Holiday houses in Henly

Olive Ranch Tiny Home #2

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 Mae's Ridge, 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 2 has one bedroom with a queen bed. Guests may use the outdoor kitchen / pavilion, large deck, and a fire pit. Dogs are 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 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!

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.

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 but we do have a sofa/futon thats great for kids. Enjoy sitting on the porch or at the picnic table under the trees to kick back and relax on a cool evening.

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.

Hill Country Farmhouse - Hot Tub and Fire Pit

Come relax in our Farmhouse, located west of Dripping Springs. The Farmhouse is a 2 story, features 4 bedrooms, 2.5 bath and can sleep 10. It sits on 9 acres with a wet weather pond & has plenty of roaming room. Located 1/2 mile from Hwy 290 and 10 min to Dripping Springs. We are close to many wedding venues, wineries & river floating. A 15 minute drive to the quaint town of Johnson City. *No unauthorized Parties. Security camera. monitored. Minimum age to rent is 25.

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.

Modern Farmhouse With Star Gazing Patio “Carmen”.

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 tranquil escape awaits.