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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, 185 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
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
4.96 out of 5 average rating, 223 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 favorite
A rustic exterior of The Sunday House is displayed, featuring a mix of weathered wood and metal. The white picket fence and an old bicycle add charm, while autumn trees provide a natural backdrop. A sign above the door identifies the property.
Guesthouse in Boerne
4.98 out of 5 average rating, 565 reviews

The Sunday House

Welcome to the Sunday House! Our tiny home was built by hand using reclaimed materials with your rest & relaxation in mind. This rustic romantic getaway is equipped with many amenities including a queen-sized memory foam mattress, kitchenette, full size bathroom with a shower and a wood burning stove to keep you cozy. Enjoy a complementary cup of coffee in our courtyard garden or snuggle up inside for a movie. NO CLEANING FEES 2022 Permit #2200146 Photo Credit: Aubree Lorraine Photography

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
4.86 out of 5 average rating, 278 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.

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, 292 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 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 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, 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 favorite
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 favorite
Barn in Boerne
4.99 out of 5 average rating, 174 reviews

Red Barn Retreat|Private|TX Charm & Wildlife Views

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 favorite
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 favorite
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, 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.

Top guest favorite
A large, luxurious yurt is set against a backdrop of hills. The exterior features a circular design with a light-colored fabric. A blue door is framed by windows, and a wooden deck is visible, providing an inviting entryway and space for outdoor relaxation.
Yurt in Boerne
5 out of 5 average rating, 135 reviews

Luxe Yurt, heater, w/ hot tub, sunset&hill country

Escape the hustle and melt your cares away in the hot tub at this unique luxury yurt in Boerne! A nature lover’s retreat, butterflies abound and two mini splits keep you perfectly cool or cozy. Just 2 miles to downtown Boerne, 14 to San Antonio, and 36 to Fredericksburg—it’s the perfect spot to reconnect with nature. Enjoy fresh eggs from our hens, homemade bread, and our signature goat milk soap during your stay.

Popular amenities for Sisterdale vacation rentals

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