Holiday rentals in Henly

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

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!

Modern tiny house, pool & EV charger on 6 acres

Welcome to Buck Moon tiny house, a restful hideaway where you can recharge and gather inspiration from the art and nature surrounding you. Our tiny house sits on 6 acres, located between Wimberley, Blanco and Dripping Springs. Sleep deep under the stars in our treehouse lofts and enjoy every minute in our thoughtfully curated space. Relax in our brand new outdoor living space with an 8' plunge pool and state of the art grilling station or spend the evening indoor streaming your favorite movie.

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.

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 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.

3 Bedroom | Golf Simulator | Arcade

Whether its a romantic get away for two, or fun with the family, this is it. Off a dirt road, private quiet setting. Beautiful country roads, invites cycling or a scenic drive thru the countryside. Huge deck with BBQ and firepit. Starlink high speed internet, Roku TV, log into your favorite streaming apps. 3 bedroom, 2 bath with sofa sleeper. Game Room with Arcade games and golf simulator (or theatre). 20 minutes to downtown Wimberley, Blanco, or Dripping Springs.

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.

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.