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Holiday houses in Sisterdale

Find and book unique accommodation on Airbnb

Top-rated holiday rentals in Sisterdale

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top Guest favourite
The exterior of a single-story guest suite is shown, featuring a light brown wooden façade and a metal roof. A gravel pathway leads to a wooden picnic table under a shaded overhang, surrounded by greenery. Large windows provide glimpses of the surrounding landscape.
Guesthouse in Comfort
4.96 out of 5 average rating, 188 reviews

Dog Trot Guest Suites on the RW Ranch

Welcome to the hilltop on our 135 acre ranch. We are located in the heart of the Texas Hill Country with close proximity to everything! Our Dog Trot Guest Suites consists of 2 suites each with a queen bed, an additional sleeping area (daybed or trunnel) and private bath. Our 180 deg views are spectacular and the stars at night are big and bright! We are a short distance from Old Tunnel State Park, James Kiehl River Park, Sister Creek Winery, foodie restaurants and caves. Hope to see you soon!

Top Guest favourite
A hot tub is positioned on a wooden deck, offering expansive views of a vibrant sunset sky. The scene features relaxing outdoor seating, with rich colors of orange and pink reflecting upon the landscape, enhancing the serene ambiance.
Cabin in San Antonio
4.97 out of 5 average rating, 247 reviews

Romantic Couples Cabin with Private Hot Tub

•Where love settles in and time slows down. •Grantham House is a romantic couples cabin designed for connection, comfort, and unforgettable moments. A guest favorite with outstanding reviews. Awarded Airbnb’s top 1% of homes. •Nestled in the Texas Hill Country, this private retreat offers beautiful views, a warm hot tub, and a cozy space made for two. •Whether you are celebrating something special or simply escaping the everyday, this is a place to relax, reconnect, and enjoy time together.

Guest favourite
A modern three-story tower is surrounded by lush green foliage, showcasing a metal roof and a deck on the upper level. Large windows offer glimpses of the nature surrounding the structure, emphasizing its secluded setting in the Hill Country.
Farm stay in Boerne
4.93 out of 5 average rating, 296 reviews

Hill Country Tower

HILL COUNTRY TOWER WITH BEAUTIFUL HILL COUNTRY VIEWS This is the perfect retreat spot for anyone wanting to trade the noise of the city for a peaceful weekend filled with Hill Country views and stars you can actually see at night. The 3 story fully-outfitted tower, designed by a prestigious local architect is topped off by a deck that overlooks over 100 acres of pristine, undeveloped Hill Country property. 5 minute drive to Downtown Boerne. Updated new king size bed with luxurious mattress.

Guest favourite
The tree tower structure features multiple levels connected by an outdoor staircase. Glass walls provide a view of the surrounding trees, while a wooden deck with seating is visible at the entrance. A stacked log section rests beside the pathway, enhancing the natural setting.
Tower in Fredericksburg
4.95 out of 5 average rating, 169 reviews

Chertecho Tree Tower

Designed to connect with the natural systems of a special place, Chertecho sits among the trees on a 5-acre rocky slope overlooking the Pedernales River Valley. An outdoor stair system connects the three levels - a covered rooftop deck; a second-floor master suite; and a ground floor kitchen space. Glass walls open to the wooded slopes of Big Hill, a ridge separating the Pedernales and Guadalupe watersheds halfway between Comfort and Fredericksburg. A place to unplug, and reconnect.

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, 173 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
Barn in Boerne
4.99 out of 5 average rating, 178 reviews

Red Barn Retreat•Feed Deer Daily•8 min to Boerne

Boutique barn stay on 9 peaceful acres • Just 7 min from downtown Boerne • King suite + cozy living area w/ sofa sleeper • Full kitchen for easy meals • Outdoor games & wide open space • Wildlife under beautiful oak trees • Feed the deer with deer corn provided • Texas-themed charm with luxury touches • Brand-new mural wall by renowned artists—perfect photo spot • Relax under starry skies & explore Boerne’s Hill Country magic NO SMOKING OR VAPING (tobacco or marijuana)

Top Guest favourite
The tiny house is situated on a spacious deck, featuring wooden planks and a mix of vibrant exterior finishes. Large windows provide natural light, while a seating area with a chair invites relaxation. The surrounding landscape includes native vegetation, enhancing the peaceful ambiance.
Tiny home in Boerne
4.98 out of 5 average rating, 219 reviews

Lucky Stars Tiny (Luxury) House - Boerne TX

Lucky Stars sits on 7 beautiful, native acres, tons of wildlife, just ten minutes from Boerne, with stargazing at its best! Upscale on a small-scale, 200 sf with fully-equipped kitchen, on-level Queen master bed, Smart TV, WiFi, full-size bathroom, outdoor living/shower on the deck, and more. Loft space has handmade linen/wool mattress (2 Twins or King). Built on DIY’s Tiny Luxury 2017-Season 3 Ep.3. Long-termers and short-termers always welcome.

Top Guest favourite
A well-maintained exterior view of the property features a spacious driveway leading up to a single-story building, flanked by greenery and mature trees. Decorative pots with plants and a wooden bench enhance the inviting atmosphere of the area.
Guesthouse in Boerne
4.96 out of 5 average rating, 511 reviews

Hill Country Carriage House

We have everything you need for a romantic getaway, business travel or fun family time. We live in a wonderful neighborhood where deer and chickens roam free. We are about a 5 minute drive to/from Main Street and in the very heart of the Texas Hill Country. Southern hospitality, hiking trails, wineries, brew haus, music venues and everything the great HC offers is here. Come be our guest! Read entire site for info! We look forward to meeting you.

Guest favourite
Cabin in Kendalia
4.98 out of 5 average rating, 132 reviews

Secluded Hill Country Cabin | Pool + Stargazing

Cowboys & Dreamers is a secluded luxury retreat tucked into the rolling hills of Kendalia — designed for slow mornings, dark skies, and unforgettable Texas Hill Country sunsets. Whether you’re planning a romantic getaway, wellness retreat, anniversary trip, weekend escape, or simply searching for a peaceful luxury cabin in the Texas Hill Country, Cowboys & Dreamers offers a stay that feels restorative, grounding, private, and unforgettable.

Guest favourite
A bright living area features a comfortable sectional sofa centered on a patterned area rug. A small coffee table is positioned in front, and a dining table with seating for four is visible. Natural light enters through a nearby door with blinds.
Home in Comfort
4.93 out of 5 average rating, 197 reviews

Guesthouse at Hill Country Pottery No cleaning fee

Peaceful secluded cabin comfortably nestled on 23 acres in the beautiful Hill Country of central Texas. Convenient access to local wineries, and close proximity to charming towns, such as Fredericksburg, Boerne, and Comfort. The Guesthouse is on a shared property with Hill Country Pottery, which is s short walk away from the home. Also only 8 miles from the shops and restaurants of downtown Comfort.

Top Guest favourite
A cozy home with a welcoming porch is surrounded by lush greenery and hills. The slanted metal roof reflects the natural landscape, while shaded seating areas invite relaxation. The property features a mix of trees and open spaces, enhancing the secluded atmosphere.
Cabin in Fredericksburg
5 out of 5 average rating, 226 reviews

Ranch Retreat, Romantic, Views, Wineries, Wildlife

Experience a tranquil, "back to nature getaway"! Spectacular views & lots of wildlife! Romantic, secluded in a nicely decorated house with everything you need! Enjoy local wineries or view whitetail deer, armadillos, fox, wild pigs, & South TX rare birds on the property! Most guests comment on the quietness and stars in the sky! Hike our acreage, visit the wineries, nearby day trips or just RELAX!

Guest favourite
The geodome is elevated on wooden supports, featuring a spacious deck adorned with string lights. Below, a private hot tub and cowboy pool are visible, along with a suspended bed for relaxation. The surrounding area includes trees and natural landscape, enhancing the secluded ambiance.
Treehouse in Fredericksburg
4.86 out of 5 average rating, 199 reviews

Treehouse Serenity Dome W/Private Hot Tub

Serenity Dome: A Harmonious Blend of Comfort and Nature. Welcome to our geodome, where luxury meets natural beauty for an unforgettable escape. Immerse yourself in comfort, surrounded by the wonders of nature. Pamper yourself in your own private hot tub or take a dip in the cowboy pool. After a day of exploring, cozy up by a cracking fire or stargaze right from the comfort of your bed.

Popular amenities for Sisterdale holiday rentals

  1. Airbnb
  2. United States
  3. Texas
  4. Kendall County
  5. Sisterdale