Vacation rentals in Winedale

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 Roost at Flown The Coop

THE ROOST - A garden cottage retreat Here’s your chance to try tiny home living in a one-of-a-kind tiny cottage retreat in a garden! Imagine your stay in a private cottage with full bathroom and kitchenette. It’s cozy with a full bed, cafe table and nooks to relax. Grab a coffee & head to the porch over looking the cottage garden. The Roost is in the heart of historic Burton walking distance to local restaurants and live music on the weekends. We are happy to suggest local hot spots!

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.

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.

Ultimate 3 King Beds ColumbusHome w/Kitchen&Arcade

★ Entire House in Columbus ★ Full Kitchen ★ All 3 Bedrooms have King Size Beds ★ 2 Baths ★ 65” and 55” Large LED TVs ★ Free PrivateCarportParking ★ Washer/Dryer ★ Long Term Stay or Quick Visit ★ Fast Wi-Fi This spacious home is located in a quiet subdivision & surrounded by beautiful live oak trees. Sunroom has a 2nd TV & a vintage arcade w/ classic & popular games. ✓ Blackout Drapes ✓ Luxurious Bedding ✓ 4 Desks ✓ Alexa ✓ Rice Cooker ✓ Crockpot ✓ Coffee ✓ BBQ Grill

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.