Vacation rentals in Henly

Cottage in Dripping Springs

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.

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!

4.93 out of 5 average rating, 141 reviews

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

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.

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.

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

4.96 out of 5 average rating, 109 reviews

Cabin in Wimberley

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.

Cabin in Dripping Springs

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.

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.

4.98 out of 5 average rating, 119 reviews

Home in Johnson City

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.

Tiny home in Johnson City

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.

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.

4.96 out of 5 average rating, 309 reviews

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

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!

Farm stay in Dripping Springs

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.

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.

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.

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.

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.

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.

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Other great vacation rentals in Henly

4.93 out of 5 average rating, 175 reviews

Hill Country Farmhouse - Hot Tub and Fire Pit

ChrisRating, 5 stars1 day ago

Great weekend at a phenomenal place! Our group was very happy with the house and the seclusion. The pool and hot tub were great! Would absolutely recommend.

4.94 out of 5 average rating, 84 reviews

The image displays a map highlighting the location of the Night Owl, along with nearby wedding venues and attractions in the Hill Country. Various points of interest are marked, showcasing the tranquil setting and accessibility to local features.

Bus in Dripping Springs

Retreat, Stargaze & Unplug on 10 Secluded Acres

XavierRating, 5 stars2 days ago

The night owl bus was perfect , it was an amazing getaway for me and my girlfriend to relax and unwind in for are small summer vacay !

The exterior features a stone facade with large windows and a covered porch area. A dining table is visible, complemented by elegant landscaping of blooming purple flowers and green foliage. The scene is enhanced by a clear blue sky, adding to the serene atmosphere.

5 out of 5 average rating, 56 reviews

Stonehaus Lodge at Onion Creek

JessicaRating, 5 stars1 week ago

This property is absolutely stunning. The pictures do not do it justice. This is especially a great spot for those attending an event/wedding at Camp Lucy. The hosts were so kind and very quick to respond when we had questions. It truly added so much joy to my brother’s wedding weekend! We had both sides of our families come visit and sat around by the cozy outdoor/porch area. If we ever travel to dripping springs again, we will without a doubt be staying here! From start of our stay to finish, everything was effortlessly perfect. 10/10 recommend this place! You will not be disappointed! 🤍 -Jessica Champ

A modern bathroom features a freestanding bathtub and a sleek vanity with a circular mirror above. The walls are adorned with white herringbone tiles, and a dark fixture hangs overhead. Large windows allow natural light to fill the space.

4.98 out of 5 average rating, 57 reviews

NEW Chic, Luxury Home with Pool - Howard Ranch!

AngieRating, 5 stars1 week ago

Everything about the accommodations was on point! The entire place has an air of whimsy meets sophistication in a relaxed atmosphere. The hosts were extremely responsive and helpful about check-in procedures and any questions we had about staying in Dripping Springs. The remote location was just what we needed to relax and unwind. We even saw deer in the backyard! Yet, the location is near plenty of activities with a reasonable drive. Everyone had a great time!!

4.97 out of 5 average rating, 37 reviews

A spacious living area showcases large glass doors that frame expansive views of the countryside. A comfortable seating arrangement includes a chair with a high back and a wooden coffee table. Natural light floods the room, enhancing the inviting atmosphere.

Home in Wimberley

Charming Artist Cottage

ChantelRating, 5 stars1 day ago

Very peaceful and private. We really liked the original furniture pieces, so unique which adds a nice touch. Very comfortable bed! The view is great, esp at night with all the stars. Overall pleased with our stay.

Tiny home in Dripping Springs

Two gray Adirondack chairs are positioned around a round fire pit, showcasing flickering flames surrounded by blue glass beads. The chairs feature floral pillows for added comfort, while a rustic wooden fence creates a private outdoor space, complemented by a gravel surface.

4.98 out of 5 average rating, 40 reviews

Hilltop Hideout- Gorgeous views! Dog Friendly

AracelliRating, 5 stars3 days ago

Wanted an airbnb for an in town wedding that allowed our dog to stay with us. It was so cute and I loved the outdoor space. The weather was just right so it was just what we needed.

4.95 out of 5 average rating, 37 reviews

A field of bluebonnet wildflowers stretches across the landscape, showcasing clusters of vibrant purple blooms interspersed with green foliage. The soft contours of the terrain are visible in the background, contributing to a serene, natural setting.

Cabin in Johnson City

Flat Creek Sanctuary Cabin

KennethRating, 5 stars4 weeks ago

We had a great time in this hill country cabin thank you!