
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).

Tejas Hills Guest Haus #2 | Hill Country + Pool
POOL RETREAT | NEAR MAIN STREET | HILL COUNTRY ESCAPE Relax at Tejas Hills Guest Haus #2 — a charming 2BR/1BA Hill Country retreat in Fredericksburg, TX featuring a private pool and spacious backyard. Conveniently located just minutes from historic Main Street, local shops, and restaurants. Minutes from Wine Road 290 wineries, breweries, and Enchanted Rock. The perfect spot to unwind, sip local wine, and soak up the Hill Country sunshine with family, friends, or that special someone.

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.

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!

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.

Hillside Guest House | A Haven for Nature Lovers!
A Hill Country hideaway! An exclusive and modern cottage/barn tucked 3/4 mile from Ranch Road 1631 amidst oak trees. A true sanctuary for nature lovers and for those who want to escape city life to enjoy the stillness of country life. Nothing like a long-day-excursion from wine tasting, shopping and dining in town to end the day in a zen-like space and to wake up to the sight and sounds of wildlife.

Modern A-Frame Cabin in Nature, Minutes from Main
Stay in a modern A-frame cabin on 17 scenic acres just outside Fredericksburg. The Comal sleeps 2–4 with a king bedroom, open loft, and sleeper sofa option. Relax on the deck, grill dinner outdoors, lounge in the private stock tank pool (with optional heater), or gather around the propane fire pit under starry skies. Less than 10 minutes to Main Street, this is the perfect Hill Country escape.
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 with Hot Tub in Fredericksburg

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

The Champagne Room

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

Motel Marimon: Relaxing Retreat with Hot Tub

Rockin' R - Shooting Star Cabin

‘Vino Haus’ Hill Country Cabin & Hot Tub!
Family- and pet-friendly home rentals

Cozy Cabin

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

Private Wellness retreat|Hottub|Sauna|Prime loc

Romantic Ava Haus Cabin 1 of 4 listings!

Great location, beautiful views, fire pit

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

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

Oak Casita in The Glades

3Bed/2Bath Pool Hottub Right off Main Street

Sleeps 6-Walk to Marketplatz/Main St/Restaurants

The *Pet-Friendly* Cabernet Get Away

Chic Retreat, Pool, Hot Tub and Pet Friendly

The 1851 Cabin at Wolf Creek Guest Ranch

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




