
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.

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!

Farmhouse @ Tres Molinos
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.

Around the Bend Bungalow
Craving a getaway with family or friends for wine tasting, great food and gift shopping? Want to enjoy their company, but unwind in your own space? Around the Bend Bungalow and Airstream Alfresco are located approx 12 minutes from Main St. with its abundant eateries and unique shops or 10 minutes from breathtaking views on Enchanted Rock. End your evening in a rocking chair admiring the endless stars. Longhorns wander our pastures and you share the location with an abundance of wildlife!

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

1800’sLogCabin-PrivateRanch-KingBed-CopperBathtub
Rest easy at this luxurious and unique historic 1850’s log cabin. Minutes from Willow City Loop & Enchanted Rock. This comfy cabin is quiet, and peaceful. Historical Fredericksburg is a scenic 20 minute drive and after a day of wine tours, shopping or hiking, the cabins’ 66” Copper Tub will be waiting for a relaxing bath. Nature awaits behind the private security gates for taking a leisurely walk on the half mile “driveway” or venture out on country roads and enjoy the wildlife.

The Gumbo Getaway on CherryMountain/Pets stay FREE
The Gumbo Getaway is a 1 bedroom, 1 bathroom cabin with a king bed and a full sofa sleeper in the living room. Our cabin was built in 2021. We welcome our guests to come enjoy our cozy spot in the hill country with the convenience of staying only 15 mins from Main Street in Fredericksburg. **Guests are permitted to walk the road starting at the cattle guard entrance and ending at The Lagniappe Lodge. (The LL has a big rock sign out front.) Do not walk past the Lagniappe Lodge.**

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!

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 ☀️

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.

FlyingCloud Airstream
Experience Fredericksburg and the surrounding wine country while staying in this iconic American Classic. The 2021, 27ft Flying Cloud sits on 10.5 acres, 8.9 miles from downtown Fredericksburg and 8.5 miles to Enchanted Rock. With the main house and one tiny home on the land you can enjoy your time here with parallel peace and privacy while enjoying nature and not sacrificing on luxury.
Popular amenities for Gillespie County family-friendly rentals
Family-friendly home rentals with a hot tub

NEW | The Pedernales A-Frame

The Champagne Room

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

ROAM -Rooftop Hot tub/Close to Main&290 Wine/Views

Farmhouse Hot Tub & Fireplace Min to Town/Wineries

Das Aframe at Ghost Oak Ranch

Vineyard-City on a Hill at Spring Creek

Stonebridge 2: 2 Blocks to Main | Shared Hot Tub
Family- and pet-friendly home rentals

Peaceful cabin close 2main kitchen & big patio

Romantic cottage| Hot tub under the stars

Kitchen, Walk-in Shower, One block off Main

Old West Cabin and River Access!

Charlotte's Cottage on Main St, Fire Pit!

Casita Azul PRIVATE STUDIO 5 Min Drive to Downtown

Liebesnest @ Last Stand on the TX Wine Trail

Rustic Farm Suite (A) in Bankersmith Dance Hall
Family-friendly home rentals with a pool

Oak Casita in The Glades

Hot Tub, Cowboy Pool, Pet Friendly, Fire Pit!

Ultra Lux Landscape Tree House resort. Pool! Tub!

*NEW* MODERN HAUS Pool Courtyrd & Firepit Off Main

Beautiful Home, Pool, Hot Tub & Pet Friendly

Moscato Cottage

The 1851 Cabin at Wolf Creek Guest Ranch

The Guest House on Elm
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- Family-friendly rentals Texas
- Family-friendly rentals United States
- Guadalupe River State Park
- Longhorn Cavern State Park
- Hidden Falls Adventure Park
- Inks Lake State Park
- Pedernales Falls State Park
- Hamilton Pool Preserve
- Tapatio Springs Hill Country Golf Course
- Blanco State Park
- Escondido Golf & Lake Club
- Texas Wine Collective
- National Museum of the Pacific War
- Signor Vineyards
- Fall Creek Vineyards, Tow
- Hilmy Cellars - Vineyards, Winery & Tasting Room
- Kuhlman Cellars
- Inwood Estates Vineyards Winery & Bistro
- Spicewood Vineyards
- Bending Branch Winery
- Becker Vineyards
- Grape Creek Vineyards
- William Chris Vineyards
- Ron Yates Wines
- Slate Mill Wine Collective
- Lewis Wines