with modern amenities. With 2 bedrooms, 2 full baths, and a foldout couch, everyone will have their own space. The home has a modern farmhouse touch to add comfort to your stay. This home can accommodate 6 guests. There is convenient parking behind the house. NO pets allowed.

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.

★ 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.

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.

The Loft On Alamo

Hello, and welcome to The Loft on Alamo ! Come, unwind, and relax in this spacious floor plan of 400+ square feet and fully furnished. It is located on my property above a double garage. It has 1 king size bed, a closet, full size bathroom, and a kitchenet with sink, 2-burner stove, a fridge, and a Keurig coffee maker. It also has a Smart TV and WiFi. There can be NO SMOKING. You will also have your own private deck and private entrance to the stairway leading up to the loft.

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!

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.

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!

The Bird’s Nest~ a Bit of Eden in New Ulm

After the hustle and bustle of the city, or a long day touring historic Texas towns, take a break and escape to this relaxing getaway. Located in the quaint town of New Ulm, Texas, The Bird's Nest is a quick 20-25 minute drive from all attractions; the perfect base camp for a trip to some local art galleries in Fayetteville or a day of antiquing in the Round Top area and just 2 miles from The Vine event venue and wine tasting room.

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!

Cozy Cottage 1/2 Mile to RT + Fire Pit

Looking for a dream getaway in the charming town of Round Top? This cottage is a half mile drive from Henkel Square, but all the calm and serenity you're looking for in a hill country get away. Enjoy wine in the pavilion or daydream while snoozing in the back hammock. Drive into Round Top for great food and drinks or hangout at the POOL and PICKLEBALL COURT!