Vacation rentals in Winedale

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Top-rated vacation rentals in Winedale

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Guest favorite

Farm stay in Ledbetter

4.97 out of 5 average rating, 194 reviews

Mockingbird Fields- Nesting Suite

Private luxury suite 10 minutes from Round Top, TX. Enjoy a flood of natural light, spectacular views, and some peace & quiet in this eclectic space designed with the comfort of guests in mind. This private suite offers guests a relaxing get-away in the country, far from stress-inducing traffic & smog smothered horizons. Spend your nights cuddled up to a campfire and listen to the coyotes howl as you gaze up at the diamond filled sky. Stay awhile & take-in what it means to live the country life.

Jul 6 – 13

G$30,253 GYD per night

Guest favorite

Guesthouse in Round Top

4.97 out of 5 average rating, 29 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!

May 25 – Jun 1

G$19,452 GYD per night

Guest favorite

Tiny home in Burton

4.99 out of 5 average rating, 96 reviews

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!

Aug 14 – 21

G$26,912 GYD per night

Guest favorite

Cottage in Brenham

4.97 out of 5 average rating, 131 reviews

★ 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.

Sep 22 – 29

G$63,275 GYD per night

Guest favorite

Guesthouse in Round Top

4.98 out of 5 average rating, 190 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.

Jul 4 – 11

G$50,298 GYD per night

Guest favorite

Bungalow in New Ulm

4.96 out of 5 average rating, 106 reviews

Country Bunkhouse -Awesome Sunsets!

Quiet getaway and expansive views! The Bunkhouse is a 1-bedroom home nestled on a 65 acre retired horse ranch . 4 adults, up to 5 adults/teens/adventurous adults can sleep comfortably. The queen bed and bunk bed share the bedroom. The living space includes a pull-out sofa and a full kitchen, with a two burner gas stove top. The fenced backyard includes a playscape, barbeque pit and picnic table. Guests love the sunset views, peaceful country air and starry nights.

Aug 4 – 11

G$25,835 GYD per night

Guest favorite

Tiny home in Burton

4.98 out of 5 average rating, 195 reviews

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.

Sep 4 – 11

G$37,473 GYD per night

Guest favorite

Guesthouse in La Grange

5.0 out of 5 average rating, 138 reviews

La Grange Country Cabin

Enjoy a stay in our country Texas cabin, surrounded by oak trees, pine trees, and just the sounds of nature. Sit on the porch and enjoy the sounds of the birds singing, or enjoy the use of the covered picnic and fire pit area. And speaking of birds, the binoculars are hanging behind the front door for your use. We have a running list of birds we have seen from the front porch. You can also enjoy our hiking trails throughout the property.

May 24 – 31

G$30,868 GYD per night

Guest favorite

Cottage in Burton

4.96 out of 5 average rating, 72 reviews

Spring is Wonderful in Round Top!

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 coffee, wine or 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 well,.. wonderful!

May 5 – 12

G$41,869 GYD per night

Guest favorite

Guesthouse in Round Top

4.95 out of 5 average rating, 101 reviews

Round Top Hideaway Cabin

Very private! This charming, one bedroom/one bathroom cabin, is tucked away in a wooded clearing where nature abounds, yet only two miles from the heart of Round Top! Includes a full kitchen, washer/dryer, clawfoot tub, and loads of rustic charm! It's secluded and natural setting makes it a quiet and peaceful home-away-from-home for your Round Top getaway!

May 30 – Jun 6

G$37,559 GYD per night

Guest favorite

Guesthouse in Round Top

4.9 out of 5 average rating, 73 reviews

Yellow Bird Guesthouse

Exclusive Round Top property, located minutes from the center of town. Recently built, stand alone guesthouse located on a tree lined 10 acre estate. Guesthouse is loft styled and perfect for a weekend getaway or for longer stays as well. Sleeps up to three. You'll feel like you're on a vacation and at home at the same time. We look forward to seeing you!

May 31 – Jun 7

G$39,850 GYD per night

Guest favorite

Cottage in Round Top

4.88 out of 5 average rating, 72 reviews

Queens Hotel- a cozy studio cottage in the country

The Queens Hotel at Double K Lodging is a cozy studio cottage with a loft nestled in the countryside minutes from Round Top. Perfect farmland setting to relax and unwind on the private porch while watching the sunset enjoying a glass of wine.

Jan 25 – Feb 1

G$25,819 GYD per night