Holiday rentals 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, 268 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!

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, 248 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

Top guest favourite
A cabin with a distinctive metal roof is nestled on a hillside, surrounded by lush greenery. The expansive view showcases rolling hills and valleys under a cloudy sky, creating a peaceful and natural setting.
Cabin in Wimberley
4.96 out of 5 average rating, 150 reviews

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!

Top guest favourite
Cabin in Blanco
4.99 out of 5 average rating, 515 reviews

Cabin Sweet Serengeti Safari Ranch

Our modern cabin is set on 40 beautiful acres of pristine Hill Country. It sleeps up to 8 people; perfect for small families, couples, or friends looking to relax and enjoy some country luxury. Guests have access to fishing, swimming, roasting s'mores at the fire pit, lounging in the gazebo, and exploring the property. Located right by Real Ale Brewery just 2 miles from downtown Blanco with restaurants, shopping, and Blanco State Park. Austin and San Antonio are also easily accessible by car.

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, 683 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.

Top guest favourite
A spacious home is set on open land, surrounded by greenery and trees. The stone exterior gives a rustic charm, while a covered porch with furniture invites relaxation. A cluster of lounge chairs is positioned nearby on the manicured grass, offering comfortable outdoor seating.
Home in Spring Branch
5 out of 5 average rating, 116 reviews

The Texas River Property (Now w/Starlink)

8+ acres of private, water front property with a beautiful home that is all yours for the duration of your rental. This property boasts river access immediately on property, just walk right on down to the Guadalupe and set your chairs up to enjoy a day in the cool flowing waters of one of Texas's finest rivers. The acreage offers open land to run, play and explore all around. Upgraded internet through Starlink gives excellent wifi. Check out the photos and message us with any questions.

Top guest favourite
A serene bedroom features a spacious bed covered in a white decorative blanket, surrounded by large windows that allow natural light. The wood-paneled walls and floor create a warm atmosphere. A small wood-burning stove is positioned beside a minimalist chair.
Treehouse in Blanco
4.99 out of 5 average rating, 163 reviews

The Treehouse at Hill Country Nature Retreat

Explore an expansive viewpoint of the Texas Hill Country. This handbuilt, one-of-a-kind treehouse is nestled on 37 forested acres. With its unique design and stylish interiors, half mile hiking trail, hammocks, and screened in porch, the treehouse invites you unwind, rest, and recharge in nature. You won’t be surrounded by other Airbnbs here. Book a night or two and enjoy some peace. (The covered outside staircase takes you from the downstairs kitchen/bathroom to the 2nd floor bedroom.)

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, 550 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
An inviting living space features a plush sofa adorned with patterned pillows, complemented by a warm wooden accent wall. A mirror and a television are positioned for convenience, and the area is illuminated by a vintage-style light fixture, creating a cozy atmosphere.
Cabin in Dripping Springs
4.99 out of 5 average rating, 105 reviews

Wandering Souls Cabin

Unique hilltop cabin with incredible views. Close to the activities that make Dripping Springs the Wedding Capital of Texas and the Gateway to the Texas Hill Country. Breweries, Vineyards, State Parks, Lake Travis and River adventures await. Close enough to Austin, but just far enough away! This Hill Country Cabin for “Wandering Souls” is perfect for 2, 3 or 4 folks. Private and quiet. Visit Pedernales Falls State Park for beautiful waterfalls, hiking and biking trails.

Guest favourite
A walkway leads to a charming house surrounded by a lush, green landscape. Mature trees provide shade over the entrance, while flower pots are arranged thoughtfully along the path, adding a touch of color to the natural setting.
Home in Dripping Springs
4.91 out of 5 average rating, 163 reviews

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.

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, 238 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.

Top guest favourite
The cabin is nestled amid trees, framed by a natural landscape. Its exterior is a light color with multiple windows, showcasing a welcoming porch. A circular stone path surrounds the cabin, leading towards an outdoor seating area with chairs and an umbrella, offering a peaceful setting.
Cabin in Blanco
4.97 out of 5 average rating, 251 reviews

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!

Popular amenities for Henly holiday rentals

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