House holiday rentals in Gillespie County

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.

4.99 out of 5 average rating, 190 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!

A shared courtyard area features distinctive black and white checkered flooring, two hanging chairs, and colorful accent pillows on a sofa. Sunlight illuminates the space, highlighting the brick walls and wooden beams overhead. A small table is positioned between the chairs for added comfort.

4.92 out of 5 average rating, 332 reviews

Insta worthy boho house close 2 main & wineries

Kick back and relax in this calm, stylish space. 2 bedroom 2 bath house located a mile from Main St- shopping, food & wine. Big shared courtyard space w/private front & back patios to sit out on & enjoy your morning coffee w/the sunrise or glass of wine while watching the big Texas sunset. Master has a king bed & attached master bath w/white soft robes for your enjoyment. Second bedroom has a queen bed & access to 2nd bathroom in hallway. 1 living area equipped with TV. Fully equipped kitchen

The exterior features a welcoming entrance with natural stone accents, framed by lush landscaping. Inside, the living room showcases comfortable seating, a decorative fireplace, and large windows with sheer curtains. The kitchen is bright and spacious, equipped with modern appliances and a central island for meal preparation.

4.96 out of 5 average rating, 185 reviews

Mustang Manor: Near Main | Quiet | Firepit | 3 BDR

Experience the allure of Mustang Manor! Discover a large kitchen, an inviting breakfast nook, and a spacious dining room that accommodates all. Lounge in the living room, where the Firestick TV awaits your favorite shows, while board games and puzzles beckon from the shelves. Step into the backyard for true relaxation. Nestled near downtown and a short drive from wineries, our guests adore the tranquil neighborhood and pristine, well-kept interiors. Your ideal retreat awaits! Permit #8056001569

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.

4.96 out of 5 average rating, 233 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!

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.

4.98 out of 5 average rating, 261 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!

Superhost

4.88 out of 5 average rating, 146 reviews

Hot tub, Cowboy Pool, Pet Friendly, Close to Town

The Container Haus is contemporary and industrial design with many unique features, recessed lighting, modern designs and countertops throughout, high quality leather furniture and lots of windows and light complete this cozy and inviting abode. You can expect to experience a great deal of fun with our outdoor patio that includes a hot tub and cowboy pool. Enjoy being in the country with country views, but also enjoy being close to downtown just minutes away. Managed by Heavenly Hosts

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.

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.

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.

5 out of 5 average rating, 141 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.

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.

4.96 out of 5 average rating, 339 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!

The living area features a comfortable sofa facing a TV, with a vibrant abstract artwork on the wall. The kitchen is equipped with gray cabinetry and modern appliances, providing ample counter space for meal preparation. The bedroom showcases a queen bed with a decorative headboard and natural light filtering through a window.

4.91 out of 5 average rating, 944 reviews

Kitchen, Walk-in Shower, One block off Main

Cozy “mother-in-law” apartment, two blocks off east Main Street and the war museum. Walkable to the shops, museum, wine shuttles, East Main. Full kitchen, living area with 42' TV, beautiful walk-in shower, full amenities, off street parking and a cooking fire pit. Living area is perfect to have a few friend or a kids to stay with sleeper sofa!. Check out Das Zimmer right next door for another private room. Registered pets allowed at $75. Two offsite parking spots STR23-0551

A bright bedroom features a spacious bed adorned with a white comforter and decorative throw pillow. Nightstands with soft lamps are positioned on either side. Two windows allow natural light to fill the room, enhanced by light-colored curtains for privacy.

4.92 out of 5 average rating, 236 reviews

Mistletoe @ Zonnebloem-1/2 Block to Main St.

Zonnebloem located just a few steps from MarktPlatz festivals, Main St. shopping and tasting rooms. A 1940's home with a fenced yard located @ 201 Mistletoe St. Relax on your last day because housekeeping does the dishes, linens and bedding after you depart. 2bd 1bath home. A 1940's home w/ long leaf pine floors & king size beds. Larger groups can rent 201 & 203 Mistletoe and be next door to each other. When available we offer free early check-in & late check-out.

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.