Vacation rentals in Sisterdale

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Top-rated vacation rentals in Sisterdale

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

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Top guest favorite
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, 191 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 favorite
Cabin in San Antonio
4.97 out of 5 average rating, 258 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 favorite
A luxurious glamping tent is elevated among trees, surrounded by outdoor string lights. A welcoming hot tub is positioned nearby, alongside a hammock chair. A wooden deck is visible, leading into the tent, where cozy seating and warm lighting create an inviting atmosphere.
Treehouse in Fredericksburg
4.88 out of 5 average rating, 316 reviews

Treehouse Glamping at Pecan Haven! Private HotTub!

Suspended 10 feet in the air, Pecan Haven is luxury glamping at its best, our tent includes a king size bed, A/C, indoor bathroom with walk-in shower, private hot tub, coffee, wifi, and more. Relax outdoors, take a nap in your hammock chairs, indulge in a soak in your private hot tub, or avail yourself of the private outdoor shower. This Treehouse also has a smart TV for your Netflix and movie binge nights. This treehouse has everything you'll need for a fun, relaxing stay in the hill country.

Top guest favorite
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
4.96 out of 5 average rating, 102 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 favorite
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 favorite
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 favorite
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, 174 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 favorite
Barn in Boerne
4.99 out of 5 average rating, 180 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)

Guest favorite
The cabin is illuminated by warm string lights, creating a cozy ambiance. A fire pit with seating is positioned in the foreground. Lush trees surround the cabin, while a picnic table is situated nearby for outdoor dining.
Ranch in Boerne
4.96 out of 5 average rating, 136 reviews

The Riverwood - A Hill Country retreat!

The Riverwood cabin was built by the property owner (Oso), a direct descendant of Dr. Herff, an early settler to Boerne in the 1850's. The rustic, craftsman-built cabin sits on an 85 acre historic ranch and wildlife preserve, located just 2 miles from downtown Boerne Square. The cabin is a bit quirky, and definitely an experience, yet has all the comforts you will need for a relaxing stay with friends or family! Please read house rules before booking.

Guest favorite
A stone house nestled among trees is illuminated by the warm glow of sunset. The structure features a sloped roof and multiple windows, allowing natural light to enter. The entrance is framed by some shrubs, providing an inviting appearance amidst the natural surroundings.
Home in Boerne
4.88 out of 5 average rating, 73 reviews

Guadalupe Retreat| 3BR Riverfront Stay Near Boerne

Imagine a private riverside resort, a kid-friendly and pet-friendly hideaway loaded with luxurious amenities, and tons of fun and relaxing things to do. All this and more awaits you at the Guadalupe River Retreat, one of the best Hill Country vacation destinations, tucked away in the gorgeous mountainous terrain just outside Boerne! It's perfect for nature lovers and travelers alike with its rural setting, but with the charming city of Boerne close by.

Guest favorite
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 favorite
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.

Popular amenities for Sisterdale vacation rentals