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House vacation rentals in Gillespie County

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Top-rated house rentals in Gillespie County

Guests agree: these houses are highly rated for location, cleanliness, and more.

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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
4.99 out of 5 average rating, 196 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
A charming farmhouse is illuminated by warm string lights at dusk, enhancing its welcoming presence. The exterior features a spacious porch with white railings, while the nearby carport offers additional protection. Lush greenery surrounds the property, creating a serene outdoor environment.
Home in Fredericksburg
4.97 out of 5 average rating, 129 reviews

Pet friendly Farmhaus on the 290 Wine Trail

Welcome to Sophie's Farmhaus!! This fully renovated farmhouse is located right off the Texas Wine Trail. The homes charm has been preserved while providing all the modern conveniences guests expect. The home is ideally located 5 minutes from Main Street Fredericksburg for easy access to shopping, museums, art galleries, or start your winery tour with the closest winery within a mile of the home. Relax on the wrap around porch or gather around the firepit with a glass of wine to end your day.

Top guest favorite
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, 269 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 favorite
Home in Fredericksburg
4.97 out of 5 average rating, 349 reviews

Tejas Hills Guest Haus #2 | Hill Country + Pool

POOL RETREAT | NEAR MAIN STREET | HILL COUNTRY ESCAPE Relax at Tejas Hills Guest Haus #2 — a charming 2BR/1BA Hill Country retreat in Fredericksburg, TX featuring a private pool and spacious backyard. Conveniently located just minutes from historic Main Street, local shops, and restaurants. Minutes from Wine Road 290 wineries, breweries, and Enchanted Rock. The perfect spot to unwind, sip local wine, and soak up the Hill Country sunshine with family, friends, or that special someone.

Superhost
The outdoor patio features a cowboy pool surrounded by greenery and a shade umbrella. Two hanging chairs provide seating, and a cozy blanket is draped over one. Strings of lights illuminate the space, enhancing the inviting atmosphere under the evening sky.
Home in Fredericksburg
4.87 out of 5 average rating, 149 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

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, 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 favorite
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, 345 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 favorite
The living area features a warm leather sofa adorned with patterned cushions and a soft throw blanket. A unique wooden coffee table is positioned on a colorful area rug. A bright blue chair complements the space, with natural light filtering through the window's blinds.
Home in Fredericksburg
4.96 out of 5 average rating, 106 reviews

Win's Retreat: Relaxing Escape Close to Main

Welcome to Win's Retreat, the perfect landing for your time in Fredericksburg! Enjoy a peaceful escape at this centrally located private condo. Just a few short minutes away from Main and close to all the major wineries you're sure to have on your list! Wind down after a long day exploring the wineries in this stylish oasis complete with all the comforts you would expect in your own home. Your stay is sure to be cozy and refreshing. We can't wait to host you at Win's Retreat!

Top guest favorite
A spacious bed is positioned at the center, adorned with plump pillows in shades of gray and coral. Soft lighting from bedside lamps creates a cozy ambiance. The decor includes neutral tones and framed artwork, enhancing the inviting atmosphere of the room.
Home in Fredericksburg
4.98 out of 5 average rating, 561 reviews

Courtyard Cottage, Fredericksburg

Our comfy little cottage is just one block from Main Street shops and restaurants; it's the PERFECT place for a couples weekend, girls getaway, or fun with friends! Two bedroom/two bath with a full kitchen and wonderful patios with PRIVATE HOT TUB for a relaxing evening amongst the stars. WiFi, coffee, and tea available. We've been listing this property for 7+ years on other sites, but we're SO excited to be on AirBnB! We can't wait to see you! Permit #FBGTX - 17250

Top guest favorite
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
5 out of 5 average rating, 210 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 favorite
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, 269 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 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
4.97 out of 5 average rating, 189 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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