Holiday houses in Henly

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Top-rated holiday rentals in Henly

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Top Guest favourite
A circle of dark green Adirondack chairs is arranged among trees, situated in a grassy area. The backdrop features a light-colored guest house partially visible, surrounded by greenery and garden elements, creating an inviting outdoor space for relaxation.
Cottage in Dripping Springs
5 out of 5 average rating, 262 reviews

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!

Guest favourite
A charming cottage is framed by a green landscape under a bright blue sky. A front porch with white railings and steps leads to large glass doors, offering views of the surrounding nature. Texas greenery borders the property, adding to the peaceful setting.
Cottage in Johnson City
4.93 out of 5 average rating, 145 reviews

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.

Top Guest favourite
The cottage is illuminated against a night sky, highlighting its charming architecture. Soft lighting accentuates the inviting porch and stone detailing, while windows glow warmly from within, creating a welcoming entrance. Outdoor seating enhances the cozy atmosphere, perfect for relaxing under the stars.
Home in Dripping Springs
4.99 out of 5 average rating, 246 reviews

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

Guest favourite
The charming white bungalow features two chairs placed on a gravel pathway, framed by a welcoming front porch. Large windows illuminate the interior, showcasing the inviting entrance door. A vibrant sunset sky enhances the serene outdoor setting surrounded by greenery.
Home in Dripping Springs
4.91 out of 5 average rating, 156 reviews

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

Top Guest favourite
The cabin is surrounded by lush trees, with a spacious deck offering outdoor seating. A rocky path leads to the entrance, and kayaks are visible on the side. Natural stone and greenery frame the area, creating a serene atmosphere in the Texas Hill Country.
Home in Wimberley
4.98 out of 5 average rating, 675 reviews

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.

Guest favourite
The exterior of the Nirvana Cabin is highlighted by open double doors, showcasing a cozy interior with a dining area visible through the screen. Two light blue chairs and a small table sit outside, surrounded by natural landscaping.
Cabin in Dripping Springs
4.85 out of 5 average rating, 129 reviews

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

Nestled within the 13 Acres Meditation Retreat in the picturesque Texas Hill Country, the Nirvana Cabin offers a tranquil respite for guests. Explore hiking trails, gardens, wet-weather creek, jaw dropping 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. Come discover the restorative power of this sacred space as you craft your own transformative experience!

Top Guest favourite
A wooden deck extends from the entrance, accented by soft lighting and potted plants. The door features multiple panels and a welcome mat. A table and chairs are positioned nearby, offering a space to relax and enjoy the surrounding nature.
Cabin in Wimberley
4.97 out of 5 average rating, 535 reviews

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.

Top Guest favourite
Home in Austin
4.99 out of 5 average rating, 377 reviews

The Hummingbird - A Cozy Countryside Casita

This artful rural retreat is a mix of quaint charm and modern elegance. Connect with a loved one or simply disconnect from the world. Watch the sunset or stargaze in complete privacy from the porch or hot tub that overlooks a meadow encircled with trees. Step inside to a flood of natural light. Cook a meal in the fully stocked kitchen. Get a great night's rest in the organic king-size bed. Explore nearby wineries, breweries, and hiking trails. Austin is a short drive from here too!

Guest favourite
Guesthouse in Dripping Springs
4.95 out of 5 average rating, 166 reviews

Milda’s She Shed (Cozy Cabin)

Located on 4 acres nestled in the Hill Country just 30 minutes west of downtown Austin, our cabin is a great space for wine, beer, or distillery visits/tours. Hamilton Pool and Pedernales Falls State Park are close by as well. Also a great spot if you’re coming for a wedding. ***Please note that this cabin has an incinerator toilet, called “Incinolet”. It is clean and easy to use, although somewhat rustic. We will provide instructions for proper use at check in.***

Guest favourite
A welcoming living area features a comfortable sofa and an armchair, accented by soft lighting from a side table lamp. The kitchen area, equipped with modern appliances, showcases rustic shelving and a vintage hutch, adding character to the space. Natural light flows through the window.
Farm stay in Dripping Springs
4.92 out of 5 average rating, 114 reviews

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.

Top Guest favourite
A spacious living area features large windows that allow natural light to fill the room. A comfortable leather sofa and a blue armchair are arranged around a round coffee table. A dining table is visible in the background, paired with black stools. Two entry doors provide access to the outside.
Home in Wimberley
4.95 out of 5 average rating, 263 reviews

Enjoy the Tree top view from this oversized flat

Come relax at our stylish, unique Tree Loft. We converted an 800+ square ft. photography study into a trendy flat. The living room ceiling peaks at 20 feet. Suspended above the living room is the bedroom with a view of the tree tops. The bathroom is just below the bedroom at the bottom of the stairs. Generous windows bring the outside in. Step out on to the screen porch for your morning coffee or into the small totally fenced private backyard.

Guest favourite
A cozy living space features a blue sofa with black and white cushions, a wooden coffee table, and a dining area with a table for four. Large glass doors provide natural light and open to a porch, while a sleek kitchenette is visible along the wall.
Tiny home in Dripping Springs
4.92 out of 5 average rating, 234 reviews

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

  1. Airbnb
  2. United States
  3. Texas
  4. Hays County
  5. Henly