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Holiday houses 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.
Guesthouse in Comfort
4.96 out of 5 average rating, 190 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
4.97 out of 5 average rating, 256 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.

Top Guest favourite
A well-lit walkway, bordered by smooth stones and small shrubs, leads to the entrance of the guest house. Large windows allow warm light to spill out, while mature trees provide a natural backdrop against a colorful sunset sky.
Guesthouse in Boerne
4.99 out of 5 average rating, 101 reviews

The Oak Haus ~ Hill Country escape

Welcome to the Oak Haus - your perfect Hill Country escape! 7 min from Boerne, 5 min from river access ~Cozy, remodeled guest house with full kitchen, washer/dryer, dedicated workspace and all the comforts of home ~Pet friendly with fenced in yard area ~Covered back porch with private hot tub, rocking chairs ~Separate game room w/ 6 arcade games, foosball, TV and seating ~Endless outdoor activities, BBQ grill, firepit, basketball court, cornhole, horseshoes, view Axis/Whitetail deer.

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, 297 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.

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
5.0 out of 5 average rating, 241 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.

Top 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, 173 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
5.0 out of 5 average rating, 211 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 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, 221 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.

Guest favourite
The exterior of the cabin is framed by large, mature trees, providing ample shade. A stone chimney adds a rustic touch. A seating area with metal chairs and a table is set on a stone patio, inviting guests to enjoy outdoor relaxation.
Cabin in Boerne
4.93 out of 5 average rating, 41 reviews

Peaceful Cabin by the Creek • Firepit • Sleeps 10

Sleeps 10 • Creek Access • Firepit • Pool Table • Pet Friendly. The cabin has 7 total beds and includes direct access to Jacob's Creek, where you can swim, float, relax, and enjoy the wildlife. Spend evenings around the firepit, challenge friends to a game of pool, or unwind in the hammock beneath the oak trees. Just a short drive from Boerne, Fredericksburg, and wine country, it's the perfect getaway for families, friends, and small groups.

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

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
5.0 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!

Top Guest favourite
Tiny home in Boerne
4.99 out of 5 average rating, 168 reviews

The Nature Bath - Soak it all away!

Settle into this charming, and romantic private studio set on an 85 acre historic ranch in the Hill Country. Equipped with an indoor/outdoor style bath house, you'll find it easy to soak away all your stresses in this magical setting. Take in the sights and sounds of nature, from bird watching to star gazing. Only 5 minutes to Downtown Boerne! Please make sure to read house rules before booking.

Popular amenities for Sisterdale holiday rentals