Holiday rentals in Henly

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Top-rated holiday rentals in Henly

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Guest favourite
A welcoming living area features a stone accent wall and large windows allowing natural light to fill the space. Comfortable seating includes a patterned sofa and armchair. A wooden coffee table sits center stage, complemented by a bar height table with stools in the adjacent space.
Cabin in Johnson City
4.96 out of 5 average rating, 196 reviews

Olive Ranch Cabin - Dog Friendly!

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. This cabin has 2 bedrooms each with queen beds. The cabin has a private fire pit and an outdoor kitchen / pavilion shared with other guests. Dogs welcome.

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, 261 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, 243 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, 155 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 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
4.93 out of 5 average rating, 233 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 but we do have a sofa/futon thats great for kids. Enjoy sitting on the porch or at the picnic table under the trees to kick back and relax on a cool evening.

Guest favourite
A charming tiny cabin sits nestled among oak trees, featuring a wooden exterior and large front windows. Two blue Adirondack chairs are placed on the grassy area in front, inviting relaxation. Sturdy steps lead up to the welcoming front door.
Tiny home in Austin
4.9 out of 5 average rating, 357 reviews

Tiny Cabin in Hill Country on 1.5 Acre Mini-Farm

As seen on HGTV! "My Tiny Cabin" is a complete house in 288 square feet, built as an experiment in simplification by CJ "Ceige" Taylor, situated under oak trees on a 1.5-acre working neighborhood mini-farm. Stay in a real Tiny House on Wheels while you visit nearby Driftwood or Dripping Springs, drive into Austin or San Marcos, or enjoy the Texas Whiskey Trail (Crowded Barrel, Fang & Feather), wedding venues (Chapel Dulcinea, Tuscan Hall), the Wizard Academy, Radha Madhav Dham, and more.

Superhost
The cabin's interior showcases a spacious bed adorned with a soft quilt, complemented by colorful woven blankets. Expansive windows open to reveal a serene view of the lush landscape, inviting natural light and fresh air into the peaceful atmosphere.
Cabin in Dripping Springs
4.86 out of 5 average rating, 283 reviews

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

The cheerful & sun-drenched Joy Cabin is situated within the tranquil expanse of the 13 Acres Meditation Retreat. Explore hiking trails, gardens, wet-weather creek, amazing 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 where fellow travelers gather. Come discover the restorative power of this sacred space as you craft your own transformative experience!

Guest favourite
Guest house in Dripping Springs
4.92 out of 5 average rating, 340 reviews

Hill Country Dream Cottage

8 miles east of Dripping Springs and 8 miles from SW Austin. The newly remodeled cottage has its own private entrance/deck, living room, 2 baths (1 with jacuzzi tub), a bedroom with queen size bed, and a smaller bed room w/full bed, plus a well stocked kitchenette. It is part of a larger cottage that has been divided in two (like a duplex). If waking to the sites and sounds of the country is for you, then this hill country cottage is the perfect start to a hill country adventure

Top guest favourite
A cozy interior features two queen-sized beds, dressed in soft linens. Natural wood paneling lines the walls, creating a warm ambiance. Large windows allow for natural light, complemented by ceiling fans that enhance the room's comfort. A small table and chairs provide additional seating.
Cabin in Johnson City
5 out of 5 average rating, 337 reviews

Grove at Blue Top - cozy cabin for 1-4 guests

Get away to the beautiful Texas Hill Country at Blue Top. Enjoy quiet days, spectacular sunsets, and star-filled nights. Explore nearby wineries, restaurants, shopping, and state parks for recreation and history. Grove cabin is constructed of aromatic cedar and pine. The cabin is comfortably furnished with a kitchenette, 2 queen-sized beds, dining area, and WIFI. Delight in our pure, filtered rainwater and abundant wildlife. Located an hour from Austin or San Antonio.

Guest favourite
Guest house in Dripping Springs
4.95 out of 5 average rating, 165 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 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, 111 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
An inviting outdoor space features a bright blue double door entrance, framed by large windows. Two turquoise chairs are positioned on the wooden deck, offering a comfortable setting to enjoy the surroundings, with a small table nearby for convenience.
Farm stay in Dripping Springs
4.96 out of 5 average rating, 585 reviews

Drippin West @ Lost Girls Farm

Welcome to Drippin West... Our spin on two of our favorite places in Texas - Dripping Springs and West Texas! Our cabin sits on the front acre of a 10 acre Hobby farm. We have goats, chickens, horse, and a few cows. While we keep the critters separate from the cabin they may come and visit the fence line. Feel free to give them an ear scratch! (but please do not open the gate) - NO PETS please, including emotional support animals.

Popular amenities for Henly holiday rentals

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  2. United States
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  4. Hays County
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