
Family-friendly holiday rentals in Gillespie County
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Top-rated family-friendly rentals in Gillespie County
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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!

Acres Near Main- Game Saloon, Hot Tub, Dog Welcome
Town & Hill Country ranch less than 5mi from Main St. You’ll have acres of peace under clear skies or be in the midst of town in minutes. A rural setting gives great views of the sunrise & sunset from the porch while wildlife graze nearby. Enjoy a night out or stay in at your own saloon stocked with yard games, shuffleboard & karaoke. Sleep soundly on Sterns & Foster mattresses (loft beds XL) & start the day w/coffee & tea provided. Toiletry starters provided. Well trained dogs welcome!

Wild Fox TX Cabin on acres,horses&cows, 1 pet/fee
SEVEN minutes to FBG Main Street. DISCOVER a beautiful, mini, TX RANCH! DECOMPRESS without having to drive far for your evening entertainment Wild Fox Cabin is on an unpaved/private road, through a MANUAL gate, and on our back twenty acres for an adventure in the country. STARGAZING is a must. The porches overlook cows, HORSES and deer-your ONLY neighbors. The cabin is decorated in wood, tin, antiques, cowhide, and TX themes. Kitchenette only. Wonderful restaurants and wineries nearby

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!

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!

Cute Farmhouse - alpaca, donkey, sheep & hot tub!
The Farmhouse at Spotted Sheep Farms is a Texas chic property and is perfect for a wine country getaway. The property is home to animals and wild life including alpacas, llamas, miniature donkeys, miniature sheep and of course, spotted sheep! It boasts an open floorplan with full kitchen, queen bedroom, loft with two twin beds, brand new HotTub, satellite TV, WiFi, Netflix, outdoor games, fire pit, and large porch to watch the sunset and farm animals.

Rustic cabin
Escape from everyday life to a 320 square feet craftsman-style cabin just 3 miles from the heart of main street Fredericksburg. Just minutes away from shopping, dining, and local attractions but still far enough away from the bustle to relax. Our cabin is built on our active sheep farm. We have Barbado sheep, Ally the llama, Miss Piggy our potbelly pig, and Duke the guard dog. We, the owners are always on-site to help make your stay an enjoyable one.

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.

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.
Popular amenities for Gillespie County family-friendly rentals
Family-friendly home rentals with a hot tub

Starview at Jeffrey Springs | Hot Tub

Fire Crest #1, a (not so) Tiny Home w/VIEWS

3Bed/2Bath Pool Hottub Right off Main Street

Romantic*Stars*Hottub*Wineries*Secluded*Fredericks

Motel Marimon: Relaxing Retreat with Hot Tub

“Vino Haus” Hill Country Cabin & Hot Tub!

Luxury Bunkhouse, 14 Acres, Pool, Hot Tub & views

Creek Bank! Luxury 5 Star Stay 2min. from Main St.
Family- and pet-friendly home rentals

Cozy Cabin

*NEW Barndominium 5★ Location Country Setting BBQ

Tejas Hills Guest Haus #2 | Hill Country + Pool

Cottage 506:Walk to Main Street/Fire pit

Reizend Haus, pet friendly, outdoor bar, in town

The Gumbo Getaway on CherryMountain/Pets stay FREE

Jacquelyns Retreat 5 Mins from Town Private Studio

Peaceful boho 1 king cabin w/kitchen close 2main
Family-friendly home rentals with a pool

Close to Main- In Ground Pool, Hot Tub, Game Room

Chic Retreat, Pool, Hot Tub and Pet Friendly

Close to Main St | Pool | HotTub | Sauna | Karaoke

5 Acre Fredericksburg Oasis with Pool & Guesthouse

Close to Main, Heated Pool, Firepit, 220EV outlet!

The 1851 Cabin at Wolf Creek Guest Ranch

3B/2B Pool & Hot Tub- 1 BLK to Main!

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





