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Holiday houses in Gillespie County

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Top-rated holiday rentals in Gillespie County

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Top Guest favourite
A welcoming porch features two rockers set on a wooden deck. A small table is situated between them, surrounded by potted plants. The entrance is framed by wooden posts and a neutral door, with gravel landscaping extending around the area.
Bungalow in Fredericksburg
4.99 out of 5 average rating, 331 reviews

77 Guesthouse: Contemporary bungalow - come relax!

Modern bungalow right on the edge of the city. Perfect for a couples getaway. Contemporary yet warm and inviting studio, with private entrance and parking. Two miles to Fredericksburg's charming Main Street. Space is well appointed, including: 50" Smart TV, Alexa smart speaker, mini fridge, microwave, Kurig, shower amenities and hair dryer to make your stay comfortable. Settle in to the rockers on the porch and watch the deer graze during morning coffee or stay a while with a good book.

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
4.98 out of 5 average rating, 262 reviews

Beasts

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!

Top Guest favourite
The interior showcases bright wooden floors and white walls, accented by artistic decor. A cozy nook with a circular window can be seen, along with a small dining table and two chairs. Soft natural light filters through large windows, enhancing the inviting ambiance.
Treehouse in Fredericksburg
5 out of 5 average rating, 657 reviews

Live Oak Treehouse at The Meadow

The Live Oak is one of HoneyTree's original stilted luxury cabins built in a cluster of oaks on the Palo Alto creek. Relax in the hammock. Snuggle up in the nook by the round window for some reading. Soak in the private candlelit outdoor bathtub with an open view of nature (use it as a bath or a hot tub!). Retire to the king bed under lacy mosquito netting and twinkle lights. Everything is better in a treehouse. If your dates are unavailable, see the other treehouses on my Host Profile!

Top Guest favourite
The spacious living area features a cozy leather sofa, complemented by patterned throw pillows. A round coffee table sits in front, surrounded by natural light from large windows. A dining table is visible in the background, with a modern kitchen area equipped with white cabinetry.
Cabin in Fredericksburg
4.98 out of 5 average rating, 259 reviews

1/1 a Block off Main~Outdoor Shower~Tesla Charger!

The Rustic Door is a new romantic getaway just a block off of Main Street but quietly located on a running creek. The private courtyard with an outdoor shower and lounger are the perfect place to unwind with your loved one! This modern updated cabin offers peaceful outdoor seating on the front and back porches. Inside you will find a Jacuzzi bathtub for 2 and a king size bed with luxury linens. There is a kitchenette that includes a coffee bar with a Nespresso. We can't wait to host you!

Top Guest favourite
A charming blue cabin with a metal roof is set amid greenery, featuring a wheelchair-accessible deck. A small seating area is positioned at the entrance, surrounded by native plants. Soft evening light casts a warm glow over the tranquil scene, emphasizing the natural landscape.
Guesthouse in Fredericksburg
4.97 out of 5 average rating, 810 reviews

Fox Burrow w/Deck acreage horses/ query for pets.

Seven minutes to Main Street, yet set on wide open green space. The cozy cabin on a private, UNPAVED road. The half acre lot has a secluded DECK facing an un-developed 10 acre pasture with cows, deer, and a 2 retired, friendly HORSES. (Sally and Adobe). Lots of beautiful space, sheep noises, and bird song. FIRE PIT for romantic nights. great STARGAZING. See pictures for amenities, NO REAL COOKING kitchenette only-microwave Pets with query only—pet cleaning fee applies Wineries near

Top Guest favourite
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, 142 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 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, 410 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, 198 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, 261 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
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.
Guesthouse in Fredericksburg
4.97 out of 5 average rating, 221 reviews

Historic Log Cabin - Private Ranch -King Bed

Escape to a luxurious, restored 1850s log cabin in the Texas Hill Country. Perfect for a romantic getaway for 2, this unique retreat features a stunning copper tub, stone fireplace, and private fire pit. Located minutes from Enchanted Rock and the famous Willow City Loop, and just a 20-minute scenic drive to Fredericksburg's wineries. Experience a peaceful ranch setting with modern comforts and incredible star-gazing.

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
4.97 out of 5 average rating, 185 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.

Top Guest favourite
A spacious room is constructed with warm wood paneling and features a large bed dressed in a green coverlet. A flat-screen TV is mounted on the wall, while a cozy seating area includes two armchairs adorned with a wildlife pattern. Soft lighting is provided by two lamps.
Guest suite in Fredericksburg
4.97 out of 5 average rating, 800 reviews

Canoe Barn on Barons Creek

This private room with bath and kitchen is attached to my house by a front wall, roof, and back deck, although there is no common wall. The deck looks over peaceful Barons Creek where deer and turkeys are often seen. It is 1 mile from the heart of downtown. This has never been an actual barn but is constructed like one. City of Fredericksburg Permit #8056000171.

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