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Holiday houses in Gillespie County

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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
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
4.99 out of 5 average rating, 219 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 favourite
A covered outdoor area features a private hot tub surrounded by wooden decking. Comfortable seating options are arranged nearby, along with a small wooden table. Lush greenery provides privacy, and the space is enhanced by warm wood tones and soft natural lighting.
Home in Fredericksburg
4.92 out of 5 average rating, 198 reviews

La Belle Vie, Hot tub, Close to Main St!

Come stay in style at La Belle Vie and live the good life in this beautiful 1/1! The spacious bathroom is to die for with a soaking tub to pamper yourself! Spend time outdoors in the big fenced yard, relax in the private hot tub and unwind by the firepit. Sip a glass of wine or your morning coffee on the deck and feel your stress slip away. Only a short distance from Main Street, you can explore Fredericksburg then sleep blissfully in the luxurious king-size bed! Managed by Heavenly Hosts

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, 253 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!

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, 258 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, 797 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

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, 154 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 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, 136 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 features a charming farmhouse with a covered porch and decorative railing. A stone pathway leads to the front door, surrounded by a meticulously landscaped yard with low shrubs and gravel. The home includes large windows and a metal roof, creating an inviting appearance.
Home in Fredericksburg
4.96 out of 5 average rating, 334 reviews

2 Blocks to Main! Luxurious Farmhouse w/Fire-pit

Escape to Laurel Haus, a beautifully renovated vacation rental just two blocks from downtown Main Street in Fredericksburg, Texas. This renovated house offers modern luxury and charm. The spacious home sleeps 6 in 2 bedrooms + a Loft—two king suites and two twins—and has 2 full bathrooms. Relax on the patio, gather around the fire pit, or unwind after exploring Fredericksburg’s wineries, shops, and Texas Hill Country. Book now for a memorable wine country retreat in Fredericksburg!

Top Guest favourite
A modern kitchenette features wooden cabinets and a mint green refrigerator. A spacious bed is situated against a light wall, with a ceiling fan overhead. Natural light enters through large windows, illuminating the open layout that connects the living and sleeping areas.
Bungalow in Fredericksburg
4.99 out of 5 average rating, 662 reviews

Luxury new downtown 1-bed mini-villa w/hot tub

Beethoven Villas - Green Villa ∙ No-contact check-in and check-out ∙ Our villas are spaced 25-feet apart ∙ Brand-new mini-villa in the heart of downtown close to Marktplatz ∙ Steps to most of Fredericksburg's best restaurants, bars, tasting rooms, and shops. ∙ Living room, bedroom, kitchenette, and breakfast area ∙ Private hot tub and patio This is one of 3 new luxury mini-villas built for romantic couples and wine weekends, surrounded by restaurants, bars, and wine lounges.

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, 406 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
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, 248 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 ☀️

Guest favourite
A modern living area features a cozy gray sofa adorned with decorative cushions. A dark coffee table sits on a patterned rug, complemented by stylish pendant lighting above. The open layout highlights the adjoining kitchen with sleek appliances and a warm wooden floor extending throughout the space.
Home in Fredericksburg
4.94 out of 5 average rating, 184 reviews

Tempranillo Haus- Hot Tub Getaway Near Main St!

Whether you seek a romantic getaway or a rejuvenating escape to wine country, Tempranillo Haus is equipped with everything you need for an unforgettable experience. The fusion of boho modern aesthetics, romantic ambiance, and the allure of a private hot tub converge to create an oasis of relaxation. Located in the hear of Fredericksburg and only minutes to downtown where shopping, wine tasting, and delicious restaurants awaits you.

Popular amenities for Gillespie County holiday rentals

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