
Holiday rentals in Gillespie County
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Top-rated holiday rentals in Gillespie County
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Safari Tent on Giraffe Animal Preserve w/ Deck
Wake Up to Giraffe and Exotic Animals! Safari Tent w/ Deck! Safari-style glamping in a 20’ Lotus Belle tent with private deck, heat & AC (18,000 BTU). Luxury restroom on site. Showers available. Overlooks Grapetown Vineyard & the Giraffe Preserve Barn, with sounds of zebras, bison & more. Enjoy winery access Fri–Sun, on-site safari wine tours & bookable giraffe encounters. Secluded site with a fun hike or drive to Boil Shack and Sports Bar (across street) and Grapetown Vineyard (same property).

Twisted Oak Farm stay-RanchStars! Spa!Deer! Relax!
Welcome to Twisted Oak. You won’t want to leave this charming, one-of-a-kind, peaceful Texas property. Enjoy the dark starry night skies while soaking in the private hot tub! DEER, turkey, and authentic free-range Texas Longhorns roam the open scenery. Come pet the horse's noses! Complete with cozy bed, fully stocked kitchenette, and large bathroom. Very scenic drive to FBG. This rustic, refined cabin gives you a taste of Hill Country hospitaliy. Getaway location 💕 Relax and watch the DEER!

Private Casa/ Central Locale/Lg Baths/Unique Decor
Casa Santa Fe/Spacious/ Great Location *Has stairs, then all 1 level BR #1-Master, (2) Q, beautiful Mexican tiled bath, desk, nightstand, chargers BR #2-(1) Q, original Mexican art, nightstands BR #3 (2) Twins, Cpwboy/Indian room (2) Large Baths /Long vanities/ dbl sinks,/lg showers/ towels, SPA soap FULL SS KIT -DW, 10 ' bar, table/chairs, KEURIG JAVA BAR , cookware, dishes/Coffee Bar provided Washer/ Dryer/Heat/Air Smart Roku TV, Wifi Cantina-Firepit, BBQ, seating Permit 13577089

Panoramic Hill Country Retreat near Luckenbach
Perched on a high ridge, this stunning retreat offers 40-mile panoramic Hill Country views from every corner. Styled by artists with Saltillo tile floors and European stained glass, the space is airy, peaceful, and comfortable, featuring cozy beds and a spacious back porch. Enjoy sunsets, moonlit bonfires, stargazing, and abundant wildlife right on the property. Conveniently located near Bankersmith, Luckenbach, Old Tunnel, wineries, and just a short drive to Fredericksburg’s Main Street.

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.

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.

ROAM -Rooftop Hot tub/Close to Main&290 Wine/Views
ROAM is a beautiful home constructed of two repurposed shipping containers complete with nearly 1000 sq ft of deck area, great views, micro cows, and rooftop hot tub! This is the perfect place for your vacation, located right on the 290 wine trail and just outside of Fredericksburg city limits - a short drive to downtown . Spend a unforgettable holiday in the enchanting surroundings of the town of Fredericksburg, the perfect place if you like small town charm and hospitality.

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!

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.

Cedar Haus: Modern Guesthouse in Fredericksburg
Welcome to Cedar Haus, a modern ranch-style guesthouse in Fredericksburg, Tx. - 2BR/2B unit with luxe indoor amenities - Multiple outdoor living spaces for nature enjoyment - Master bedroom with king bed and attached bath - Additional bedroom with queen bed and attached bath - Full kitchen with dining for four - Wrap-around porch with rocking chairs and gas fire pit - Open pavilion featuring a hot tub and lounge seating - Complimentary Wifi access

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 ☀️

NEW | The Pedernales A-Frame
The Pedernales A-Frame epitomizes luxury... Nestled on an expansive 8-acres bordering the serene Pedernales River and positioned atop a tranquil hill, this cabin boasts sweeping vistas of the picturesque Texas Hill Country. Its interior exudes opulence with exceptional craftsmanship, acclaimed design, premium amenities, and a wealth of luxurious finishes that cater to even the most discerning tastes. We look forward to having you...
Popular amenities for Gillespie County holiday rentals
Other great holiday rentals in Gillespie County

NEW! Free Tesla/EV Charging & 1 Mile from Town

Running Deer Lodge | A Fredericksburg Escape

The Grape Vine Suite

La Gallinera

Sunday House at The Sanctuary

Luxe Lodge + Sunset Views + Close to Town

DEAL!•near Main•sleeps 2•Full kitchen•wineries

Texas Saw Mill (Cabin #1) - Hot Tub & 10 Mins to M
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- Guadalupe River State Park
- Hidden Falls Adventure Park
- Longhorn Cavern State Park
- Pedernales Falls State Park
- Inks Lake State Park
- Hamilton Pool Preserve
- Blanco State Park
- Spicewood Vineyards
- Enchanted Rock State Natural Area
- Exotic Resort Zoo
- National Museum of the Pacific War
- Becker Vineyards
- Sweet Berry Farm
- Krause Springs
- William Chris Vineyards
- The Retreat on the Hill
- Signor Vineyards
- Wildseed Farms
- Cave Without A Name
- Lyndon B. Johnson State Park and Historic Site
- Friedrich Wilderness Park
- Grape Creek Vineyards
- Cypress Valley




