Vacation rentals in Gillespie County

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Top-rated vacation rentals in Gillespie County

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Top guest favorite
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, 213 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 favorite
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, 174 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 favorite
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, 383 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

Top guest favorite
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, 267 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!

Guest favorite
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, 171 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 favorite
A rustic rock cottage is surrounded by green grass and trees, with a picket fence lining the property. A small outdoor seating area is visible, including chairs and a table. A birdbath is set in the garden, enhancing the serene outdoor environment.
Home in Fredericksburg
5 out of 5 average rating, 155 reviews

Cottage near Fredericksburg

Relax at my unique tranquil rock cottage less than 2 miles to Main Street on the edge of town surrounded by oak trees and adjacent to peach and pecan orchards. Enjoy the sunrise on the front porch or the sunset on the back porch while relaxing to the sights and sounds of nature. Take a step back in time and enjoy relics of the past in my cottage. Sunrise Grove Cottage is best suited for a couple seeking a quiet place to stay while visiting our lovely hamlet. Man spricht deutsch.

Top guest favorite
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, 530 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 favorite
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, 443 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 favorite
Guesthouse in Fredericksburg
4.99 out of 5 average rating, 376 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.

Guest favorite
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, 101 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.

Guest favorite
Treehouse in Fredericksburg
4.87 out of 5 average rating, 155 reviews

Mesquite Treehouse @ A-Frame Ranch

Escape to a modern A-frame treehouse just outside Fredericksburg. Nestled on 17 acres, The Mesquite Cabin offers Hill Country views, stargazing, and deer sightings, yet you’re minutes from Main St. Swim in the container pool, gather at the fire pit, or simply unwind on your private balcony. Inside, enjoy a king bed, rainfall shower, luxe linens, and modern amenities. The perfect blend of nature and comfort awaits.

Top guest favorite
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, 201 reviews

Das Aframe at Ghost Oak Ranch

Enjoy a relaxing getaway at this one-of-a-kind Aframe cabin in the Texas Hill Country with breathtaking views through the large glass windows. Just 10 miles from Main St. in Fredericksburg, Texas - there are ample shopping, dining, and attractions for you to enjoy including wineries, breweries, and Enchanted Rock. Or, you can relax on the covered porch, or in the cowboy pool, to enjoy the quiet sounds of nature.

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