
Holiday houses in Gillespie County
Find and book unique accommodation on Airbnb
Top-rated holiday rentals in Gillespie County
Guests agree: these stays are highly rated for location, cleanliness and more.

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/ ♡

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!

Cozy Cottage | Block off Main | Sauna & Hot Tub
The German Cottage of your dreams! Enjoy a modern twist on a classic cottage one block off of Main Street with a surprise inside- a HIDDEN speak easy! Guests solve a 5 part riddle to find the code that unlocks the wardrobe door to “Narnia”! To find out how to access the speakeasy, you’ll embark on a short riddle experience through the home, leading you to unlocking the Narnia wardrobe! Step through & Inside you’ll find the rustic speakeasy with a Hill Country prize waiting for you inside!

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!

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.

Hot tub, Pet Friendly, Outdoor shower, Secluded!
Falling Star Ranch, with 6 private acres it is the ultimate in romance, luxury & privacy! Stucco & straw-bale home - so unique with its indoor rock fireplace and jetted tub for two!! Indoor shower, romantic arbor with lights, bbq grill, and nothing but the wildlife! No detail left undone. Enjoy a romantic dinner on the deck under lights; relax for hours in the hot tub! Recently updated to include a full kitchen for a longer stay. Managed by Heavenly Hosts

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 ☀️

Pecan Treehouse @ A-Frame Ranch
Escape to a modern A-frame treehouse just outside Fredericksburg. Nestled on 17 acres, the Pecan 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, dual rainfall shower, luxe linens, and modern amenities. The perfect blend of nature and comfort awaits.

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.
Popular amenities for Gillespie County holiday rentals
Other great holiday rentals in Gillespie County

Coco Casita, Private Hot Tub, Secluded, Fireplace

Riddle Haus| Block off Main| Sauna| XL Hot Tub

Sapling Treehouse at HoneyTree

Boho Vibes in the Hill Country

77 Guesthouse: Contemporary bungalow - come relax!

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

Live Oak Treehouse at The Meadow

Designer Luxury 3B | Pool | Hot Tub | Walk to Main
Destinations to explore
- Guesthouse rentals Gillespie County
- Rentals with outdoor seating Gillespie County
- Family-friendly rentals Gillespie County
- Apartment rentals Gillespie County
- Rentals with a patio Gillespie County
- Boutique hotels Gillespie County
- Rentals with a washing machine and dryer Gillespie County
- Cottage rentals Gillespie County
- Private suite rentals Gillespie County
- Tiny house rentals Gillespie County
- Pet-friendly rentals Gillespie County
- Rentals with a fire pit Gillespie County
- Farmstay rentals Gillespie County
- Cabin rentals Gillespie County
- Rentals with a hot tub Gillespie County
- Condo rentals Gillespie County
- Tree house rentals Gillespie County
- House rentals Gillespie County
- Campsite rentals Gillespie County
- Rentals with a fireplace Gillespie County
- Hotel rooms Gillespie County
- Bed and breakfasts Gillespie County
- Rentals with pools Gillespie County
- Rentals with an accessible height toilet Gillespie County
- Rentals with breakfast Gillespie County
- RV rentals Gillespie County
- Guadalupe River State Park
- Inks Lake State Park
- Pedernales Falls State Park
- Hamilton Pool Preserve
- Hidden Falls Adventure Park
- Longhorn Cavern State Park
- Blanco State Park
- Spicewood Vineyards
- Becker Vineyards
- National Museum of the Pacific War
- Exotic Resort Zoo
- 13 Acres Retreat
- Enchanted Rock State Natural Area
- William Chris Vineyards
- Sweet Berry Farm
- Grape Creek Vineyards
- Wildseed Farms
- Krause Springs
- Signor Vineyards
- Lyndon B. Johnson State Park and Historic Site
- The Retreat on the Hill
- Cypress Valley
- Friedrich Wilderness Park
- Cave Without A Name





