Vacation rentals in Winedale

Luxe Farmhouse with Scenic Views and Cowboy Pool

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.

The Secret Garden

"The Secret Garden" is a quiet retreat for you and a cherished loved one to unwind and relax. Your bungalow is just down the road from Roundtop and a block away from downtown Brenham. Several restaurants and shops are within walking distance. Everything you need for a restful weekend is at your fingertips, all you need to do is book with us! Includes: - AC -Wifi -Refrigerator -Microwave -Coffee Maker -Queen Bed -Covered Parking -Private Drive Additional Comments: -Not child or pet friendly

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.

Round Top and Summer- a winning combination

Absolutely adorable country cottage! Stylish and comfortable. Great porch complete with a rocking chairs and a dining table and your own grill. The porch is great for sipping any beverage of choice. It is also great for grilling a yummy dinner and enjoying your meal al fresco. Amazing night skies. Fabulous sunrises and sunsets. Quiet, calm and wonderful! Please note the kitchen area is a kitchenette. There is a countertop oven and a microwave as well as a small fridge/freezer combo.

The Hobbit's Nest Treehouse

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.

★ 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 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.

Ladies Lounge @ Carmine Compound

Stay in this adorable pink, western vintage–styled house just minutes from the heart of Round Top, Texas. Full of charm, cozy details, and Texas personality, this home is the perfect retreat for antiques shoppers, girls’ weekends, or a relaxing country escape. The space:     •  Primary bedroom: King bed + private bathroom     •  Second bedroom: Two twin beds + private bathroom, perfect for friends or family.

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.

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!