
Holiday houses in Gillespie County
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Top-rated holiday rentals in Gillespie County
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Weinheimer Cabin | Hot Tub | Romantic
Baron's Creek Cabin is reminiscent of a cottage found in the French countryside. This quaint bungalow is perfect for a romantic getaway for two in wine country. Amble up the cobblestone path through the cabin’s front door to discover an interior reminiscent of a bygone era. Exposed rock walls and wood beam ceilings throughout add an authentic charm. Enjoy the cozy ambiance in the quaint sitting room, which features a warm fireplace (sesonal use). The rustic kitchen offers a mini fridge, microwav

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/ ♡

Modern Cabin + Hilltop Views + Minutes to Main St
Escape to the Roadrunner at Gamenthaler, one of three modern rammed earth cabins just minutes outside Fredericksburg, TX. Perched on a hill with sweeping valley views. Watch deer, foxes & countless birds from floor-to-ceiling windows. Curl up with a book beside your generous wood burning fireplace on crisp winter days or cook up a romantic dinner with your fully equipped kitchen. This unique home sleeps two, perfect for a memorable romantic getaway. Come experience the design and nature at Gamen

Around the Bend Bungalow
Craving a getaway with family or friends for wine tasting, great food, and gift shopping? Want to enjoy their company, but unwind in your own space? Around the Bend Bungalow and Airstream Alfresco are located approx 12 minutes from Main St. with its abundant eateries and unique shops, or 10 minutes from breathtaking views on Enchanted Rock. End your evening in a rocking chair, admiring the endless stars. Longhorns wander our pastures, and you share the location with an abundance of wildlife!

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.

Romantic A-frame with Private Hot Tub
Romantic A-frame cabin on a quiet Hill Country ranch, just 10 miles from Fredericksburg Main Street. Soak in your private hot tub, relax on the covered deck with ranch and wildlife views, and spend your days exploring wineries, breweries, shops, and Enchanted Rock. Designed for two, this secluded cabin gives you the quiet of the country without being far from town. Perfect for anniversaries, wine weekends, birthdays, proposals, mini-moons, and quiet couple getaways.

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!

Cedar + Spur Cottage • Quiet Stay Near Main St
Welcome to Cedar + Spur Cottage — where cowboy charm meets modern comfort in the heart of the Texas Hill Country. This charming one-bedroom retreat is perfect for couples or professionals seeking a quiet escape just five minutes from downtown Fredericksburg. Enjoy a full kitchen, king bed, private bath, and warm Sedona-meets-Cowboy inspired décor. Sip coffee on the porch, take in peaceful country views, and unwind in true Texas style.

The Overlook at Meridian, Hot tub & Firepit!
The Overlook at Meridian is a newly built, loft-style cabin ideal for a romantic escape. Enjoy the seclusion of your private fenced-in courtyard, featuring an outdoor shower, hot tub, and a fire pit. Inside, you'll find a king bed and a unique loft net hammock, offering a playful yet comfortable space to unwind. The kitchenette is equipped with all the essential appliances for your convenience. Managed by Heavenly Hosts.
Popular amenities for Gillespie County holiday rentals
Other great holiday rentals in Gillespie County

Crooked Tree Hideaway

Coco Casita, Private Hot Tub, Secluded, Fireplace

Sapling Treehouse at HoneyTree

Treehouse*Lux*Hot tub*Fredericksburg*EV*BBQ

Luxury Glamping Suite • King Bed + Trundle

Designer Luxury 3B | Pool | Hot Tub | Walk to Main

Luxury Retreat • Close to Main St • Scenic Views

Andromeda at The Retreat
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- Guadalupe River State Park
- Inks Lake State Park
- Pedernales Falls State Park
- Hamilton Pool Preserve
- Longhorn Cavern State Park
- Enchanted Rock State Natural Area
- Spicewood Vineyards
- Blanco State Park
- Hidden Falls Adventure Park
- Becker Vineyards
- 13 Acres Retreat
- Exotic Resort Zoo
- The Retreat on the Hill
- Sweet Berry Farm
- National Museum of the Pacific War
- William Chris Vineyards
- Krause Springs
- Signor Vineyards
- Grape Creek Vineyards
- Wildseed Farms
- Lyndon B. Johnson State Park and Historic Site
- Friedrich Wilderness Park
- Cave Without A Name
- Bending Branch Winery





