Vacation rentals in Henly

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Top-rated vacation rentals in Henly

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Guest favorite

A welcoming living area features a stone accent wall and large windows allowing natural light to fill the space. Comfortable seating includes a patterned sofa and armchair. A wooden coffee table sits center stage, complemented by a bar height table with stools in the adjacent space.

Cabin in Johnson City

4.96 out of 5 average rating, 193 reviews

Olive Ranch Cabin

Canyon Road Olive Ranch is a 25-acre property with olive trees and fruit trees. We are centrally located in the Texas Hill Country - 5 minutes from Pedernales Falls State Park and easy driving distance to Austin, San Antonio and Fredericksburg. Our property is easy to get to, yet secluded and quiet with exceptional views of the Hill Country. This cabin has 2 bedrooms each with queen beds. The cabin has a private fire pit and an outdoor kitchen / pavilion shared with other guests. Dogs welcome.

Top guest favorite

A circle of dark green Adirondack chairs is arranged among trees, situated in a grassy area. The backdrop features a light-colored guest house partially visible, surrounded by greenery and garden elements, creating an inviting outdoor space for relaxation.

Cottage in Dripping Springs

5 out of 5 average rating, 256 reviews

Star House Hill Country Getaway! Relaxation, Views

Welcome to the Star House getaway in Dripping Springs, known as The Gateway To The TX Hill Country within the Dark Sky Initiative & Wildlife Status. Your 38 acres boast scenic hilltops with amazing views of rolling ravines & views for miles. It’s an independent, elegantly appointed & eclectically furnished guest house surrounded by art, nature & gardens. Enjoy our harvested & filtered rainwater we call Cloud Juice! Pick organic vegetables & feed our sweet goats with goat nibbles left for you!

Top guest favorite

The cottage is illuminated against a night sky, highlighting its charming architecture. Soft lighting accentuates the inviting porch and stone detailing, while windows glow warmly from within, creating a welcoming entrance. Outdoor seating enhances the cozy atmosphere, perfect for relaxing under the stars.

Home in Dripping Springs

4.99 out of 5 average rating, 235 reviews

Monticello Cottage

Monticello Cottage is situated on a hill, wide views, close to Dripping Springs, wineries, wedding venues, Blanco, Wimberley, Fredericksburg and Johnson City, Pedernales . The fresh air, comfortable beds, the coziness, the kitchen, the quiet, & night sounds, the fresh air and clear skies filled with stars at night. will delight you. Good for families, couples, great for brides and "pre-wedding weekends", artists and business travelers. EV charger available . Pet fee@ $60 per dog per stay

Top guest favorite

The A-frame cabin is set against a vibrant sunset sky, featuring large front windows that illuminate the cozy interior. A spacious deck surrounds the cabin, adorned with two bright chairs and a hot tub, surrounded by lush greenery.

Cabin in Wimberley

4.99 out of 5 average rating, 243 reviews

Modern Aframe Tucked in Nature **hot tub & view**

Perched high on a hill overlooking the gorgeous TX Hill Country sits the most stunning A-frame you ever did see. With a mix of mid-century style and artsy touches, this space is gorgeous. The cabin is tucked into a pocket of nature surrounded by 3 acres of oaks, elms, and junipers. The expansive front windows and raised deck provide and incredible sunset view across the hills and dark sky lighting sets the stage for breathtaking starry skies. The hot tub and outdoor shower is icing on the cake!

Top guest favorite

A welcoming porch area is seen featuring a bright yellow door centered within a gray wooden exterior. A rustic bench sits on a wooden deck, accompanied by a decorative circular sign that reads 'Hello Sunshine,' and windows adorned with dark grills allow for natural light.

Farm stay in Dripping Springs

5 out of 5 average rating, 274 reviews

Sunshine Cabin @Ranch225 - Meet Honkey the Donkey

Welcome to the home of the World Famous Honkey the Donkey! Our home is located on 25 acres, and is home our pet miniature donkey, Honkey, as well as goats, dogs, barn kitties, and horse companions that all LOVE to meet new people! You can also get your fill of all the local wineries, breweries, and scenery the hill country has to offer. If you are looking for a place to unwind, take in the beauty of the hill country, and still be within 45 minutes of downtown Austin, this is the place for you!

Top guest favorite

The cabin is surrounded by lush trees, with a spacious deck offering outdoor seating. A rocky path leads to the entrance, and kayaks are visible on the side. Natural stone and greenery frame the area, creating a serene atmosphere in the Texas Hill Country.

Home in Wimberley

4.98 out of 5 average rating, 656 reviews

Salvation Cabin

Wimberley's #1 rated award-winning “Salvation Cabin" is in the beautiful Texas Hill County wilderness with outdoor exploration, hiking and a Blanco Valley porch view to observe birds, deer and other wildlife. A throw back to gentler times, you'll leave here touched by nature's healing power. Come and be restored. 500+ visitors testify this is a one of a kind place. Please note* the Hill Country area is in drought presently in 2025. Blanco River dry, but Cypress Falls Swimming Hole close by.

Superhost

A cozy living space features a blue sofa with black and white cushions, a wooden coffee table, and a dining area with a table for four. Large glass doors provide natural light and open to a porch, while a sleek kitchenette is visible along the wall.

Tiny home in Dripping Springs

4.93 out of 5 average rating, 223 reviews

NEW! Wanda - modern house at Tom Dooley’s Hideout

Tom Dooley’s Hideout is located at the Gateway to the hill country, just minutes west of Dripping Springs off of hwy 290. It’s a unique 4 acre property with 5 modern tiny houses that sit on open range with free grazing livestock which occasionally show up as they do not belong to us. This tiny house comfortably sleeps 2 on a queen bed but we do have a sofa/futon thats great for kids. Enjoy sitting on the porch or at the picnic table under the trees to kick back and relax on a cool evening.

Guest favorite

The spacious living area features large windows offering panoramic views of the Texas Hill Country. A comfortable sectional sofa faces the view, while a dining area with modern pendant lights is visible in the background. The warm wood flooring adds a natural element to the design.

Villa in Dripping Springs

4.98 out of 5 average rating, 180 reviews

Luxury Home - Stunning Views, Pool, Hot Tub

Welcome to our Ranch. Located on 180 Acres in Dripping Springs, the Hideaway House is a Relaxing Luxury Modern Home with all the amenities. Decorated Mid-Century Modern and accented by beautifully restored antique pieces. This home is built around the west-facing picturesque 180-degree views showcased throughout the indoor and outdoor spaces. Relax on the large comfortable sofa, pool, luxury hot tub, or on one of the multiple covered porches and gazebos to take in the beautiful sunsets.

Top guest favorite

A newly renovated house is nestled among mature trees, featuring a red roof and a covered porch area. The front porch includes a grill, and large windows allow natural light to flow into the interior. A spacious outdoor area offers a connect to nature.

Home in Johnson City

4.97 out of 5 average rating, 102 reviews

The Casa at Caballo Creek

This spacious, newly renovated house is the flagship property of The Casitas at Caballo Creek. It offers Texas Hill Country accommodations that are easily accessible yet feel a world away from urban life. Reserve the Casa for your party of up to 6, with the option to accommodate as many as 10 more with the 2 Casita offerings just across the road. Close to wineries, distilleries and breweries as well as an abundance of parks including Pedernales Falls State Park and Hamilton Pool.

Guest favorite

The interior of the yurt features a circular design with a skylight dome at the center, allowing natural light to fill the space. A spacious bed is positioned in the foreground, accompanied by a kitchenette and comfortable seating area in the background.

Yurt in Dripping Springs

4.96 out of 5 average rating, 321 reviews

Breathtaking Treehouse Yurt-Romantic Getaway!

This one-of-a-kind Treehouse Yurt is your PERFECT getaway from city life! Located in the heart of Texas winery and brewery country, your day trips are only minutes away in every direction! This one bedroom is hosted by Airbnb's 2022 Top New Host of the State of Texas! Relax in the spa, stargaze, or sit around the fire under a 300-year-old Live Oak Tree! The Tangled Oak Yurt is tucked away on a beautiful 9-acre property and offers all your modern amenities plus a king-size bed!

Guest favorite

The exterior showcases a charming blue farmhouse with a welcoming front porch. Two red chairs are placed on the porch, framed by flowering shrubs and a stone pathway. A wooden fence lines the front yard, enhancing the serene countryside atmosphere.

Home in Dripping Springs

4.93 out of 5 average rating, 180 reviews

Hill Country Farmhouse - Hot Tub and Fire Pit

Come relax in our Farmhouse, located west of Dripping Springs. The Farmhouse is a 2 story, features 4 bedrooms, 2.5 bath and can sleep 10. It sits on 9 acres with a wet weather pond & has plenty of roaming room. Located 1/2 mile from Hwy 290 and 10 min to Dripping Springs. We are close to many wedding venues, wineries & river floating. A 15 minute drive to the quaint town of Johnson City. *No unauthorized Parties. Security camera. monitored. Minimum age to rent is 25.

Guest favorite

A welcoming living area features a comfortable sofa and an armchair, accented by soft lighting from a side table lamp. The kitchen area, equipped with modern appliances, showcases rustic shelving and a vintage hutch, adding character to the space. Natural light flows through the window.

Farm stay in Dripping Springs

4.91 out of 5 average rating, 101 reviews

Modern Cottage @ Flyin’ Arrow Ranch

Flyin’ Arrow Ranch is a special place for families to make memories. With open pastures, a park-like setting, plenty of massive old oak trees, and occasional events on the lawn, this little piece of the Texas Hill Country can be a perfect retreat for your family. Whether you’re staying in The Crooked Cottage and enjoying a spectacular modern farmhouse vibe or having a pop-up dinner party in the field, Flyin’ Arrow is a place for families to make memories.