
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.

Farmhouse Hot Tub & Fireplace Min to Town/Wineries
Treat yourself to an unforgettable weekend at this fully remodeled modern, rustic 2/2 farmhouse. Situated in the heart of wine country, you will find this peaceful haven 3 mins from town. Relax in the hot tub in front of the custom fireplace or sip wine on one of the decks that sit under large, majestic Oaks. Inside, be immersed in the stunningly finished interior with a serene and sophisticated feel. Stocked with everything you need. You'll enjoy every aspect of this stress-free home. Cheers!

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!

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!

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.

Casita Azul PRIVATE STUDIO 5 Min Drive to Downtown
Beautiful newly built studio style Casita. Enjoy the peace & quite of the Texas Hill Country while being just a few miles away from downtown Fredericksburg. The Casita is equipped with WiFi and a Smart Tv. We also provide a coffee bar set up for your enjoyment as well as an outdoor area with a fire pit and seating. Bbq pits are on the property so bring some steaks to grill and your favorite bottle of wine to dine under the stars! We hope to see you soon

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...

Pecan Treehouse @ A-Frame Ranch
Escape to a modern A-frame treehouse just outside Fredericksburg. Nestled on 17 acres, the Pecan Cabin offers Hill Country views, stargazing, and deer sightings, yet you’re minutes from Main St. Swim in the container pool, gather at the fire pit, or simply unwind on your private balcony. Inside, enjoy a king bed, dual rainfall shower, luxe linens, and modern amenities. The perfect blend of nature and comfort awaits.
Popular amenities for Gillespie County family-friendly rentals
Family-friendly home rentals with a hot tub

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

Rockin' R - Morning Star Cabin

The Champagne Room

Cedar Haus: Modern Guesthouse in Fredericksburg

Stone Haus: Historic Home with Hot Tub

Sleeps 6-Walk to Marketplatz/Main St/Restaurants

Motel Marimon: Relaxing Retreat with Hot Tub

DarkSkies Hideaway romantic getaway hot tub/fp
Family- and pet-friendly home rentals

Cozy Cabin

FlyingCloud Airstream

Old West Cabin and River Access!

The Cajun Condo on Cherry Mountain/Pets stay FREE!

The Gumbo Getaway on CherryMountain/Pets stay FREE

Historical Sunday House! Location, Location!

Sonny House

CHARMING CABIN
Family-friendly home rentals with a pool

Chic Retreat, Pool, Hot Tub and Pet Friendly

Rustic Soul, Modern Comfort | Relax on the Ranch

The 1851 Cabin at Wolf Creek Guest Ranch

*New Listing | No cleaning fees | Cowboy Pool

Private Home for 8 Stunning Pool

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

Gardens of Baron's Creek Unit A Main Street 1Blk

The Juniper: Pickleball | Private Pool
Destinations to explore
- Rentals with a washer and dryer Gillespie County
- Farmstay rentals Gillespie County
- Cabin rentals Gillespie County
- Pet-friendly rentals Gillespie County
- RV rentals Gillespie County
- Rentals with a hot tub Gillespie County
- Rentals with a fireplace Gillespie County
- Cottage rentals Gillespie County
- Boutique hotels Gillespie County
- Private suite rentals Gillespie County
- Condo rentals Gillespie County
- Rentals with a fire pit Gillespie County
- House rentals Gillespie County
- Guesthouse rentals Gillespie County
- Rentals with an accessible height toilet Gillespie County
- Rentals with breakfast Gillespie County
- Campsite rentals Gillespie County
- Bed and breakfasts Gillespie County
- Treehouse rentals Gillespie County
- Rentals with pools Gillespie County
- Hotel rooms Gillespie County
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- Rentals with outdoor seating Gillespie County
- Tiny house rentals Gillespie County
- Rentals with a patio Gillespie County
- 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
- Cave Without A Name
- Lyndon B. Johnson State Park and Historic Site
- Wildseed Farms
- Grape Creek Vineyards
- Friedrich Wilderness Park
- Cypress Valley




