
Family-friendly holiday rentals in Gillespie County
Find and book unique family-friendly homes on Airbnb
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/ ♡

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!

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.

The Gumbo Getaway on CherryMountain/Pets stay FREE
The Gumbo Getaway is a 1 bedroom, 1 bathroom cabin with a king bed and a full sofa sleeper in the living room. Our cabin was built in 2021. We welcome our guests to come enjoy our cozy spot in the hill country with the convenience of staying only 15 mins from Main Street in Fredericksburg. **Guests are permitted to walk the road starting at the cattle guard entrance and ending at The Lagniappe Lodge. (The LL has a big rock sign out front.) Do not walk past the Lagniappe Lodge.**

Cozy Casita Near Main St. Fire Pit, Pet Friendly
Country retreat just minutes from Fredericksburg’s vibrant Main Street! This charming 2-bedroom, 1-bath home comfortably sleeps up to 6 guests and offers the perfect blend of comfort and convenience for couples, small families, or friends. Enjoy the outdoor space featuring a fire pit, seating, and BBQ grill — ideal for evening s’mores and stargazing. ✔ Fully Equipped Kitchen ✔ 2 Bedrooms ✔ Outdoor Area (Seating, Fire Pit, BBQ) ✔ High-Speed Wi-Fi ✔ Free Parking See more below!

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.

Cedar Haus: Modern Guesthouse in Fredericksburg
Welcome to Cedar Haus, a modern ranch-style guesthouse in Fredericksburg, Tx. - 2BR/2B unit with luxe indoor amenities - Multiple outdoor living spaces for nature enjoyment - Master bedroom with king bed and attached bath - Additional bedroom with queen bed and attached bath - Full kitchen with dining for four - Wrap-around porch with rocking chairs and gas fire pit - Open pavilion featuring a hot tub and lounge seating - Complimentary Wifi access

The Dove House – Vintage Cottage near Luckenbach
This charming 1940s Sunday house sits on two private acres between downtown Fredericksburg and the 290 Wine Trail. With its own gate and wood-burning fireplace, enjoy sunsets on the front porch, peaceful mornings with coffee, and wildlife viewing. The vintage-inspired living room and kitchen add cozy character. Conveniently located: 5 mi. from Luckenbach, 1 mi. from Bankersmith, 10 min to the Wine Trail, and 10–15 min to downtown Fredericksburg.

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!

Romantic cottage| Hot tub under the stars

Romantic Cottage with Hot Tub in Fredericksburg

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

“Vino Haus” Hill Country Cabin & Hot Tub!

DarkSkies Hideaway romantic getaway hot tub/fp

The Pond Retreat! 5 Star Rating w/ Wildlife Oasis!

Romantic A-frame with Private Hot Tub
Family- and pet-friendly home rentals

Cozy Cabin

Mesquite Treehouse @ A-Frame Ranch

Tejas Hills Guest Haus #2 | Hill Country + Pool

3Bed/2Bath Pool Hottub Right off Main Street

Historic Cabin Private Ranch King Bed

Farmhouse @ Three Windmills

Private Home for 8 Stunning Pool

Sophie’s Farmhaus on the 290 Wine Trail
Family-friendly home rentals with a pool

Oak Casita in The Glades

Mini Dip POOL/HOT TUB Walk to MAIN -Your Favorite!

Chic Retreat, Pool, Hot Tub and Pet Friendly

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

Treehouse * Romantic * Hottub* Fredericksburg * EV

Girls Getaway | Pool + Spa Near Main

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

The 1851 Cabin at Wolf Creek Guest Ranch
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- Family-friendly rentals Texas
- Family-friendly rentals United States
- Guadalupe River State Park
- Pedernales Falls State Park
- Inks Lake State Park
- Hamilton Pool Preserve
- Enchanted Rock State Natural Area
- Longhorn Cavern State Park
- Spicewood Vineyards
- Blanco State Park
- Hidden Falls Adventure Park
- Becker Vineyards
- 13 Acres Retreat
- Exotic Resort Zoo
- Sweet Berry Farm
- The Retreat on the Hill
- William Chris Vineyards
- National Museum of the Pacific War
- Signor Vineyards
- Krause Springs
- Wildseed Farms
- Lyndon B. Johnson State Park and Historic Site
- Grape Creek Vineyards
- Friedrich Wilderness Park
- Cave Without A Name
- Bending Branch Winery





