
Holiday houses in Henly
Find and book unique accommodation on Airbnb
Top-rated holiday rentals in Henly
Guests agree: these stays are highly rated for location, cleanliness and more.

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!

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.

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

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

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!

2 units 1 price. Pickleball court. TX Hill Country
Hill Country pickleball. Listing is both units (2/2 and a 1/1) on 4 acres in the wedding capital of Texas. This hill country retreat has breath taking views. 10 minutes to Dripping Springs, 30 min. Wimberley and the Blanco river, 45 min. to Austin. Come explore everything Dripping Springs and the surrounding areas have to offer. Wineries and Breweries galore nearby. Family Friendly Dreamland 5 minutes away or just come for this beautiful home, view and the perfect central Texas getaway.

Luxury Villa | Pool | Views | Hot Tub | Fire Pit
Welcome to our Ranch. Located on 180 Acres in Dripping Springs, the Nook Villa is a Relaxing Luxury Modern Home with all the amenities you could possibly need. Decorated Mid-Century Modern and accented by beautifully restored antique pieces. This home is built around the west-facing picturesque 180-degree stunning views showcased throughout the indoor and outdoor spaces. Relax on the large comfortable sofa, the luxury hot tub, or on the covered porch to take in the beautiful sunsets.

Romantic Yurt Getaway: Private Hot Tub | 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! This one bedroom (king) is hosted by Airbnb's 2022 Top New Host of the State of Texas! Relax in the private hot tub, 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!

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.

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.

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.

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. Enjoy sitting on the porch or at the picnic table under the trees to kick back and relax on a cool evening.
Popular amenities for Henly holiday rentals
Other great holiday rentals in Henly

Longhorn Hall B&B at Triple H Ranch Wedding Venue

Private Hill Country Ranch | Creek + Game Room

The Blessed Barn

Vista Azul | Private View • Pool • Hot Tub • Grill

The Getaway near Jacob's Well

VIEWS! Texas Hill Country -Bella Vista

Charming Artist Cottage

Gather Haus | Sleeps 20 • Pool • Sauna • Gym
Destinations to explore
- Houston Holiday rentals
- Austin Holiday rentals
- Dallas Holiday rentals
- San Antonio Holiday rentals
- Galveston Holiday rentals
- Fort Worth Holiday rentals
- Corpus Christi Holiday rentals
- Port Aransas Holiday rentals
- Fredericksburg Holiday rentals
- Arlington Holiday rentals
- Canyon Lake Holiday rentals
- New Braunfels Holiday rentals
- Six Flags Fiesta Texas
- Guadalupe River State Park
- Circuit of The Americas
- The Domain
- Zilker Botanical Garden
- Schlitterbahn Waterpark & Resort
- Zilker Metropolitan Park
- Inks Lake State Park
- University of Texas at San Antonio
- Mount Bonnell
- Natural Bridge Caverns
- Blue Hole Regional Park
- Pedernales Falls State Park
- McKinney Falls State Park
- Austin Convention Center
- The University of Texas at Austin
- Chapel Dulcinea
- Austin City Limits Live at The Moody Theater
- Lady Bird Johnson Wildflower Center
- Longhorn Cavern State Park
- Hamilton Pool Preserve
- Morgan's Wonderland
- Wimberley Market Days
- The OASIS on Lake Travis





