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Holiday houses 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, 439 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/ ♡

Top Guest favourite
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
5 out of 5 average rating, 209 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 favourite
The ranch building features a metal roof and a spacious concrete patio, illuminated by evening lights. A scenic view of rolling hills and a colorful sunset is visible in the background, providing a tranquil setting surrounded by nature.
Farm in Harper
4.95 out of 5 average rating, 117 reviews

Farmhouse @ Three Windmills

We encourage you to explore our variety of activities: horse back riding, hunting, fishing, UTV rentals & more! Tres Molinos has free-roaming wildlife, goats, chickens, cows & exotics. You’re welcome to grab farm fresh eggs from the chicken coop for breakfast! Our animals are free roaming, as well as working dogs that watch over the ranch, so we require that your furry family member/s be leashed at all times when outdoors. TM is horse friendly w/stalls & arena, contact us for more information.

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, 168 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
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, 435 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
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, 225 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 favourite
A tranquil scene captures a guest house against a vibrant sunset, with hues of orange, pink, and purple filling the sky. The structure is partially silhouetted, surrounded by an open landscape. A stone pathway winds through the foreground, guiding the eye towards the horizon.
Guesthouse in Fredericksburg
4.99 out of 5 average rating, 156 reviews

DarkSkies Hideaway romantic getaway hot tub/fp

Welcome to Dark Skies Hideaway! An adorable guest house with amazing views! Take it easy in a unique and tranquil getaway. Not just a place to lay your head but an experience for all that enter. Enjoy the amazing sunrises and sunsets in a peaceful setting as you sit on your front porch. Lie in bed and look at the stars through the sky lights overhead. The dark skies allow you to see the milky way in all it's glory! This is paradise in the making!

Top Guest favourite
A spacious private deck features a hexagon-shaped lounging area with a hanging chair and comfortable seating. Nearby, a hammock is draped between posts, inviting relaxation. A wooden table and chairs are positioned for outdoor dining, surrounded by trees and natural scenery.
Treehouse in Fredericksburg
4.98 out of 5 average rating, 489 reviews

Sapling Treehouse at HoneyTree

The Sapling Treehouse is a luxury cabin stilted among young oaks on the slice of Hill Country heaven that we call The Meadow. The Sapling overlooks the south bank of the Palo Alto Creek to the distant hills beyond. It has a king bed, a well-appointed kitchenette, and a large master bath with a double rain shower and soak tub. There is a romantic lounging gazebo on its large private deck as well as a grill & griddle combo with propane provided.

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, 284 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
Treehouse in Fredericksburg
4.87 out of 5 average rating, 153 reviews

Mesquite Treehouse @ A-Frame Ranch

Escape to a modern A-frame treehouse just outside Fredericksburg. Nestled on 17 acres, The Mesquite Cabin offers Hill Country views, stargazing, and deer sightings, yet you’re minutes from Main St. Swim in the container pool, gather at the fire pit, or simply unwind on your private balcony. Inside, enjoy a king bed, rainfall shower, luxe linens, and modern amenities. The perfect blend of nature and comfort awaits.

Top Guest favourite
Home in Fredericksburg
4.96 out of 5 average rating, 199 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.

Top Guest favourite
A cozy living area features natural stone walls and a large window providing soft light. A spacious white sofa is complemented by two armchairs. A round wooden coffee table sits in the center, enhancing the neutral tones of the room.
Home in Fredericksburg
4.96 out of 5 average rating, 131 reviews

Stone Haus: Historic Home with Hot Tub

Welcome to Stone Haus, the main home of three newly renovated spaces at the Sunday Haus Estate. - Sleeps up to 6 with original character and modern amenities - Cozy living and dining space - Fully stocked kitchen with Smeg appliances and Nespresso coffee-maker - Private courtyard with hot tub - Common area with outdoor seating, yard games, and fire pit - Unique historic staircase, known as “Dutch stairs”

Popular amenities for Gillespie County holiday rentals

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