Holiday rentals in Gillespie County

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Top-rated holiday rentals in Gillespie County

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Top guest favourite
A small cabin is set against an open green space, with wooden decking surrounding it. Potted plants are placed on the railings, and a seating area is visible on the porch. The structure features a blend of brown and red exterior walls, with a cloudy sky overhead.
Cabin in Fredericksburg
4.99 out of 5 average rating, 335 reviews

Wild Fox TX Cabin on acres,horses&cows, 1 pet/fee

SEVEN minutes to FBG Main Street. DISCOVER a beautiful, mini, TX RANCH! DECOMPRESS without having to drive far for your evening entertainment Wild Fox Cabin is on an unpaved/private road, through a MANUAL gate, and on our back twenty acres for an adventure in the country. STARGAZING is a must. The porches overlook cows, HORSES and deer-your ONLY neighbors. The cabin is decorated in wood, tin, antiques, cowhide, and TX themes. Kitchenette only. Wonderful restaurants and wineries nearby

Guest favourite
A rustic cabin is nestled among trees, showcasing a wooden exterior and a large porch. A stone wall with a natural wood gate frames the entrance, providing a welcoming access point. Sunlight filters through the branches, enhancing the natural surroundings of the property.
Cabin in Fredericksburg
4.89 out of 5 average rating, 150 reviews

Cozy 2 bed log cabin in natural setting.

Private cabin in the heart of the Hill Country. Built by our father in his early twenties, its known by long time guests as John's Cabin. We wanted to share this property and all its magic with anyone who genuinely appreciates the outdoors. So please enjoy a stay in a natural setting with a catch and release fishing pond, indoor/ outdoor fireplace, and all the quiet one can ask for. Sip your morning coffee to the sounds of wildlife just a few minutes away from downtown Fredericksburg.

Top guest favourite
A distinctive copper bathtub is featured in a rustic bathroom, surrounded by wooden walls that embody a historical charm. A woven basket and a small table with neatly arranged towels enhance the cozy atmosphere. Natural light filters through a curtained window, creating a serene space.
Farm stay in Fredericksburg
4.97 out of 5 average rating, 209 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.

Guest favourite
The entrance of the home features a large wooden door with glass panels, framed by sleek black metal. Warm wooden accents are visible on the container exterior, complemented by a small gravel area and elegant planters on either side of the door.
Shipping container in Fredericksburg
5 out of 5 average rating, 143 reviews

ROAM -Rooftop Hot tub/Close to Main&290 Wine/Views

ROAM is a beautiful home constructed of two repurposed shipping containers complete with nearly 1000 sq ft of deck area, great views, micro cows, and rooftop hot tub! This is the perfect place for your vacation, located right on the 290 wine trail and just outside of Fredericksburg city limits - a short drive to downtown . Spend a unforgettable holiday in the enchanting surroundings of the town of Fredericksburg, the perfect place if you like small town charm and hospitality.

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
An indoor nook features a cozy hammock framed by a grassed wall and tall plants. Soft lighting is provided by candles, complementing decorative cushions and a throw blanket. A decorative banner reading 'Bobo Country Vibes' adds a charming touch to this relaxing space.
Apartment in Fredericksburg
4.99 out of 5 average rating, 204 reviews

Boho Vibes in the Hill Country

Here’s the RUNDOWN: - QUICK DRIVE to MAIN ST - 2 parking spots RIGHT OUTSIDE - Sleepy-time = Chill time - Bedroom w/ KING Serta i-Series mattress & 55"TV - Spacious living w/ 4K 70"TV, ATARI Console & KING pullout - Sign in to YOUR STREAMING services! - Grassy Indoor Nook w/ hammock (chill out!) - 2 private patio spaces (yes two!) w/ gas FIRE PIT - Dartboard & games - COTTON bedding - NEW SINGLE-LEVEL condo - EQUIPPED kitchen - Dining + bistro table, dual as office & island!

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, 397 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
4.99 out of 5 average rating, 178 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 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
A rustic wooden sign reading 'The Creek Bank' marks the entrance to the property. Natural light filters through the trees, illuminating the outdoor seating area with stone surfaces and comfortable furniture. A serene atmosphere invites relaxation amidst the surrounding greenery.
Guest house in Fredericksburg
4.99 out of 5 average rating, 329 reviews

Creek Bank! Luxury 5 Star Stay 2min. from Main St.

Nestled in the heart of Texas Wine Country, our charming guesthouse offers the perfect mix of rustic elegance and modern convenience. Located just moments from Fredericksburg’s lively Main Street, this cozy retreat invites you to unwind in a private hot tub, soak in the historic charm of an 1800s rock barn, and experience the natural beauty of the Hill Country—all while being surrounded by world-class wineries, shops, and restaurants.

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, 139 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 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.
Guest house in Harper
5 out of 5 average rating, 114 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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