Vacation rentals in Henly

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Top-rated vacation rentals in Henly

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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, 259 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, 238 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

Guest favorite

The charming white bungalow features two chairs placed on a gravel pathway, framed by a welcoming front porch. Large windows illuminate the interior, showcasing the inviting entrance door. A vibrant sunset sky enhances the serene outdoor setting surrounded by greenery.

Home in Dripping Springs

4.92 out of 5 average rating, 147 reviews

Modern “Carmen”Farmhouse With Star Gazing Patio.

Discover our 1-bedroom suite on our 30 acre Madrona Ranch, surrounded by magnificent oak trees. Unwind on the inviting front porch or stargaze on the stone patio. This new suite features high-end finishes, including custom cabinets, vaulted ceilings, quartz counters, and maple hardwood floors. Enjoy country views and a starlit sky. Need more space? Inquire about our 2 additional bungalows and a 2-bedroom home on the property. Your escape awaits. 1 Exterior security camera faces the parking area

Top guest favorite

A cabin with a distinctive metal roof is nestled on a hillside, surrounded by lush greenery. The expansive view showcases rolling hills and valleys under a cloudy sky, creating a peaceful and natural setting.

Cabin in Wimberley

4.97 out of 5 average rating, 129 reviews

La Lomita Cabin - Amazing Views, Hot tub

Welcome to La Lomita, an intimate cabin retreat for two in Wimberley! Perched above the treetops, this charming cabin offers comfort and stunning hillside views. The thoughtfully designed interior blends rustic charm with modern style. Keep an eye out for the enchanting wildlife and a spectacular sunrise. The well-appointed kitchen and cozy living area complete this magical setting. Relax, rejuvenate, and reconnect with nature. Experience the magic of Wimberley from the best seat in the house!

Guest favorite

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, 228 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.

Top guest favorite

A modern bathroom features a glass-enclosed shower with marble-like tiles and a showerhead overhead. Adjacent to the shower sits a bathtub, while neatly arranged towels are displayed on a shelf underneath the custom cabinetry. Soft lighting enhances the clean lines of the space.

Home in Wimberley

4.98 out of 5 average rating, 142 reviews

Serenity at Liberty Ranch- 3 BR rural retreat

Welcome to Serenity. Whether its a romantic get away for two, or fun with the family, this is it. Off a dirt road, private quiet setting. Beautiful country roads, invites cycling or a scenic drive thru the countryside. Huge deck with BBQ and firepit. Starlink high speed internet with Roku TV, log into your favorite streaming apps. 3 bedroom, 2 bath with sofa sleeper. Lounge on the deck, watch the deer gather at the feeder. 20 min drive to downtown Wimberley, Blanco, or Dripping Springs.

Top 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, 188 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

An inviting cabin interior features wooden walls and rustic decor. A spacious bed is accompanied by a cozy sitting area with leather sofas. A ping-pong table and a game area with a checkerboard are visible, enhancing the recreational atmosphere of the living space.

Cabin in Dripping Springs

4.98 out of 5 average rating, 177 reviews

Backwoods BNB in Dripping Springs TX on 23 acres

Located in the Heart of the Hill Country just 10 miles west of Dripping Springs providing an easy day trip to many local favorites like Austin, San Antonio, Fredericksburg, & Wimberley. The cabin has 3 beds, living, kitchen, dining, bathroom & shower. The property has wildlife galore giving the feel of backwoods just 10 mins from civilization. Community pool available to guests 2 hours/day during the hours of 10A-3P with advanced reservation. Rules & use waiver must be signed in advance.

Top guest favorite

A modern tiny house is depicted with a light blue exterior, featuring several large windows that allow natural light to fill the interior. A stone pathway leads to a covered front porch, offering views of the expansive green landscape and hills in the background.

Tiny home in Johnson City

4.98 out of 5 average rating, 263 reviews

The Blue Casita at Caballo Creek Ranch

This tiny house offers luxurious Texas Hill Country accommodations which are easily accessible yet feel a world away from urban life. Enjoy the Casitas’ private refuge on 55 acres surrounded by hill country views with the comforts of an upscale hotel. The property is close to wineries, distilleries and breweries. The area is also well known for its abundance of parks and swimming holes including Pedernales Falls State Park (a 5-minute drive), Hamilton Pool, and Blanco State Park.

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, 332 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!

Top guest favorite

A wooden deck features a small round table accompanied by two black metal chairs. The surrounding views include expansive green fields and scattered trees, providing a serene outdoor space for relaxation.

Cabin in Johnson City

5 out of 5 average rating, 214 reviews

Amustus Ranch

On forty acres between Johnson City and Pedernales Falls Park, the cabin offers a private light filled space in the heart of all the fun of the Texas Hill Country. Only 3 miles from Pedernales Falls Park, Amustus Ranch is near all that the Hill Country has to offer. Nature adventures, wine tasting,and more are all within a short drive of this secluded spot. And, on the breezy deck you can enjoy star gazing. This property is not suitable for children under five years of age.

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, 182 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.