Vacation rentals in Henly

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Top-rated vacation rentals in Henly

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Top guest favorite

An eclectically furnished guesthouse is surrounded by vibrant gardens featuring red flowers and lush greenery. The structure includes a welcoming porch and a metal roof, harmonizing with the tranquil outdoor setting. A pathway lined with stones leads to the entrance, enhancing the inviting atmosphere.

Cottage in Dripping Springs

5 out of 5 average rating, 255 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

Two decorative metal chairs are placed on a grassy area beneath a large tree, providing shade. The background features an expanse of green grass and scattered young trees, creating a serene outdoor setting.

Cottage in Johnson City

4.93 out of 5 average rating, 141 reviews

Olive Ranch Tiny Home #1

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. Cottage 1 has a bedroom with a queen bed and a twin pullout couch. Guests may use the outdoor kitchen / pavilion, large deck, and a fire pit. Dogs welcome.

Top guest favorite

The cottage is softly illuminated by outdoor lights, highlighting the stone exterior and metal roof. String lights create a cozy atmosphere along the porch, where a seating area can be seen. The surrounding grassy terrain is visible under the evening sky.

Home in Dripping Springs

4.99 out of 5 average rating, 233 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

Cabin in Wimberley

4.96 out of 5 average rating, 109 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!

Superhost

A modern tiny house exterior is showcased with a sleek design and large glass doors allowing for natural light. The roof features a contrasting overhang, providing shade to the entrance. Surrounding greenery complements the structure, while a gravel pathway leads to the door.

Tiny home in Dripping Springs

4.93 out of 5 average rating, 221 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 bathroom features a pedestal sink and a mirror framed in rustic wood. A shower curtain with a large star design against a wooden backdrop adds character. A compact shelving unit holds towels, contributing to the organized space.

Cabin in Dripping Springs

4.98 out of 5 average rating, 174 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

Home in Johnson City

4.98 out of 5 average rating, 119 reviews

Dream Shack Escape Texas Hill Country Wine, Nature

This vacation oasis is a feast for the eyes & balm for your soul. Built by an artist, The Dream Shack is a wonderland of creative discovery & environmentally friendly sanctuary. This peaceful getaway is on 15 acres of secluded Hill Country woodlands with a wet weather creek, trails & room to explore. The Dream Shack is full of artistic touches & creative use of materials. The pavilion is a lovely outdoor living area/ kitchen with fridge, cooktop, grill, tables, chairs, bartop & hammock.

Top guest favorite

A donkey and sheep gather around a water trough in an open area. Several sheep, with black and white markings, are visible nearby, grazing on the grassy terrain. The background features low hills and a glimpse of a red barn.

Tiny home in Johnson City

4.98 out of 5 average rating, 260 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

A wooden deck extends from a circular yurt surrounded by lush greenery, featuring spacious seating arrangements. A large live oak tree provides shade, enhancing the outdoor space's natural ambiance. Sliding glass doors offer entry into the yurt, harmonizing indoor and outdoor environments.

Yurt in Dripping Springs

4.96 out of 5 average rating, 309 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

A well-equipped kitchen features modern appliances and green cabinetry. Wooden countertops add warmth, while open shelving displays an array of dishware. A water dispenser is positioned next to the refrigerator. Natural light filters through the window, enhancing the inviting atmosphere.

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.

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

4.93 out of 5 average rating, 130 reviews

Modern Farmhouse With Star Gazing Patio “Carmen”.

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 tranquil escape awaits.

Top guest favorite

A fenced garden area is surrounded by lush greenery, featuring raised planting beds filled with various herbs and vegetables. A small structure, likely a greenhouse, is visible in the background, partially obscured by trees and native plants. The open space invites exploration and connection with nature.

Home in Dripping Springs

4.92 out of 5 average rating, 149 reviews

Ranch House Retreat

The McBride Ranch is a family owned property nestled on 17 acres of wildlife habitat in the Texas Hill Country, between Dripping Springs and Blanco. The house has 3 bedrooms, 2 baths, living, dining, kitchen, sun room, covered deck, fenced yard and native butterfly gardens. The home set up is great for visiting and entertaining or just relaxing. It is close to wineries, distilleries, breweries, wedding & events venues, State parks and swimming holes.