
Holiday rentals in Henly
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Top-rated holiday rentals in Henly
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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!

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

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!

Romantic Yurt Getaway: King Bed | Private Hot Tub
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 (king bed) 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!

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.

Cozy Treehouse overlooking Wimberley Valley
Find a place of peace and calmness here at the Mustard Seed Treehouse. Our cozy house is nestled in trees and built at the top of the hill overlooking the Wimberly Valley. It brings you incredible sunrises to enjoy with your coffee and sunsets to enjoy with a good glass of wine or hot tea. We are just a 5 min walk from the Blanco River and River Road and a 3 min drive to the Wimberley Square. The house is well stocked with your kitchen essentials and bath goodies to soak the day away.

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.

Three Hearts Casita
Retreat to a luxe rustic casita on acreage in Dripping Springs surrounded by beautiful stone sculpture. Located next door to a winery and minutes from more tasting rooms and Dripping Springs Distilling. Inside, textured stucco with limestone insets, natural hardwood floors, and curated finishes make this cozy space feel inviting. Perfect to gather, unwind, and stargaze after a day of sipping and exploring the Texas Hill Country.
Popular amenities for Henly holiday rentals
Other great holiday rentals in Henly

The Getaway near Jacob's Well

Private Hill Country Ranch | Creek + Game Room

The Lodge Unit B

Adorable Green tiny home-near Field of Dreams

Charming Artist Cottage

Red Sky Ranch House on 32 Acres with 270° Views!

Gather Haus | Sleeps 20 • Pool • Sauna • Gym

Vista Azul | Private View • Pool • Hot Tub • Grill
Destinations to explore
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- Six Flags Fiesta Texas
- Guadalupe River State Park
- Circuit of The Americas
- The Domain
- Schlitterbahn Waterpark & Resort
- Zilker Metropolitan Park
- Zilker Botanical Garden
- Inks Lake State Park
- University of Texas at San Antonio
- Pedernales Falls State Park
- Mount Bonnell
- Natural Bridge Caverns
- Blue Hole Regional Park
- Austin City Limits Live at The Moody Theater
- Austin Convention Center
- The University of Texas at Austin
- McKinney Falls State Park
- Chapel Dulcinea
- The OASIS on Lake Travis
- The Rim Shopping Center
- Longhorn Cavern State Park
- Wimberley Market Days
- Lady Bird Johnson Wildflower Center
- Texas State University





