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, 260 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!

Guest favorite
The open living area features a comfortable seating arrangement with a striped sofa and natural light pouring in from large windows. The kitchen is equipped with modern appliances, and a dining table set with a blue tablecloth adds a pop of color.
Cottage in Johnson City
4.96 out of 5 average rating, 123 reviews

Olive Ranch Tiny Home #2

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 Mae's Ridge, 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. Cottage 2 has one bedroom with a queen bed. Guests may use the outdoor kitchen / pavilion, large deck, and a fire pit. Dogs are welcome.

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, 241 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, 153 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
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, 669 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.

Guest favorite
The interior of the Yurt showcases a spacious layout with a circular skylight dome at the center. A king-sized bed is adorned with colorful pillows, complemented by a cozy full-sized couch and a coffee table. Bright windows allow natural light to enhance the room's inviting design.
Yurt in Dripping Springs
4.99 out of 5 average rating, 142 reviews

Jaw-Dropping Yurt! Romantic Getaway! Spa+King Bed!

This one-of-a-kind Yurt in the Live Oak trees is your PERFECT getaway from city life! Located in the heart of Texas winery/brewery country, your day trips are only minutes away in every direction! This one bedroom (king) is hosted by Airbnb's 2022 Top New Host of the State of Texas! Relax in the spa, stargaze, or sit around the fire on a 300+sq/ft deck surrounded by ancient live oak trees! The Hidden Oak Yurt is tucked away on a beautiful 9-acre property and offers all your modern amenities!

Superhost
The cozy sleeping area features two full-size beds with soft, patterned linens, accented by decorative pillows. Natural light enters through curtained windows, and a vintage sign hangs above, contributing to the serene ambiance. A side lamp and small nightstand enhance the functionality of the space.
Tiny home in Dripping Springs
4.82 out of 5 average rating, 298 reviews

Claire Villa @ D6 Retreat: Hike/Swim/Yoga

The Claire Villa at D6 Retreat sleeps 6 and offers guests a rejuvenating escape. Surrounded by natural splendor, the cabin provides direct access to hiking trails, butterfly gardens, wet-weather creek, & amazing sunsets. Guests can also enjoy the retreat's infinity pool, gift market, cafe, yoga studio for classes & community fire pit where fellow travelers gather. This sacred space invites visitors to craft their own transformative getaway in the heart of the serene Texas Hill Country.

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, 232 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
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, 184 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
Guesthouse in Dripping Springs
4.95 out of 5 average rating, 162 reviews

Milda’s She Shed (Cozy Cabin)

Located on 4 acres nestled in the Hill Country just 30 minutes west of downtown Austin, our cabin is a great space for wine, beer, or distillery visits/tours. Hamilton Pool and Pedernales Falls are close by as well. Also a great spot if you’re coming for a wedding. ***Please note that this cabin has an incinerator toilet, called “Incinolet”. It is clean and easy to use, although somewhat rustic. We will provide instructions for proper use at check in.***

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
4.92 out of 5 average rating, 108 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.

Top guest favorite
The living area showcases a rustic wooden sofa adorned with textured cushions. A round wooden table is positioned nearby, while a turquoise console table, decorated with flowers and a clock, enhances the room's charm. Soft lighting creates a warm ambiance against the shiplap walls.
Guest suite in Dripping Springs
4.96 out of 5 average rating, 427 reviews

“The Euro” a Taste of Romance in the Hill Country

Near the gateway of the hill country, Dripping Springs, The “Euro Suite" is a romantic private 2 room guest suite attached to the main house, with its own parking, entrance, living, kitchenette, bed and bath. Experience a taste of Europe in central Texas. "The Euro Suite" is within 30 mins to Austin, the hill country, wedding venues, parks, wineries, distilleries and breweries. It’s the perfect start for your hill country adventure.

Popular amenities for Henly vacation rentals

  1. Airbnb
  2. United States
  3. Texas
  4. Hays County
  5. Henly