
Holiday rentals in Henly
Find and book unique accommodation on Airbnb
Top-rated holiday rentals in Henly
Guests agree: these stays are highly rated for location, cleanliness and more.

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 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!

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!

Backwoods BNB in Dripping Springs TX on 23 acres
Located in the Heart of the Hill Country just 10 miles west of Dripping Springs providing an easy day trip to many local favorites like Austin, San Antonio, Fredericksburg, & Wimberley. The cabin has 3 beds, living, kitchen, dining, bathroom & shower. The property has wildlife galore giving the feel of backwoods just 10 mins from civilization. Community pool available to guests 2 hours/day during the hours of 10A-3P with advanced reservation. Rules & use waiver must be signed in advance.

Romantic Yurt Getaway: King Bed | Private Hot Tub
This one-of-a-kind Treehouse Yurt is your PERFECT getaway from city life! Located in the heart of Texas winery and brewery country, your day trips are only minutes away in every direction! This one bedroom (king bed) is hosted by Airbnb's 2022 Top New Host of the State of Texas! Relax in the spa, stargaze, or sit around the fire under a 300-year-old Live Oak Tree! The Tangled Oak Yurt is tucked away on a beautiful 9-acre property and offers all your modern amenities plus a king-size bed!

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.

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.

Adorable Green tiny home-near Field of Dreams
Less than a mile from Field of Dreams & Speeding Springs. Super cute and sparkling clean! This little gem is so close to many of the main attractions in Dripping Springs and surrounding area. Less than 8 miles to Pedernalas state park. Perfect location if you’re looking for a quiet, beautiful, serene setting that’s close to everything you want but just far enough away to help you forget the big city. We hope you choose to come stay with us at Cricket Hill Ranch.

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

Private Ranch: Creek+Nature+ Gameroom+Relax

Stonehaus Lodge at Onion Creek

NEW Chic, Luxury Home with Pool - Howard Ranch!

Secluded Hill Country Retreat | Pet-Friendly

Three Hearts Casita

Charming Artist Cottage

Red Sky Ranch House on 32 Acres with 270° Views!

Vista Azul | Private View • Pool • Hot Tub • Grill
Destinations to explore
- Houston Holiday rentals
- Austin Holiday rentals
- Dallas Holiday rentals
- San Antonio Holiday rentals
- Galveston Holiday rentals
- Fort Worth Holiday rentals
- Corpus Christi Holiday rentals
- Port Aransas Holiday rentals
- Fredericksburg Holiday rentals
- Arlington Holiday rentals
- Canyon Lake Holiday rentals
- McAllen Holiday rentals
- Six Flags Fiesta Texas
- Guadalupe River State Park
- Circuit of The Americas
- The Domain
- Zilker Botanical Garden
- Zilker Metropolitan Park
- Schlitterbahn Waterpark & Resort
- Natural Bridge Caverns
- Inks Lake State Park
- Pedernales Falls State Park
- Mount Bonnell
- Blue Hole Regional Park
- University of Texas at San Antonio
- McKinney Falls State Park
- Austin Convention Center
- The University of Texas at Austin
- Lady Bird Johnson Wildflower Center
- Chapel Dulcinea
- Morgan's Wonderland
- Hamilton Pool Preserve
- Longhorn Cavern State Park
- Wimberley Market Days
- Spicewood Vineyards
- Enchanted Rock State Natural Area





