Holiday rentals in Henly

A modern farmhouse is depicted, featuring a spacious outdoor area with a clear swimming pool and a shaded seating area. A covered patio extends from the house, complemented by a grill and a few lounge chairs. Lush greenery surrounds the property, providing a serene backdrop.

4.97 out of 5 average rating, 101 reviews

NEW Chic, Luxury Home with Pool - Howard Ranch!

This unique + stylish modern farmhouse has you living in the lap of luxury! Breeze out of your designer bedroom (one of TWO primary suites!) into your gorgeous bathroom, then wander out to one of TWO decked out kitchens for coffee or tea, cook a few eggs from the chicken coop just on the other side of the driveway, then meander outside for a splash in the pool to stretch your legs or stroll the property on the walking trails! Close to wineries, wedding venues, and hill country beauty/adventures!

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Cottage in Dripping Springs

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.

5.0 out of 5 average rating, 279 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!

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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.

4.99 out of 5 average rating, 254 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

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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.

4.92 out of 5 average rating, 179 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

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A private pool is featured in the foreground, reflecting the colors of the sky at sunset. Lush trees frame the scene, creating a natural backdrop to the expansive views of the rolling hills beyond.

4.99 out of 5 average rating, 106 reviews

The View | Dripping Springs, TX

Welcome to The View in Dripping Springs, TX! Our 5 bedroom, 3 bath, 2 living space retreat offers stunning hill country views, a private pool, hot tub and easy access to local distilleries such as Deep Eddy and Dripping Springs Vodka, wedding venues, and local shopping. Perched at an elevation of 1500 feet and located in a recognized Dark Sky community, The View provides rare stargazing opportunities as well as captivating sunrises and sunsets. Experience the magic of the Texas Hill Country!

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Villa in Dripping Springs

The spacious living area features large windows offering panoramic views of the Texas Hill Country. A comfortable sectional sofa faces the view, while a dining area with modern pendant lights is visible in the background. The warm wood flooring adds a natural element to the design.

4.98 out of 5 average rating, 237 reviews

Luxury Home - Stunning Views, Pool, Hot Tub

Welcome to our Ranch. Located on 180 Acres in Dripping Springs, the Hideaway Hill Country is a Relaxing Luxury Modern Home with all the amenities. Decorated Mid-Century Modern and accented by beautifully restored antique pieces. This home is built around the west-facing picturesque 180-degree views showcased throughout the indoor and outdoor spaces. Relax on the large comfortable sofa, the luxury hot tub, or on one of the multiple covered porches and gazebos to take in the beautiful sunsets.

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4.96 out of 5 average rating, 388 reviews

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

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!

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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.

4.89 out of 5 average rating, 119 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.

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Tiny home in Johnson City

A cozy living area is presented with a large light-colored sofa and an armchair. A wooden coffee table sits in front of the sofa, with a decorative cowhide rug underneath. A wall clock and a large television are mounted on a textured white-brick wall, enhancing the room's design.

4.98 out of 5 average rating, 263 reviews

The Green Casita at Caballo Creek

This tiny house offers luxurious Texas Hill Country accommodations which are easily accessible yet feel a world away from urban life. Enjoy the Casitas’ private refuge on 55 acres surrounded by hill country views with the comforts of an upscale hotel. The property is close to wineries, distilleries and breweries. The area is also well known for its abundance of parks and swimming holes including Pedernales Falls State Park (a 5 minute drive), Hamilton Pool, and Blanco State Park.

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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.

4.99 out of 5 average rating, 120 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.

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4.98 out of 5 average rating, 58 reviews

Barn in Dripping Springs

Dripping Springs Luxury Barndo

Cool Barndominium hideaway. 800 square-foot apartment attached to a 40 x 40 game barn. Barn includes shuffleboard table, ping-pong table, cornhole, air hockey 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.

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