
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/ ♡

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!

Vineyard-City on a Hill at Spring Creek
City on a Hill at Spring Creek in Fredericksburg,has four 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.

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!

The Kuhl Cottage
Welcome to The Kuhl Cottage, the ultimate Fredericksburg retreat nestled in the heart of downtown! Whether you’re planning a girls’ weekend, a family getaway, or a fun trip with friends, The Kuhl Cottage offers the perfect escape. Embrace the fun, girly vibes with vibrant pops of color and uniquely styled rooms that make every stay special. Located two blocks from Main Street, you’ll have easy access to all the fun and charm Fredericksburg has to offer.

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 family-friendly rentals
Family-friendly home rentals with a hot tub

Twisted Oak Farm stay-RanchStars! Spa!Deer! Relax!

Weinheimer Cabin | Hot Tub | Romantic

Cedar Haus: Modern Guesthouse in Fredericksburg

Stone Haus: Historic Home with Hot Tub

“Vino Haus” Hill Country Cabin & Hot Tub!

DarkSkies Hideaway romantic getaway hot tub/fp

Beautiful 1800s Home! Hot Tub/Fire Pit/Bluebonnet

Farmhouse Hot Tub & Fireplace Min to Town/Wineries
Family- and pet-friendly home rentals

Tejas Hills Guest Haus #2 | Hill Country + Pool

3Bed/2Bath Pool Hottub Right off Main Street

1850's Ranch Cabin, Copper Tub, Pet Friendly

Haus Lagniappe - walking distance to Main St.

Farmhouse @ Three Windmills

Around the Bend Bungalow

Sophie’s Farmhaus on the 290 Wine Trail

Luxury Tree House X Magical Romantic Forest! Pool!
Family-friendly home rentals with a pool

Oak Casita in The Glades

Mini Dip Pool/Hot Tub WALK to MAIN St. Sleeps 6

Fredericksburg 3BR · Pool, Hot Tub · Sleeps 8

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

The 1851 Cabin at Wolf Creek Guest Ranch

Luxury Escape | Heated Pool, Spa, Grill & Games!

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
- Spicewood Vineyards
- Enchanted Rock State Natural Area
- Hidden Falls Adventure Park
- Blanco State Park
- Becker Vineyards
- 13 Acres Retreat
- The Retreat on the Hill
- Exotic Resort Zoo
- National Museum of the Pacific War
- Sweet Berry Farm
- 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





