
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/ ♡

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.

Cottage near Fredericksburg
Relax at my unique tranquil rock cottage less than 2 miles to Main Street on the edge of town surrounded by oak trees and adjacent to peach and pecan orchards. Enjoy the sunrise on the front porch or the sunset on the back porch while relaxing to the sights and sounds of nature. Take a step back in time and enjoy relics of the past in my cottage. Sunrise Grove Cottage is best suited for a couple seeking a quiet place to stay while visiting our lovely hamlet. Man spricht deutsch.

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!

Vineyard-City on a Hill at Spring Creek
City on a Hill at Spring Creek in Fredericksburg,has four deluxe, private cabins overlooking Spring Creek! Although the cabins are only 10 miles from town, guests feel as if they are in another world; a world of pure Texas Hill Country! A king size bed with elegant hill country style bedding and large bathroom. The bedroom/sitting area includes a flat screen TV; kitchenette complete with a toaster oven, full size refrigerator, keurig and microwave. Large porch with 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!

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.

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 ☀️

Creek Bank! Luxury 5 Star Stay 2min. from Main St.
Nestled in the heart of Texas Wine Country, our charming guesthouse offers the perfect mix of rustic elegance and modern convenience. Located just moments from Fredericksburg’s lively Main Street, this cozy retreat invites you to unwind in a private hot tub, soak in the historic charm of an 1800s rock barn, and experience the natural beauty of the Hill Country—all while being surrounded by world-class wineries, shops, and restaurants.
Popular amenities for Gillespie County family-friendly rentals
Family-friendly home rentals with a hot tub

Hideaway in Fredericksburg w/ Hot Tub + Fireplace

The Champagne Room

Hot tub, Pet Friendly, Outdoor shower, Secluded!

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

Farmhouse Hot Tub & Fireplace Min to Town/Wineries

The Guest House on Elm

Tempranillo Haus- Hot Tub Getaway Near Main St!

Moon Creek at Jeffrey Springs | Tiny Home, Hot Tub
Family- and pet-friendly home rentals

Cozy Cabin

Tejas Hills Guest Haus #2 | Hill Country + Pool

Old West Cabin and River Access!

The Blue Nook 2 Bedroom 1 Bath Close to Town

The Gumbo Getaway on CherryMountain/Pets stay FREE

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

Around the Bend Bungalow

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

Oak Casita in The Glades

3Bed/2Bath Pool Hottub Right off Main Street

The *Pet-Friendly* Cabernet Get Away

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

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!

Stunning Fredericksburg Ranch House with POOL
Destinations to explore
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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





