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Holiday rentals in Gillespie County

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Top-rated holiday rentals in Gillespie County

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Top guest favourite
Cottage in Fredericksburg
4.98 out of 5 average rating, 416 reviews

Wine Country Sanctuary | Your Private Eco Retreat

- QUICK DRIVE to Main - LARGE PRIVATE PATIO w/ FIREPIT & GAMES - 2 FREE parking spots RIGHT OUTSIDE - 55” 4K SMART TV & KING MATTRESS: Sealy High Point Hybrid - 70" 4K SMART TV, PATIO & PORCH VIEW in COZY living for 4, w/ QUEEN pullout - Sign in to YOUR STREAMING services - ATARI console games - COTTON bedding & towels - EQUIPPED kitchen - bistro DINING & DESK - a SPACIOUS BATH w/ NEW stand-up shower - FREE LAUNDRY access - SINGLE-LEVEL cottage-style condo - MINIMAL aesthetic - ECO choices w/ ♡

Guest favourite
A tiny home features a metal roof and is surrounded by lush greenery. Curbside appeal is enhanced by a gravel pathway leading to a welcoming front porch with seating. A private hot tub is positioned nearby, providing an inviting outdoor relaxation space.
Cabin in Fredericksburg
4.95 out of 5 average rating, 203 reviews

Das Woerner Haus, Darling Home with Hot Tub

Escape to serene country life at Das Woerner Haus, just a few minutes from downtown Fredericksburg! You’ll love this beautiful tiny home with fantastic outdoor living spaces! Soak away your cares in the private hot tub, sip a drink and relax by the firepit, & kick back in the rocking chairs on the front porch to watch the resident goats & chickens! With a full kitchen, grill, & complimentary farm fresh eggs, just bring some fixin’s & you’re all set for a wonderful stay! Managed by Heavenly Hosts

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, 329 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, 258 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 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.
Guest house in Fredericksburg
4.97 out of 5 average rating, 807 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 historic log cabin is depicted, constructed with stone and wood, nestled among bare trees and lush greenery. Warm light glows from the windows, highlighting the inviting entrance with steps leading to the porch, set against a fading twilight sky.
Farm stay in Fredericksburg
4.97 out of 5 average rating, 218 reviews

Historic Log Cabin - Private Ranch -King Bed

Rest easy at this luxurious and unique historic 1850’s log cabin. Minutes from Willow City Loop & Enchanted Rock. This comfy cabin is quiet, and peaceful. Historical Fredericksburg is a scenic 20 minute drive and after a day of wine tours, shopping or hiking, the cabins’ 66” Copper Tub will be waiting for a relaxing bath. Nature awaits behind the private security gates for taking a leisurely walk on the half mile “driveway” or venture out on country roads and enjoy the wildlife.

Top guest favourite
A cozy reading nook features a rounded window, allowing views of the surrounding greenery. Soft cushions and a faux fur throw are arranged on a wooden bench. Light filters in through sheer curtains, enhancing the warm interior atmosphere.
Treehouse in Fredericksburg
4.98 out of 5 average rating, 513 reviews

Leaf Treehouse at The Meadow

The Leaf Treehouse (~300sqft) is perched among sturdy live oaks on our slice of Texas heaven just ten minutes from Main Street Fredericksburg. Its cozy and stylish interior includes a king bed with organic cotton sheets, a thoughtfully stocked kitchenette, a full bathroom with a rain shower, a padded reading nook with a round window, and an outdoor bathtub on the upper deck. Private propane grill below. If you don't see your dates, see the other treehouses on my host profile!

Top guest favourite
Guest house in Fredericksburg
4.94 out of 5 average rating, 578 reviews

Modern Guesthouse w/ Hot Tub + Fireplace

Escape to The Barn, a modern Hill Country retreat in Fredericksburg designed for comfort and relaxation. With vaulted ceilings, a cozy fireplace, and a private courtyard oasis, this boutique guesthouse blends rustic charm with contemporary style. Unwind in the king bedroom with French doors, soak in the jetted tub, or relax in the outdoor hot tub under the Texas stars. Just minutes from Main Street and local wineries, The Barn is the perfect mix of seclusion and convenience.

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, 408 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, 256 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, 187 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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