
Holiday houses in Gillespie County
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Top-rated holiday rentals in Gillespie County
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Modern Cabin + Hilltop Views + Minutes to Main St
Escape to the Red-tail 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 Gamenth

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.

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.

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!

Leaf Treehouse at The Meadow by Honeytree
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!

Creekside Cabin with Private Hot Tub
City on a Hill at Spring Creek in Fredericksburg, has 6 deluxe, private cabins overlooking Spring Creek! Although the cabins are only 10 miles from town, guests feel as if they are in another world; a world of pure Texas Hill Country! A king size bed with elegant hill country style bedding and large bathroom. The bedroom/sitting area includes a flat screen TV; kitchenette complete with a toaster oven, full size refrigerator, keurig and microwave. Large porch with 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.

Charming and updated home one block from Main St.
The Austin St. Bungalow is a recently remodeled 2000 Sq. ft. home located in the heart of the Historic District. This private 3 bedrooms and 2 bath home is just steps from downtown Fredericksburg. This home is conveniently laid out and spacious which is perfect for groups, friends, families and Bachelorettes and has a beautifully landscaped front and back yard with an amazing fire pit. Perfect for extended stays with washer and dryer provided and a full kitchen!

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!

Stunning Villa w/ Sheep, Donkeys, Hot Tub, Wine
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, 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.

Beautiful Condo | Near Town | Sleeps 4
The "Pecan Villas" in Fredericksburg is a brand new, modern condo just minutes from Main Street in Fredericksburg with easy access to wineries, Luckenbach, Enchanted Rock, scenic Texas Hill Country drives, and more. This home features 2 master bedrooms with king-sized beds and ensuite bathrooms, a large gathering space with a fully-equipped kitchen, electric fireplace, and a private outdoor patio. I'd love to host you for your hill country getaway!

The Orange Cactus Casita | Peaceful, Country Views
Newly-built and ready to welcome guests, The Orange Cactus Casita is a private guest house situated on 10 acres of land. Sit back, relax and enjoy the views. This 2 bed, 2 bath guest house has everything you need including a full kitchen, living room and outdoor living space. This location offers the perfect opportunity for genuine relaxation in a countryside atmosphere, all within a quick 15-minute drive to Main Street.
Popular amenities for Gillespie County holiday rentals
Other great holiday rentals in Gillespie County

Luxury Retreat • Close to Main St • Stunning Views

Pedernales A-Frame | 8 riverfront acres, hot tub

Rockin' R - Stargazer Cabin

The Hillside at Meridian, Hot tub & Firepit!

Cozy Charmer - Walk to Main St!

Modern Ranch Retreat with Hill Country Views

Luxury Glamping Suite • King Bed + Trundle

6K SqFt Estate | Pickleball · Creek | Sleeps 20+
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- Guadalupe River State Park
- Inks Lake State Park
- Pedernales Falls State Park
- Longhorn Cavern State Park
- Hamilton Pool Preserve
- Spicewood Vineyards
- Blanco State Park
- Enchanted Rock State Natural Area
- Hidden Falls Adventure Park
- Becker Vineyards
- 13 Acres Retreat
- The Retreat on the Hill
- Exotic Resort Zoo
- Krause Springs
- William Chris Vineyards
- Sweet Berry Farm
- National Museum of the Pacific War
- Grape Creek Vineyards
- Wildseed Farms
- Signor Vineyards
- Lyndon B. Johnson State Park and Historic Site
- Friedrich Wilderness Park
- Cave Without A Name
- Bending Branch Winery





