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House holiday rentals in Gillespie County

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Top-rated house rentals in Gillespie County

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Top Guest favourite
An outdoor hot tub is situated on a stone patio, surrounded by a wooden privacy fence. A blue umbrella provides shade over a set of black patio furniture, with a colorful sunset creating a warm glow in the background.
Home in Fredericksburg
4.96 out of 5 average rating, 105 reviews

Cozy Bungalow Near Main St • Hot Tub & Fire Pit

Beautifully maintained and ideally located less than a mile from Main Street’s shops, galleries, and restaurants, this modern 2BR/2BA bungalow offers bright, airy spaces, a fully equipped kitchen, comfortable living spaces and well-appointed bedrooms designed with guest comfort in mind. Enjoy the private hot tub, BBQ grill, fire pit, and games. This home comfortably accommodates up to 4 guests, making it the perfect retreat for couples, small families, or friends looking to unwind close to town.

Top Guest favourite
A charming bungalow is presented with a well-maintained garden and a welcoming pathway leading to the entrance. The white exterior is complemented by gray shutters and a vibrant red door, framed by seasonal flowers and greenery.
Home in Fredericksburg
4.99 out of 5 average rating, 288 reviews

Sunny cottage + clubhouse, hot tub, blocks to Main

Newly renovated 1940s bright & cozy bungalow featuring hot tub, clubhouse & fire pit! Just 6 blocks from the action on Main St! Three luxurious bedrooms; primary room with a king and ensuite bath, 2nd room with a king & 3rd room with a queen, 2nd full bath, fully equipped kitchen, gourmet coffee bar, beautiful living room with comfy sectional, fun, private 'Clubhouse' with games and big screen TV, patio, pergola with dining, grill and fire pit! Soak away the stress in our hot tub! #8056001013

Guest favourite
An open living area features vibrant orange chairs surrounding a round wooden coffee table. Unique artwork adorns the walls, adding an artistic flair. A large dining table with bar stools is positioned near the modern kitchen, while a flat-screen TV is mounted for entertainment.
Home in Fredericksburg
4.97 out of 5 average rating, 151 reviews

Claret House, Hot tub, Fire pit, In Town!

Claret House is a modern 1 bedroom home with an eclectic, artistic flair! This spacious yet cozy home has everything you need to relax and reconnect, even a small office if you need to do some work while you're away! Enjoy the hot tub or cowboy pool and soak any stress away! If you want to stay in and leave the hectic world behind, you can make a delicious meal in the fully equipped, large kitchen. And at the end of the day, rest well in the luxurious king-size bed! Managed by Heavenly Hosts

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, 235 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
4.98 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
A contemporary living room features large windows offering natural light, a rock wall fireplace with a handcrafted mantle, and an elegant seating arrangement. A modern television is mounted on the wall, complemented by colorful decor and a mix of textures in the furnishings.
Home in Fredericksburg
5 out of 5 average rating, 280 reviews

Kaye Haus: Gorgeous home w/ hot tub!

NEW listing by experienced Superhost! Nestled just half a mile from the heart of Main Street Fredericksburg, the Kaye Haus is a stylish home built with luxury and comfort in mind. The home includes 2 large bedrooms and 2 spacious bathrooms. The living room features a beautiful rock gas fireplace and handcrafted mesquite mantle as well as a queen sized pull-out sofa. Relax in your private hot tub, enjoy your coffee on the private back patio or cook in the new kitchen with large island.

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 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, 341 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 building is presented with a spacious covered porch supported by sturdy columns. Dark railing surrounds the porch, where a set of chairs is visible. The structure is surrounded by natural landscaping, featuring trees and a gravel pathway leading to the entrance.
Home in Fredericksburg
4.97 out of 5 average rating, 103 reviews

Oak Casita in The Glades

Welcome to Oak Haus in The Glades on winery corridor. Take it easy at this unique and tranquil getaway. Enjoy wine at the fire pit or coffee on the porch, where deer might scamper by. Spend your time relaxing, playing games or swimming in the heated cowboy pool (which is a 10 foot stock tank) in the common leisure corral. Visit the 12 wineries, brewery or two distilleries that are within one and a half miles of Oak Haus. Fredericksburg is just a short drive away.

Top Guest favourite
A cozy living area is depicted, featuring a neutral-toned sofa and armchairs arranged around a rustic coffee table. Natural light floods the space, highlighting a decorative wall hanging above the seating. A potted plant adds greenery, creating a welcoming atmosphere.
Home in Fredericksburg
4.98 out of 5 average rating, 210 reviews

Chic Cottage Steps from Main St.

Charming 2BR bungalow in the heart of Fredericksburg, just off Main St! Perfect for 4 guests, this Texas wine country retreat features a king bed, cozy fireplace, and a huge screened-in porch. Walk to shops & restaurants. An ideal home base for exploring local wineries and the vibrant downtown area. As a welcome gift, you'll find a complimentary bottle of wine from one of our favorite local wineries waiting for you upon arrival. STR Permit #8056001678

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 ☀️

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, 190 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.

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