
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!

Longhorn Hall B&B at Triple H Ranch Wedding Venue
Located in the Heart of the Hill Country 10 miles west of Dripping Springs providing an easy day trip to many favorites like Austin, San Antonio, Fredericksburg & Wimberley. The cabin offers 4 beds, living, kitchen, dining, & bathroom. The property is in the country w/wildlife galore giving the feel of real backwoods just 10 minutes from civilization. Community pool available to guests 2 hour/day during the hours of 10A-3P w/advance reservation. Rules & use waiver must be signed in advance

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!

Dripping Springs Luxury Barndo
Cool Barndominium hideaway. 800 square-foot apartment attached to a 40 x 40 modern, yet rustic game barn. Barn includes shuffleboard table, ping-pong table, cornhole, and darts. It’s also a great place to hang out with the classic bar, tables and seating areas. Close the barn doors to keep the weather out or open them to allow nature in. Enjoy coffee in the morning with all of natures wonders or wine in the evenings to take and the beautiful Hill Country sunsets.

Day Drippin' Farm-stay | Rainwater| New Build
Situated on one acre of fenced yard, our cozy retreat offers the perfect blend of Texas country charm and modern amenities. Built in 2023, our home features chemical-free rainwater collection, a whole-home propane back-up generator, and top-of-the-line appliances for your convenience. Check-in with your personal code on the keyless entry in the covered carport. We are a family owned business which means we oversee every turnover, and go the extra mile to welcome you.

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

Private Ranch: Creek+Nature+ Gameroom+Relax

Stonehaus Lodge at Onion Creek

Three Hearts Casita

Charming Artist Cottage

Loma Bella House

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

Quiet and Restful Suite in the Texas Hill Country
Destinations to explore
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- Six Flags Fiesta Texas
- Guadalupe River State Park
- Circuit of The Americas
- The Domain
- Zilker Botanical Garden
- Natural Bridge Caverns
- Zilker Metropolitan Park
- Pedernales Falls State Park
- Blue Hole Regional Park
- Inks Lake State Park
- Mount Bonnell
- McKinney Falls State Park
- Schlitterbahn Waterpark & Resort
- University of Texas at San Antonio
- Austin Convention Center
- The University of Texas at Austin
- Lady Bird Johnson Wildflower Center
- Morgan's Wonderland
- Chapel Dulcinea
- Hamilton Pool Preserve
- Enchanted Rock State Natural Area
- Longhorn Cavern State Park
- Wimberley Market Days
- Spicewood Vineyards





