
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/ ♡

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 @ Three Windmills
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

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.

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.**

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.

Lost Cabins #3 Kingsley's Kottage
Quiet, relaxing getaway with nature AND close enough to drink some wine while shopping Main Street Fredericksburg-this is your spot. A short 16 mile drive to Main St you'll find award winning wineries, spectacular restaurants and boutique shopping! Unwind on the porch, explore, swing on the hammock gazing at the stars. Stay in to cook a meal, read a book, watch movies or gaze out the windows and see wild turkeys, cows and other animals passing by.

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 ☀️

Mesquite Treehouse @ A-Frame Ranch
Escape to a modern A-frame treehouse just outside Fredericksburg. Nestled on 17 acres, The Mesquite 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, 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

Romantic cottage| Hot tub under the stars

Cabin w/Farm Cats! Hot Tub/Romantic! Cactus Cabin

The Champagne Room

Cedar Haus: Modern Guesthouse in Fredericksburg

Beautiful Home, Pool, Hot Tub & Pet Friendly

Farmhouse Hot Tub & Fireplace Min to Town/Wineries

Vineyard-City on a Hill at Spring Creek

Willie the Modern Tiny Home w/Hot-tub & FireTable
Family- and pet-friendly home rentals

Peaceful cabin close 2main kitchen & big patio

The Cozy Cabernet, short walk to Main St!

Kitchen, Walk-in Shower, One block off Main

Covered Porch- scenic view, firepit and river

Haus Lagniappe - walking distance to Main St.

Casita Azul PRIVATE STUDIO 5 Min Drive to Downtown

Cottage 506:Walk to Main Street/Fire pit

Liebesnest @ Last Stand on the TX Wine Trail
Family-friendly home rentals with a pool

Cowboy Pool, Pet Friendly, Full Kitchen!

Happy Camper at Howdy Hill

*NEW* MODERN HAUS Pool Courtyrd & Firepit Off Main

The *Pet-Friendly* Cabernet Get Away

Jeffrey Spring- Happy Place Cabin | Hot Tub

The 1851 Cabin at Wolf Creek Guest Ranch

*New Listing | No cleaning fees | Cowboy Pool

The Guest House on Elm
Destinations to explore
- Cabin rentals Gillespie County
- Campsite rentals Gillespie County
- Rentals with a fireplace Gillespie County
- House rentals Gillespie County
- Tiny house rentals Gillespie County
- Rentals with outdoor seating Gillespie County
- Pet-friendly rentals Gillespie County
- Rentals with a patio Gillespie County
- Bed and breakfasts Gillespie County
- Treehouse rentals Gillespie County
- Rentals with an accessible-height toilet Gillespie County
- Rentals with breakfast Gillespie County
- Guest house rentals Gillespie County
- Farm stay rentals Gillespie County
- Rentals with a washing machine and dryer Gillespie County
- Private suite rentals Gillespie County
- Rentals with pools Gillespie County
- Cottage rentals Gillespie County
- Rentals with a hot tub Gillespie County
- Hotel rooms Gillespie County
- Flat rentals Gillespie County
- Apartment rentals Gillespie County
- Rentals with a firepit Gillespie County
- Family-friendly rentals Texas
- Family-friendly rentals United States
- Guadalupe River State Park
- Longhorn Cavern State Park
- Hidden Falls Adventure Park
- Texas Wine Collective
- Inks Lake State Park
- Hamilton Pool Preserve
- Pedernales Falls State Park
- Tapatio Springs Hill Country Golf Course
- Blanco State Park
- Escondido Golf & Lake Club
- National Museum of the Pacific War
- Fall Creek Vineyards, Tow
- Signor Vineyards
- Becker Vineyards
- William Chris Vineyards
- Inwood Estates Vineyards Winery & Bistro
- Kuhlman Cellars
- Hilmy Cellars - Vineyards, Winery & Tasting Room
- Ron Yates Wines
- Spicewood Vineyards
- Bending Branch Winery
- Slate Mill Wine Collective
- Grape Creek Vineyards
- Pedernales Cellars




