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Holiday rentals in Gillespie County

Find and book unique accommodation on Airbnb

Top-rated holiday rentals in Gillespie County

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

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Top guest favourite
Cottage in Fredericksburg
4.98 out of 5 average rating, 451 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
The modern farmhouse features a gray exterior and a metal roof, complemented by a spacious front deck and a landscaped yard. Large windows provide a view of the interior living area, while majestic oak trees add natural shade to the surroundings.
Home in Fredericksburg
5 out of 5 average rating, 221 reviews

Farmhouse Hot Tub & Fireplace Min to Town/Wineries

Treat yourself to an unforgettable weekend at this fully remodeled modern, rustic 2/2 farmhouse. Situated in the heart of wine country, you will find this peaceful haven 3 mins from town. Relax in the hot tub in front of the custom fireplace or sip wine on one of the decks that sit under large, majestic Oaks. Inside, be immersed in the stunningly finished interior with a serene and sophisticated feel. Stocked with everything you need. You'll enjoy every aspect of this stress-free home. Cheers!

Top guest favourite
Bungalow in Fredericksburg
4.99 out of 5 average rating, 177 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
A spacious master bedroom features a wooden four-poster bed with a cozy blanket. A stone fireplace stands against the wall, complemented by a framed landscape painting. A simple wooden chair adds to the serene atmosphere, while natural light enters from an adjacent doorway.
Home in Fredericksburg
4.96 out of 5 average rating, 278 reviews

Cozy Cottage | Block off Main | Sauna & Hot Tub

The German Cottage of your dreams! Enjoy a modern twist on a classic cottage one block off of Main Street with a surprise inside- a HIDDEN speak easy! Guests solve a 5 part riddle to find the code that unlocks the wardrobe door to “Narnia”! To find out how to access the speakeasy, you’ll embark on a short riddle experience through the home, leading you to unlocking the Narnia wardrobe! Step through & Inside you’ll find the rustic speakeasy with a Hill Country prize waiting for you inside!

Top guest favourite
A welcoming living area is presented with a spacious brown sofa facing a mounted flat-screen television. Large windows draped with black curtains allow natural light to enhance the greenery from potted plants. A sliding door provides access to an outdoor space, contributing to the airy feel.
Home in Fredericksburg
4.97 out of 5 average rating, 305 reviews

Bestos

This cozy condo is just minutes from downtown Fredericksburg, easily accessible to restaurants, winery's, shops, fun music venues and local breweries! It is the perfect getaway for couples or fun with friends! Relax on the patio, gaze at the stars, and enjoy a drink by the fire. This space was inspired by Austin's live music scene. Be inspired to write, play, be creative and have fun on the piano or guitar. This condo is retreat from our busy lives, so relax and enjoy your stay at Bestos!

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
4.9 out of 5 average rating, 174 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
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, 162 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, 537 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
Cabin in Fredericksburg
4.96 out of 5 average rating, 319 reviews

Vineyard-City on a Hill at Spring Creek

City on a Hill at Spring Creek  in Fredericksburg,has four deluxe, private cabins overlooking Spring Creek! Although the cabins are only 10 miles from town, guests feel as if they are in another world; a world of pure Texas Hill Country! A king size bed with elegant hill country style bedding and large bathroom. The bedroom/sitting area includes a flat screen TV; kitchenette complete with a toaster oven, full size refrigerator, keurig and microwave. Large porch with hot tub.

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, 449 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
The Aframe cabin features a modern design with large glass windows, allowing for natural light to fill the interior. A spacious deck is accessible via a set of stairs and is furnished with lounge chairs, providing a comfortable outdoor area for relaxation.
Home in Fredericksburg
4.96 out of 5 average rating, 208 reviews

Romantic A-frame with Private Hot Tub

Romantic A-frame cabin on a quiet Hill Country ranch, just 10 miles from Fredericksburg Main Street. Soak in your private hot tub, relax on the covered deck with ranch and wildlife views, and spend your days exploring wineries, breweries, shops, and Enchanted Rock. Designed for two, this secluded cabin gives you the quiet of the country without being far from town. Perfect for anniversaries, wine weekends, birthdays, proposals, mini-moons, and quiet couple getaways.

Guest favourite
The exterior of the cabin showcases a modern design with large glass doors that open to the inviting interior. A deck with wooden seating is illuminated by string lights, while a hot tub and a fire pit are visible nearby, enhancing the secluded outdoor space.
Cabin in Fredericksburg
4.96 out of 5 average rating, 107 reviews

The Overlook at Meridian, Hot tub & Firepit!

The Overlook at Meridian is a newly built, loft-style cabin ideal for a romantic escape. Enjoy the seclusion of your private fenced-in courtyard, featuring an outdoor shower, hot tub, and a fire pit. Inside, you'll find a king bed and a unique loft net hammock, offering a playful yet comfortable space to unwind. The kitchenette is equipped with all the essential appliances for your convenience. Managed by Heavenly Hosts.

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