Holiday houses in Gillespie County

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Top-rated holiday rentals in Gillespie County

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Top Guest favourite
Cottage in Fredericksburg
4.98 out of 5 average rating, 399 reviews

Wine Country Sanctuary | Your Private Eco Retreat

- QUICK DRIVE to Main - LARGE PRIVATE PATIO w/ FIREPIT & GAMES - 2 FREE parking spots RIGHT OUTSIDE - 55” 4K SMART TV & KING MATTRESS: Sealy High Point Hybrid - 70" 4K SMART TV, PATIO & PORCH VIEW in COZY living for 4, w/ QUEEN pullout - Sign in to YOUR STREAMING services - ATARI console games - COTTON bedding & towels - EQUIPPED kitchen - bistro DINING & DESK - a SPACIOUS BATH w/ NEW stand-up shower - FREE LAUNDRY access - SINGLE-LEVEL cottage-style condo - MINIMAL aesthetic - ECO choices w/ ♡

Top Guest favourite
An open concept Great Room features a spacious bed and a cozy seating area with a leather couch. Large windows allow natural light to fill the space, and doors lead to the private patio. Decorative elements and warm tones enhance the inviting ambiance.
Bungalow in Fredericksburg
4.99 out of 5 average rating, 156 reviews

Around the Bend Bungalow

Craving a getaway with family or friends for wine tasting, great food and gift shopping? Want to enjoy their company, but unwind in your own space? Around the Bend Bungalow and Airstream Alfresco are located approx 12 minutes from Main St. with its abundant eateries and unique shops or 10 minutes from breathtaking views on Enchanted Rock. End your evening in a rocking chair admiring the endless stars. Longhorns wander our pastures and you share the location with an abundance of wildlife!

Top Guest favourite
The historic log cabin is illuminated by warm light, showcasing its wooden structure and metal roof. The carefully maintained yard features natural stone steps leading to the entrance, surrounded by lush greenery and soft outdoor lighting, set against a sunset sky.
Farm stay in Fredericksburg
4.97 out of 5 average rating, 207 reviews

1800’sLogCabin*PrivateRanch*KingBed*CopperBathtub

Rest easy at this luxurious and unique historic 1850’s log cabin. Minutes from Willow City Loop & Enchanted Rock. This comfy cabin is quiet, and peaceful. Historical Fredericksburg is a scenic 20 minute drive and after a day of wine tours, shopping or hiking, the cabins’ 66” Copper Tub will be waiting for a relaxing bath. Nature awaits behind the private security gates for taking a leisurely walk on the half mile “driveway” or venture out on country roads and enjoy the wildlife.

Top Guest favourite
A cozy reading nook features a rounded window, allowing views of the surrounding greenery. Soft cushions and a faux fur throw are arranged on a wooden bench. Light filters in through sheer curtains, enhancing the warm interior atmosphere.
Treehouse in Fredericksburg
4.98 out of 5 average rating, 504 reviews

Leaf Treehouse at The Meadow

The Leaf Treehouse (~300sqft) is perched among sturdy live oaks on our slice of Texas heaven just ten minutes from Main Street Fredericksburg. Its cozy and stylish interior includes a king bed with organic cotton sheets, a thoughtfully stocked kitchenette, a full bathroom with a rain shower, a padded reading nook with a round window, and an outdoor bathtub on the upper deck. Private propane grill below. If you don't see your dates, see the other treehouses on my host profile!

Top Guest favourite
The exterior of an Italian-style home is presented with a warm, golden sunset backdrop. Neutral earth tones define the structure, accented by several tall trees. A covered entryway leads to double doors framed by large glass panes, while a rustic fence encloses the property.
Villa in Fredericksburg
4.98 out of 5 average rating, 393 reviews

Stunning Villa w/ Alpaca, Sheep, Donkeys, Hot Tub

Spotted Sheep Farms is located on 8 private acres and features two separate properties. The Villa at Spotted Sheep Farms, an Italian style 1,800 square foot home with beautiful finishes and a luxurious huge master suite. The property is home to animals and wild life including alpacas, miniature donkeys, and of course, spotted sheep! It’s perfect for a getaway, relaxing, enjoying some of Texas' best wineries, Fredericksburg shopping and the quiet evening in the hot tub.

Top Guest favourite
A rustic dining area is framed by a vintage wooden table with dark chairs, set beneath an elegant chandelier. Natural light fills the space, highlighting the stone walls and cozy living area with a wood-burning stove, creating a warm and inviting atmosphere.
Home in Fredericksburg
5 out of 5 average rating, 173 reviews

Riddle Haus| Block off Main| Sauna| XL Hot Tub

Welcome to The historic, German homestead of your dreams, a block off of main street! Enjoy the most unique experience of Fredericksburg! This newly restored homestead comes with the ultimate surprise- a HIDDEN wine cellar! To find out how to access the cellar, you’ll embark on a short riddle experience through the home, leading you to the secret access point! Inside you’ll find the perfectly preserved wine cellar with a Hill Country prize waiting for you inside!

Top Guest favourite
An outdoor pavilion features a hot tub surrounded by lounge seating and a four-person table. A TV mounted above the hot tub is included. The serene views of the Texas Hill Country are visible beyond the pavilion, enhancing the tranquil atmosphere.
Home in Fredericksburg
4.95 out of 5 average rating, 280 reviews

Cedar Haus: Modern Guesthouse in Fredericksburg

Welcome to Cedar Haus, a modern ranch-style guesthouse in Fredericksburg, Tx. - 2BR/2B unit with luxe indoor amenities - Multiple outdoor living spaces for nature enjoyment - Master bedroom with king bed and attached bath - Additional bedroom with queen bed and attached bath - Full kitchen with dining for four - Wrap-around porch with rocking chairs and gas fire pit - Open pavilion featuring a hot tub and lounge seating - Complimentary Wifi access

Top Guest favourite
The exterior of the cabin features a welcoming entrance with a wooden door and decorative plants. A warm light illuminates the stone pathway, while a lantern post enhances the inviting atmosphere. The structure is surrounded by natural landscaping, providing a serene backdrop.
Guesthouse in Fredericksburg
4.98 out of 5 average rating, 102 reviews

The Pond Retreat! 5 Star Rating w/ Wildlife Oasis!

Pond Retreat! Immerse yourself in 5 Star rating comfort, wildlife oasis, just 2 minutes from downtown Fredericksburg! Escape to an idyllic haven at our Pond Retreat House, where tranquility meets convenience just 2 minutes from the vibrant Main Street of Fredericksburg. This serene getaway is designed for those seeking a peaceful retreat without straying far from the heart of the city’s charming boutiques, exquisite dining, and lively entertainment options.

Top Guest favourite
An outdoor deck features a glimpse of a plunge pool surrounded by natural scenery. Two lounging chairs are positioned next to a small dining table. The sky displays soft pastel hues during sunset, enhancing the tranquil setting of the area.
Home in Fredericksburg
5 out of 5 average rating, 237 reviews

Luxury+Privacy+Pool+Near Town

Escape the hustle to this Guest House located on 15 private acres just a 5 minute drive to town in an exclusive gated subdivision. You'll love the tranquil setting and privacy all while being a short drive to Main Street. We hope this will be a restful and restorative place for couples to enjoy quality time together in a romantic setting or for someone to enjoy a quiet retreat alone in a peaceful setting. Follow us @revivalridge on IG ☀️

Top Guest favourite
An aerial view showcases a modern A-frame cabin with a dark gabled roof and a wooden deck. The property features a private swimming pool and is surrounded by greenery, with a winding stone path leading to the entrance. Nearby, a quiet road is visible.
Cabin in Fredericksburg
4.91 out of 5 average rating, 136 reviews

NEW | The Pedernales A-Frame

The Pedernales A-Frame epitomizes luxury... Nestled on an expansive 8-acres bordering the serene Pedernales River and positioned atop a tranquil hill, this cabin boasts sweeping vistas of the picturesque Texas Hill Country. Its interior exudes opulence with exceptional craftsmanship, acclaimed design, premium amenities, and a wealth of luxurious finishes that cater to even the most discerning tastes. We look forward to having you...

Top Guest favourite
A spacious bedroom features a large bed against a wooden accent wall, adorned with decorative pillows. A green sofa sits at the foot of the bed, offering relaxation space. Geometric curtains frame the windows, allowing natural light to brighten the room.
Tiny home in Fredericksburg
4.96 out of 5 average rating, 207 reviews

Cresta de Fuego #1, a (not so) Tiny Home w/VIEWS

Waking up to stunning views from the amazing front porch will take your worries away! This is one of the largest tiny homes in the area and comes fully equipped with a spacious kitchen, a giant walk-in shower, and an oversized TV inside! Sit by the outdoor fire pit and watch the deer. This place is magical for those who value nature and a gorgeous view! We are located a short fifteen-minute drive from downtown Fredericksburg.

Top Guest favourite
A serene bedroom features a spacious bed with decorative pillows. Flanking lamps provide soft light on each side. Three framed artworks adorn the wall above the bed, depicting a boot, a cactus in a vase, and a hat. Large windows offer views of the outdoors.
Guesthouse in Harper
5 out of 5 average rating, 113 reviews

The Orange Cactus Casita | Peaceful, Country Views

Newly-built and ready to welcome guests, The Orange Cactus Casita is a private guest house situated on 10 acres of land. Sit back, relax and enjoy the views. This 2 bed, 2 bath guest house has everything you need including a full kitchen, living room and outdoor living space. This location offers the perfect opportunity for genuine relaxation in a countryside atmosphere, all within a quick 15-minute drive to Main Street.

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