Holiday houses in Winedale

Holland House

Holland House, a building filled with character and charm built in 1877; one of only a few that survived the hurricane of the 1900's. The unique twist of the building is what we fondly refer to as "character". Located on the square, a private brick paved courtyard has large oak trees to unwind or simply enjoy the quiet that our small town has to offer. Shops are within walking distance or just minutes driving distance for eating establishments. Brenham is a 20 minute drive; Round Top is 35.

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.

★ 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.

Mika's Retreat-Chappell Hill Maldives

Hi Everyone…this is Mika! Thanks for considering staying in my home! Unique, luxurious, and sexy getaway in the middle of Texas hill country. We want you to feel like you are visiting a close friend when you are with us. You can also ask me questions directly by looking us up on popular platforms or reaching out to my Spa in Austin, the Ann Webb Skin Clinic. FYI- new interior latches added onto each door as a secondary lock in case the house shifts and the deadboat sticks.

King Bed + Minutes to Roundtop + No Cleaning fee!

Escape to our cozy guest house just minutes from Round Top! Featuring a luxurious king-size bed and a peaceful country setting, it’s perfect for couples or solo travelers. Wether you're exploring local shops and antiques, or wanting to escape the city for a weekend, this is a perfect place to invest in yourself. Enjoy comfort, charm, and convenience—all in one delightful retreat. You will love the city of Burton and Roundtop. Your perfect getaway awaits!

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.

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.

The Blue Cottage Retreat

The Blue Cottage Retreat is a renovated two bedroom, one bath home located in the historical area of Brenham. Easy access to and from the Brenham area and a quiet neighborhood. Guests will have access to the entire house and large yard. There is ample parking for two cars or more on the property and on the street. You will be emailed your own private code to access the home when you make a reservation.

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!