Vacation rentals in Henly

Olive Ranch Cabin - Dog Friendly!

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. This cabin has 2 bedrooms each with queen beds. The cabin has a private fire pit and an outdoor kitchen / pavilion shared with other guests. Dogs welcome.

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

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.

Tiny Cabin in Hill Country on 1.5 Acre Mini-Farm

As seen on HGTV! "My Tiny Cabin" is a complete house in 288 square feet, built as an experiment in simplification by CJ "Ceige" Taylor, situated under oak trees on a 1.5-acre working neighborhood mini-farm. Stay in a real Tiny House on Wheels while you visit nearby Driftwood or Dripping Springs, drive into Austin or San Marcos, or enjoy the Texas Whiskey Trail (Crowded Barrel, Fang & Feather), wedding venues (Chapel Dulcinea, Tuscan Hall), the Wizard Academy, Radha Madhav Dham, and more.

Joy Glamping Cabin: Yoga/Hike/Swim @ 13 Acres

The cheerful & sun-drenched Joy Cabin is situated within the tranquil expanse of the 13 Acres Meditation Retreat. Explore hiking trails, gardens, wet-weather creek, amazing sunsets, gift market, infinity pool, refreshing outdoor showers, super clean restroom facilities, classes in the Breathe yoga/meditation studio, 24/7 café, & community fire pit where fellow travelers gather. Come discover the restorative power of this sacred space as you craft your own transformative experience!

Hill Country Dream Cottage

8 miles east of Dripping Springs and 8 miles from SW Austin. The newly remodeled cottage has its own private entrance/deck, living room, 2 baths (1 with jacuzzi tub), a bedroom with queen size bed, and a smaller bed room w/full bed, plus a well stocked kitchenette. It is part of a larger cottage that has been divided in two (like a duplex). If waking to the sites and sounds of the country is for you, then this hill country cottage is the perfect start to a hill country adventure

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.

Grove at Blue Top - cozy cabin for 1-4 guests

Get away to the beautiful Texas Hill Country at Blue Top. Enjoy quiet days, spectacular sunsets, and star-filled nights. Explore nearby wineries, restaurants, shopping, and state parks for recreation and history. Grove cabin is constructed of aromatic cedar and pine. The cabin is comfortably furnished with a kitchenette, 2 queen-sized beds, dining area, and WIFI. Delight in our pure, filtered rainwater and abundant wildlife. Located an hour from Austin or San Antonio.

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.

Drippin West @ Lost Girls Farm

Welcome to Drippin West... Our spin on two of our favorite places in Texas - Dripping Springs and West Texas! Our cabin sits on the front acre of a 10 acre Hobby farm. We have goats, chickens, horse, and a few cows. While we keep the critters separate from the cabin they may come and visit the fence line. Feel free to give them an ear scratch! (but please do not open the gate) - NO PETS please, including emotional support animals.