
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.

‘Vino Haus’ Hill Country Cabin & Hot Tub!
Welcome to Vino Haus, a beautiful, rustic, two-story cabin providing a true hill country experience. Nestled in a relaxing hillside setting, just a short two-mile drive from Fredericksburg's Historic Main Street and on the 290 Wine Trail, makes this the perfect vacation cabin. Enjoy the sunrise or sunset from the porch watching the deer, or gather around the fire-pit under the oak trees at night. Wind down at the end of the day enjoying the newly installed private Hot Tub and back porch deck.

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).

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!

Boho Vibes in the Hill Country
Here’s the RUNDOWN: - QUICK DRIVE to MAIN ST - 2 parking spots RIGHT OUTSIDE - Sleepy-time = Chill time - Bedroom w/ KING Serta i-Series mattress & 55"TV - Spacious living w/ 4K 70"TV, ATARI Console & KING pullout - Sign in to YOUR STREAMING services! - Grassy Indoor Nook w/ hammock (chill out!) - 2 private patio spaces (yes two!) w/ gas FIRE PIT - Dartboard & games - COTTON bedding - NEW SINGLE-LEVEL condo - EQUIPPED kitchen - Dining + bistro table, dual as office & island!

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.

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 ☀️

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...
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| Hot tub under the stars

The Champagne Room

3Bed/2Bath Pool Hottub Right off Main Street

Stone Haus: Historic Home with Hot Tub

Rockin' R - Shooting Star Cabin

Moscato Cottage

Farmhouse Hot Tub & Fireplace Min to Town/Wineries
Family- and pet-friendly home rentals

a Tiny House on Cherry Mountain & wide open spaces

FlyingCloud Airstream

The Riley’s Hitchin’ Post

The Cajun Condo on Cherry Mountain/Pets stay FREE!

Farmhouse @ Three Windmills

Charlotte's Cottage on Main St, Fire Pit!

Casita Azul PRIVATE STUDIO 5 Min Drive to Downtown

The Gumbo Getaway on CherryMountain/Pets stay FREE
Family-friendly home rentals with a pool

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

Chic Retreat, Pool, Hot Tub and Pet Friendly

The 1851 Cabin at Wolf Creek Guest Ranch

*New Listing | No cleaning fees | Cowboy Pool

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

The Juniper: Pickleball | Private Pool

The Guest House on Elm

Ultra Romantic + unique lux experience. Pool+ Tub!
Destinations to explore
- Flat rentals Gillespie County
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- Family-friendly rentals Texas
- Family-friendly rentals United States
- Guadalupe River State Park
- Hidden Falls Adventure Park
- Longhorn Cavern State Park
- Pedernales Falls State Park
- Hamilton Pool Preserve
- Inks Lake State Park
- Blanco State Park
- Spicewood Vineyards
- Enchanted Rock State Natural Area
- National Museum of the Pacific War
- Becker Vineyards
- Krause Springs
- Sweet Berry Farm
- Exotic Resort Zoo
- The Retreat on the Hill
- William Chris Vineyards
- Signor Vineyards
- Cypress Valley
- Wildseed Farms
- Lyndon B. Johnson State Park and Historic Site
- Cave Without A Name
- Friedrich Wilderness Park
- Grape Creek Vineyards




