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, 275 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, 252 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
4.92 out of 5 average rating, 172 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

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, 168 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 Dripping Springs
4.99 out of 5 average rating, 113 reviews

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

Guest favourite
A modern two-story building is captured from an elevated view, showcasing large glass windows and sleek architectural lines. A spacious deck with seating overlooks the surrounding landscape, while trees frame the property, emphasizing its connection to nature.
Home in Dripping Springs
4.88 out of 5 average rating, 112 reviews

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.

Guest favourite
The interior of the Yurt showcases a spacious layout with a circular skylight dome at the center. A king-sized bed is adorned with colorful pillows, complemented by a cozy full-sized couch and a coffee table. Bright windows allow natural light to enhance the room's inviting design.
Yurt in Dripping Springs
4.98 out of 5 average rating, 182 reviews

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!

Guest favourite
Barn in Dripping Springs
4.98 out of 5 average rating, 58 reviews

Dripping Springs Luxury Barndo

Cool Barndominium hideaway. 800 square-foot apartment attached to a 40 x 40 modern, yet rustic game barn. Barn includes shuffleboard table, ping-pong table, cornhole, and darts. It’s also a great place to hang out with the classic bar, tables and seating areas. Close the barn doors to keep the weather out or open them to allow nature in. Enjoy coffee in the morning with all of natures wonders or wine in the evenings to take and the beautiful Hill Country sunsets.

Top guest favourite
The exterior of a modern farmhouse is presented at dusk, showcasing large windows that illuminate the inviting interior. A covered carport provides sheltered entry. The surrounding yard is decorated with natural landscaping, and the atmosphere is enhanced by the soft glow of sunset hues in the sky.
Home in Dripping Springs
4.99 out of 5 average rating, 105 reviews

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.

Top 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
4.93 out of 5 average rating, 129 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.

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, 169 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, 247 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