
Family-friendly vacation 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/ ♡

Safari Tent on Giraffe Animal Preserve w/ Deck
Wake Up to Giraffe and Exotic Animals! Safari Tent w/ Deck! Safari-style glamping in a 20’ Lotus Belle tent with private deck, heat & AC (18,000 BTU). Luxury restroom on site. Showers available. Overlooks Grapetown Vineyard & the Giraffe Preserve Barn, with sounds of zebras, bison & more. Enjoy winery access Fri–Sun, on-site safari wine tours & bookable giraffe encounters. Secluded site with a fun hike or drive to Boil Shack and Sports Bar (across street) and Grapetown Vineyard (same property).

Farmhouse @ Three Windmills
We encourage you to explore our variety of activities: horse back riding, hunting, fishing, UTV rentals & more! Tres Molinos has free-roaming wildlife, goats, chickens, cows & exotics. You’re welcome to grab farm fresh eggs from the chicken coop for breakfast! Our animals are free roaming, as well as working dogs that watch over the ranch, so we require that your furry family member/s be leashed at all times when outdoors. TM is horse friendly w/stalls & arena, contact us for more information.

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!

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.

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 ☀️

NEW | The Pedernales A-Frame
The Pedernales A-Frame epitomizes luxury... Nestled on an expansive 8-acres bordering the serene Pedernales River and positioned atop a tranquil hill, this cabin boasts sweeping vistas of the picturesque Texas Hill Country. Its interior exudes opulence with exceptional craftsmanship, acclaimed design, premium amenities, and a wealth of luxurious finishes that cater to even the most discerning tastes. We look forward to having you...

The Orange Cactus Casita | Peaceful, Country Views
Newly-built and ready to welcome guests, The Orange Cactus Casita is a private guest house situated on 10 acres of land. Sit back, relax and enjoy the views. This 2 bed, 2 bath guest house has everything you need including a full kitchen, living room and outdoor living space. This location offers the perfect opportunity for genuine relaxation in a countryside atmosphere, all within a quick 15-minute drive to Main Street.
Popular amenities for Gillespie County family-friendly rentals
Family-friendly home rentals with a hot tub

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

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

The Champagne Room

3Bed/2Bath Pool Hottub Right off Main Street

Sleeps 6-Walk to Marketplatz/Main St/Restaurants

Rockin' R - Shooting Star Cabin

DarkSkies Hideaway romantic getaway hot tub/fp

Courtyard Cottage, Fredericksburg
Family- and pet-friendly home rentals

Cozy Cabin

Mistletoe @ Zonnebloem-1/2 Block to Main St.

Old West Cabin and River Access!

The Cajun Condo on Cherry Mountain/Pets stay FREE!

Casita Azul PRIVATE STUDIO 5 Min Drive to Downtown

Farm Stay with Pickleball Court

The Gumbo Getaway on CherryMountain/Pets stay FREE

Great location, beautiful views, fire pit
Family-friendly home rentals with a pool

Pool, Hot tub, Sleeps 10, Fire pit, Near Main St

Oak Casita in The Glades

The *Pet-Friendly* Cabernet Get Away

Chic Retreat, Pool, Hot Tub and Pet Friendly

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

The 1851 Cabin at Wolf Creek Guest Ranch

Private Home for 8 Stunning Pool

3B/2B Pool & Hot Tub- 1 BLK to Main!
Destinations to explore
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- Family-friendly rentals Texas
- Family-friendly rentals United States
- Guadalupe River State Park
- Hidden Falls Adventure Park
- Pedernales Falls State Park
- Hamilton Pool Preserve
- Longhorn Cavern State Park
- Inks Lake State Park
- Blanco State Park
- Spicewood Vineyards
- Enchanted Rock State Natural Area
- Becker Vineyards
- National Museum of the Pacific War
- Exotic Resort Zoo
- William Chris Vineyards
- Sweet Berry Farm
- Krause Springs
- Signor Vineyards
- The Retreat on the Hill
- 13 Acres Retreat
- Wildseed Farms
- Lyndon B. Johnson State Park and Historic Site
- Cave Without A Name
- Grape Creek Vineyards
- Friedrich Wilderness Park
- Cypress Valley




