Vacation rentals in Winedale

4.97 out of 5 average rating, 66 reviews

Guesthouse in Round Top on Horse Farm!

Charming, quaint guesthouse on a working equestrian facility! This simple cottage has one queen bed with kitchenette and bathroom with walk-in shower. Our ranch offers a unique experience only a few minutes drive from Round Top, surrounded by the best views in the area of rolling hills and horses. Incredibly quiet, private, and peaceful! Guests also have access to large covered porch, grill & firepit, on-site laundry, and separate office space The historic town of Winedale is just down the road!

4.96 out of 5 average rating, 131 reviews

Bungalow in New Ulm

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!

4.99 out of 5 average rating, 128 reviews

Tiny home in Burton

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!

4.95 out of 5 average rating, 176 reviews

Cottage in Brenham

★ 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.

4.98 out of 5 average rating, 230 reviews

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.

5 out of 5 average rating, 295 reviews

Loft in Brenham

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.

5 out of 5 average rating, 15 reviews

Guesthouse in Burton

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!

4.98 out of 5 average rating, 230 reviews

Tiny home in Burton

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.

4.97 out of 5 average rating, 119 reviews

Tiny home in New Ulm

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.

4.96 out of 5 average rating, 116 reviews

Cabin in Round Top

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!

4.98 out of 5 average rating, 108 reviews

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. Coming Soon - a new POOL and PICKLEBALL COURT!

4.98 out of 5 average rating, 173 reviews

Farm stay in Ledbetter

Joseph's Goats Ranch

Contemporary farm guesthouse 10 minutes from Round Top, Texas. Views of large pond and woods on 48 private acres. Easy access from highway 290 and close to the antiques but removed from the crowds! The guesthouse sleeps 5 with 2 twin beds, 1 queen size bed and the couch. Take an aerial tour. Enter youtu_.be/n7CSciEC9S4 (take out the underscore)

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Other great vacation rentals in Winedale

Home in Fayette County

5 out of 5 average rating, 3 reviews

The New Blue Farmhouse

LizRating, 5 stars4 weeks ago

I’ve been to Round Top 3 times and this is my favorite airbnb rental so far. Will definitely book again.

4.72 out of 5 average rating, 127 reviews

Honey Cott/ Riv Oaks Farm, Round Top, Texas, 78954

AngieRating, 5 stars2 months ago

We really enjoyed our stay it was clean and close to everything

Tiny home in Fayetteville

4.97 out of 5 average rating, 37 reviews

Parker's Place Tiny Home ~20 mins to Round Top

MariamRating, 5 stars3 weeks ago

We enjoyed our stay from beginning to end. It was very clean and every detail well thought out. Beautifully decorated and peaceful location. Can’t wait to come back!

4.96 out of 5 average rating, 78 reviews

Farm stay in Brenham

Shirttail Bunkhouse -Farm Stay- Sauna/Cold Plunge!

TonyaRating, 5 stars6 days ago

Sam was great. Very quick to respond to any messages. My family felt at home. The house was charming and has a beautiful backyard. It was a working farm, we were never disturbed by anyone. We did take a tour of the farm, that was great!!! We’d stay here again in a heartbeat!

Superhost

5 out of 5 average rating, 9 reviews

Luxury Round Top Guesthouse • 6m to Town Square

GregRating, 5 stars2 months ago

Nice place. Country feeling but close to the town. Easy host to deal with.

4.96 out of 5 average rating, 210 reviews

Farm stay in Ledbetter

Mockingbird Fields- Nesting Suite

StaceyRating, 5 stars1 week ago

Loved Chelsea’s place! Perfect distance from Round Top and Oak Bend Polo Club. The bed in the loft was quoted comfy and doesn’t get hot, as the air con unit works great and there are fans. Pups really enjoyed the space as well! We will be back!

4.95 out of 5 average rating, 95 reviews

Home in Burton

The Union Hill House *Outdoor Hot Tub*

MichelleRating, 5 stars3 weeks ago

The house was the perfect location for our small family gathering. The property had gorgeous views, beautiful and well maintained gardens and landscape. In addition, the owner had excellent communication throughout our stay. We highly ecommend!