
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!

Luxury Home - Stunning Views, Pool, Hot Tub
Welcome to our Ranch. Located on 180 Acres in Dripping Springs, the Hideaway Hill Country is a Relaxing Luxury Modern Home with all the amenities. Decorated Mid-Century Modern and accented by beautifully restored antique pieces. This home is built around the west-facing picturesque 180-degree views showcased throughout the indoor and outdoor spaces. Relax on the large comfortable sofa, the luxury hot tub, or on one of the multiple covered porches and gazebos to take in the beautiful sunsets.

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 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!

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!

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.

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.

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 Green Casita at Caballo Creek
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

The Getaway near Jacob's Well

La Paz | Hot Tub + Hill Country Views | Wimberely

Stonehaus Lodge at Onion Creek

NEW Chic, Luxury Home with Pool - Howard Ranch!

Charming Artist Cottage

Treehouse Apartment

Little Luna | Lakefront Escape w/ Firepit

The Charlie: Luxury King Treehouse Studio Suite
Destinations to explore
- Brazos River Holiday rentals
- Colorado River Holiday rentals
- Houston Holiday rentals
- Austin Holiday rentals
- Central Texas Holiday rentals
- Dallas Holiday rentals
- San Antonio Holiday rentals
- Guadalupe River Holiday rentals
- Galveston Holiday rentals
- Fort Worth Holiday rentals
- Corpus Christi Holiday rentals
- Port Aransas Holiday rentals
- Six Flags Fiesta Texas
- Zilker Botanical Garden
- Circuit of The Americas
- Natural Bridge Caverns
- Blue Hole Regional Park
- Guadalupe River State Park
- McKinney Falls State Park
- Mueller
- Zilker Metropolitan Park
- The University of Texas at Austin
- Mount Bonnell
- The Domain
- Austin Convention Center
- Lady Bird Johnson Wildflower Center
- Inks Lake State Park
- Morgan's Wonderland
- Pedernales Falls State Park
- University of Texas at San Antonio
- Hamilton Pool Preserve
- Chapel Dulcinea
- Hidden Falls Adventure Park
- Wimberley Market Days
- Canyon Springs Golf Club
- Longhorn Cavern State Park





