
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.

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/ ♡

Twisted Oak Farm stay-RanchStars! Spa!Deer! Relax!
Welcome to Twisted Oak. You won’t want to leave this charming, one-of-a-kind, peaceful Texas property. Enjoy the dark starry night skies while soaking in the private hot tub! DEER, turkey, and authentic free-range Texas Longhorns roam the open scenery. Come pet the horse's noses! Complete with cozy bed, fully stocked kitchenette, and large bathroom. Very scenic drive to FBG. This rustic, refined cabin gives you a taste of Hill Country hospitaliy. Getaway location 💕 Relax and watch the DEER!

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.

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!

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 ☀️

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

Hideaway in Fredericksburg w/ Hot Tub + Fireplace

Romantic Cottage with Hot Tub in Fredericksburg

The Champagne Room

3Bed/2Bath Pool Hottub Right off Main Street

Chic Retreat, Pool, Hot Tub and Pet Friendly

Farmhouse Hot Tub & Fireplace Min to Town/Wineries

Creek Bank! Luxury 5 Star Stay 2min. from Main St.

Sweet Paradise, Hot Tub, Fireplace, Fire pit!
Family- and pet-friendly home rentals

Cozy Cabin

*NEW Barndominium 5★ Location Country Setting BBQ

Tejas Hills Guest Haus #2 | Hill Country + Pool

The Cajun Condo on Cherry Mountain/Pets stay FREE!

Casita Azul PRIVATE STUDIO 5 Min Drive to Downtown

The Gumbo Getaway on CherryMountain/Pets stay FREE

Group/family/pet friendly! In town. Large space!

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

Oak Casita in The Glades

The *Pet-Friendly* Cabernet Get Away

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

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

The 1851 Cabin at Wolf Creek Guest Ranch

Njem Haus: Inspirational and Fun, with Pool

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

The Guest House on Elm
Destinations to explore
- Rentals with a washing machine and dryer Gillespie County
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- Cottage rentals Gillespie County
- Boutique hotels Gillespie County
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- Rentals with outdoor seating Gillespie County
- Rentals with a hot tub Gillespie County
- Tiny house rentals Gillespie County
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- Guest house rentals Gillespie County
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- Treehouse rentals Gillespie County
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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
- Hidden Falls Adventure Park
- Hamilton Pool Preserve
- Longhorn Cavern State Park
- Blanco State Park
- Spicewood Vineyards
- Becker Vineyards
- Enchanted Rock State Natural Area
- National Museum of the Pacific War
- William Chris Vineyards
- Exotic Resort Zoo
- Sweet Berry Farm
- 13 Acres Retreat
- Krause Springs
- Signor Vineyards
- Grape Creek Vineyards
- Lyndon B. Johnson State Park and Historic Site
- The Retreat on the Hill
- Wildseed Farms
- Cypress Valley
- Friedrich Wilderness Park





