
Family-friendly holiday rentals in Gillespie County
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Gillespie County
Guests agree: These family-friendly homes are highly rated for location, cleanliness and more.

Weinheimer Cabin | Hot Tub | Romantic
Baron's Creek Cabin is reminiscent of a cottage found in the French countryside. This quaint bungalow is perfect for a romantic getaway for two in wine country. Amble up the cobblestone path through the cabin’s front door to discover an interior reminiscent of a bygone era. Exposed rock walls and wood beam ceilings throughout add an authentic charm. Enjoy the cozy ambiance in the quaint sitting room, which features a warm fireplace (sesonal use). The rustic kitchen offers a mini fridge, microwav

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/ ♡

Fox Burrow w/Deck acreage horses/ query for pets.
Seven minutes to Main Street, yet set on wide open green space. The cozy cabin on a private, UNPAVED road. The half acre lot has a secluded DECK facing an un-developed 10 acre pasture with cows, deer, and a 2 retired, friendly HORSES. (Sally and Adobe). Lots of beautiful space, sheep noises, and bird song. FIRE PIT for romantic nights. great STARGAZING. See pictures for amenities, NO REAL COOKING kitchenette only-microwave Pets with query only—pet cleaning fee applies Wineries near

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!

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.

DarkSkies Hideaway romantic getaway hot tub/fp
Welcome to Dark Skies Hideaway! An adorable guest house with amazing views! Take it easy in a unique and tranquil getaway. Not just a place to lay your head but an experience for all that enter. Enjoy the amazing sunrises and sunsets in a peaceful setting as you sit on your front porch. Lie in bed and look at the stars through the sky lights overhead. The dark skies allow you to see the milky way in all it's glory! This is paradise in the making!

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

Romantic Cottage with Hot Tub in Fredericksburg

3Bed/2Bath Pool Hottub Right off Main Street

“Vino Haus” Hill Country Cabin & Hot Tub!

Farmhouse Hot Tub & Fireplace Min to Town/Wineries

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

Private Home for 8 Stunning Pool

Abigail's Cabin built in 1880

Das Grun Haus With Private Hot Tub!
Family- and pet-friendly home rentals

Cozy Cabin

*NEW Barndominium 5★ Location Country Setting BBQ

Tejas Hills Guest Haus #2 | Hill Country + Pool

Historic Cabin Private Ranch King Bed

Farmhouse @ Three Windmills

Cozy Casita Near Main St. Fire Pit, Pet Friendly

The Gumbo Getaway on CherryMountain/Pets stay FREE

Around the Bend Bungalow
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

Grand Oaks Ranch · Pool · Spa · Game Barn · Animal

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

The Farmhouse: Modern Retreat in Fredericksburg

The 1851 Cabin at Wolf Creek Guest Ranch

Njem Haus: Inspirational and Fun, with Pool
Destinations to explore
- Hotel rooms Gillespie County
- Cottage rentals Gillespie County
- Boutique hotels Gillespie County
- Tiny house rentals Gillespie County
- Tree house rentals Gillespie County
- Private suite rentals Gillespie County
- Rentals with a fireplace Gillespie County
- Bed and breakfasts Gillespie County
- Guesthouse rentals Gillespie County
- Rentals with a washing machine and dryer Gillespie County
- Rentals with an accessible height toilet Gillespie County
- Rentals with breakfast Gillespie County
- RV rentals Gillespie County
- Farmstay rentals Gillespie County
- Rentals with pools Gillespie County
- Campsite rentals Gillespie County
- Condo rentals Gillespie County
- Pet-friendly rentals Gillespie County
- Rentals with outdoor seating Gillespie County
- Rentals with a fire pit Gillespie County
- Rentals with a patio Gillespie County
- Rentals with a hot tub Gillespie County
- Cabin rentals Gillespie County
- House rentals Gillespie County
- Apartment rentals Gillespie County
- 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





