
Family-friendly vacation rentals in Gillespie County
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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 @ 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.

Wild Fox TX Cabin on acres,horses&cows, 1 pet/fee
SEVEN minutes to FBG Main Street. DISCOVER a beautiful, mini, TX RANCH! DECOMPRESS without having to drive far for your evening entertainment Wild Fox Cabin is on an unpaved/private road, through a MANUAL gate, and on our back twenty acres for an adventure in the country. STARGAZING is a must. The porches overlook cows, HORSES and deer-your ONLY neighbors. The cabin is decorated in wood, tin, antiques, cowhide, and TX themes. Kitchenette only. Wonderful restaurants and wineries nearby

Airstream Alfresco
Enjoy this lovely setting in a romantic spot in nature! Airstream Alfresco” is located on the same property as “Around the Bend Bungalow”. It is tucked away on a hilltop overlooking the back 48 acres of the W2 Ranch. Enjoy your morning coffee while viewing a feeder attracting Whitetail Deer and Rio Grande Turkey among the roaming herd of Registered Texas Longhorns. After endless wineries and shopping, toast an incredible sunset, then relax while stargazing into the wide-open deep blue sky.

Live Oak Treehouse at The Meadow
The Live Oak is one of HoneyTree's original stilted luxury cabins built in a cluster of oaks on the Palo Alto creek. Relax in the hammock. Snuggle up in the nook by the round window for some reading. Soak in the private candlelit outdoor bathtub with an open view of nature (use it as a bath or a hot tub!). Retire to the king bed under lacy mosquito netting and twinkle lights. Everything is better in a treehouse. If your dates are unavailable, see the other treehouses on my Host Profile!

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.

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.

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!

Penthouse Apartment at Brickner Guest House
This is one of few places in the Hill country and still be 5 minutes away from downtown Fredericksburg. Its located on 43 acres, and offers a plethora of exotic wildlife. As you drive in, there will be a second gate, there's an old style wooden covered bridge crossing a pond with cascading waterfalls! You are welcome to fish at the pond or our creek our back. We don't offer breakfast, but the kitchen is fully equipped with pots, pans. We do supply coffee, sugar and creamer.

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.

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 ☀️
Popular amenities for Gillespie County family-friendly rentals
Family-friendly home rentals with a hot tub

Romantic cottage| Hot tub under the stars

NEW | The Pedernales A-Frame

The Champagne Room

Beautiful Home, Pool, Hot Tub & Pet Friendly

DarkSkies Hideaway romantic getaway hot tub/fp

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

The Farmhouse: Modern Retreat in Fredericksburg

Vineyard-City on a Hill at Spring Creek
Family- and pet-friendly home rentals

Sonnen Haus @ Last Stand on the TX Wine Trail

Haus Lagniappe - walking distance to Main St.

Old West Cabin and River Access!

The Riley’s Hitchin’ Post

Tejas Hills Guest Haus #1 | Near Main Street

Charlotte's Cottage on Main St, Fire Pit!

Casita Azul PRIVATE STUDIO 5 Min Drive to Downtown

#4 Pet-friendly cabin on creek in Luckenbach, Tx
Family-friendly home rentals with a pool

3Bed/2Bath Pool Hottub Right off Main Street

Moscato Cottage

Jeffrey Spring- Happy Place Cabin | Hot Tub

Winter Cheers with Wine, Heated Pool, Firepit!

The 1851 Cabin at Wolf Creek Guest Ranch

*New Listing | No cleaning fees | Cowboy Pool

Claret House, Hot tub, Cowboy Pool, Fire pit

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




