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, 253 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, 174 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 A-frame cabin is set against a vibrant sunset sky, featuring large front windows that illuminate the cozy interior. A spacious deck surrounds the cabin, adorned with two bright chairs and a hot tub, surrounded by lush greenery.
Cabin in Wimberley
4.99 out of 5 average rating, 326 reviews

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!

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, 170 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!

Superhost
A cabin with a circular design is nestled among lush trees and greenery. A metal roof contrasts with the earthy tones of the exterior. The entrance, framed by shrubs and natural landscaping, features a wooden door that invites guests inside.
Cabin in Wimberley
4.88 out of 5 average rating, 202 reviews

Cabin in The Woods-2 bedroom on 7.5 acres, Hot Tub

Cabin in the Woods is the only property on 7.5 acres of woods, wildlife and peaceful seclusion. It is 20 minutes to Wimberley square, and 20 minutes to Blanco square. You can watch deer and wild turkeys during the day and stargaze at night. This is a great place to get away from it all and just be with yourself and nature. It is great for kids and pets. Pets are allowed at $30 per pet. Additional amenity packages such as grocery delivery, breakfast tacos, and Happy Hour are also available.

Top guest favourite
An inviting cabin interior features wooden walls and rustic decor. A spacious bed is accompanied by a cozy sitting area with leather sofas. A ping-pong table and a game area with a checkerboard are visible, enhancing the recreational atmosphere of the living space.
Cabin in Dripping Springs
4.98 out of 5 average rating, 185 reviews

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.

Top guest favourite
The interior of the yurt features a circular design with a skylight dome at the center, allowing natural light to fill the space. A spacious bed is positioned in the foreground, accompanied by a kitchenette and comfortable seating area in the background.
Yurt in Dripping Springs
4.97 out of 5 average rating, 381 reviews

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!

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, 113 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 exterior of a charming tiny home is presented, featuring a welcoming porch with two chairs. Steps lead up to the front door, framed by white railings. A grassy area surrounds the home, highlighting a natural landscape with stone pathways.
Tiny home in Dripping Springs
4.96 out of 5 average rating, 52 reviews

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.

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, 250 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