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!

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

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.

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!

The Blue Casita at Caballo Creek Ranch

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.

Charles - Modern Tiny House - 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 and you can enjoy sitting on the porch or at the picnic table under the trees to kick back and relax on a cool evening.

Western Sky, 78606

Brand NEW cozy cabin that awaits you and your guest to stay out here in the beautiful Hill Country. If you have a wedding to attend, a race to run, checking out the wineries, eateries, breweries, coming out for an event like the Lavender Festival in Blanco, or just to relax, unplug and rewind? We have a nice place for you here at Western Sky! We are on a rain water catchment system so thank you for helping us to make every drop count!

Panoramic Serenity: Luxury Soaking Tub & Pool

Welcome to the luxury dream escape for two! Imagine star-gazing from the luxurious outdoor soaking tub or unwinding on the lounge bed with a gorgeous view. Rinse off in the perfect outdoor shower. Spend the sunny Texas afternoons sipping local spirits in the Cowboy Pool, soaking up the sun and the valley view. We've handled every detail for your unforgettable stay. Don't be surprised if you never want to leave!

Wine Country Cottage on 5 AC - Couples Getaway!

RELAX & RECHARGE at this charming cottage in the woods! Lovingly renovated w/marble furnishings/painted wood ceilings...the interior has a relaxed, elegant feel. From the front porch enjoy coffee or a cocktail while watching deer graze in the yard, head out back to take in the shade of an old oak tree or explore the (SEASONAL) creek! Visit local restaurants/bars w/interesting towns, wineries & the state park nearby!