Holiday rentals in Sisterdale

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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.
Guest house in Comfort
4.96 out of 5 average rating, 184 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
Cabin in San Antonio
4.99 out of 5 average rating, 170 reviews

Romantic Hill Country Cabin with Private Hot Tub

• Awarded Airbnb’s coveted top 1% of homes and “Guest Favorite”. •12 minutes to La Cantera, The Rim and Fiesta Texas. 25 minutes to Downtown/Riverwalk and SeaWorld (traffic pending) • Relax in the hot tub and enjoy stars & planets on a clear Hill Country night • Have a date in the quaint town of Boerne only 15 minutes away. •Relax in the hot tub and enjoy stars & planets on a clear Hill Country night. Deer and Turkey often seen in the valley below. Enjoy your coffee under the covered deck.

Top guest favourite
A serene view of the hilltop cabin is captured at dusk, showcasing a spacious deck with seating areas and red umbrellas. The cowboy pool is visible nearby, and the cabin’s warm lights create a welcoming atmosphere against the backdrop of the natural landscape.
Home in Fredericksburg
5 out of 5 average rating, 230 reviews

Private|Quiet|Hilltop|57Acres|Wildlife|HotTub|Pool

Welcome to Grandview Wildlife Ranch - A scenic hilltop hideaway on 57 private acres. GWR is your peaceful getaway in the Texas Hill Country. This private ranch setting is ideal for couples looking to unwind with expansive views, charming rustic interior and thoughtful amenities. The ranch is quiet and cozy and offers a retreat like no other. Soak in our luxurious hot tub, cool off in the cowboy pool, dark sky area for star gazing, hiking and explore the property in our Kawasaki Mule rental.

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, 162 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
Cabin in Boerne
4.99 out of 5 average rating, 186 reviews

Feed Deer Daily |Peaceful Hill Country Cozy Cabin

Nestled under towering oaks just 7 minutes from Boerne, the Cozy Oak Cottage offers a peaceful Hill Country escape where nature and comfort meet. Sip coffee as deer wander by, spot our friendly free-range chickens exploring the grounds, and enjoy the beautiful wild birds that visit the birdbath. A stylish, cozy interior, fast WiFi, and warm, thoughtful touches create a stay where guests feel genuinely cared for from the moment they arrive. Tap ❤️ and book your serene retreat today.

Top guest favourite
The exterior of the home showcases a modern design with a spacious deck supported by a stylish staircase. A hammock hangs nearby, inviting relaxation. Large glass windows reveal warm lighting inside, and the silhouette of the hot tub is visible on the upper deck against the evening sky.
Shipping container in Blanco
5 out of 5 average rating, 106 reviews

New luxury container w/deck hot tub amazing views

Contain and Chill is a place to do just that "chill." You can relax by the chiminea with a glass of wine, curl up to a good book in the hammock, or hit the deck 12 feet high or 20 steps up overlooking the hill country. The deck has a two-person hot tub and sitting area to enjoy the panoramic view of the hill country and catch the most breathtaking sunsets. This view takes stargazing to a whole new level. This unique home is not just a couple's getaway; it's an experience.

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, 214 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
Guest house in Boerne
4.96 out of 5 average rating, 503 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
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, 195 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
Cabin in Fredericksburg
5 out of 5 average rating, 223 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!

Top guest favourite
A charming single-story retreat is set against a vibrant sunset, showcasing large windows that illuminate the home. The inviting front porch features ample seating, while the surrounding natural landscape features mature trees and sparse grasses, creating a tranquil outdoor environment.
Guest house in Boerne
4.99 out of 5 average rating, 109 reviews

Pleasant Valley Hideaway

Welcome to our charming 1-bedroom retreat, nestled on tranquil acreage with stunning sunsets and peaceful nights. Located in the picturesque town of Boerne, our getaway offers the perfect blend of small-town charm and modern comforts, with easy access to the vibrant downtown San Antonio, the scenic Fredericksburg and the many Texas state parks (Guadalupe River State Park is 12-minutes away).

Superhost
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
4.87 out of 5 average rating, 175 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