
Family-friendly vacation rentals in Gillespie County
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Top-rated family-friendly rentals in Gillespie County
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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!

Cozy Cottage | Block off Main | Sauna & Hot Tub
The German Cottage of your dreams! Enjoy a modern twist on a classic cottage one block off of Main Street with a surprise inside- a HIDDEN speak easy! Guests solve a 5 part riddle to find the code that unlocks the wardrobe door to “Narnia”! To find out how to access the speakeasy, you’ll embark on a short riddle experience through the home, leading you to unlocking the Narnia wardrobe! Step through & Inside you’ll find the rustic speakeasy with a Hill Country prize waiting for you inside!

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!

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.

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.

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.

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

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

Romantic cottage| Hot tub under the stars

Rockin' R - Mason Jar Cabin

‘Vino Haus’ Hill Country Cabin & Hot Tub!

DarkSkies Hideaway romantic getaway hot tub/fp

Creek Bank! Luxury 5 Star Stay 2min. from Main St.

Vineyard-City on a Hill at Spring Creek

Tempranillo Haus- Hot Tub Getaway Near Main St!
Family- and pet-friendly home rentals

Creek Street Sunday House

Tejas Hills Guest Haus #2 | Hill Country + Pool

Haus Lagniappe - walking distance to Main St.

The Riley’s Hitchin’ Post

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

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

Hot tub, Pet Friendly, Close to Town

Moscato Cottage

Jeffrey Spring- Happy Place Cabin | Hot Tub

Winter Cheers with Wine, Heated Pool, Firepit!

The 1851 Cabin at Wolf Creek Guest Ranch

The Farmhouse: Modern Retreat in Fredericksburg

The Guest House on Elm

Pecan Casita in The Glades
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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
- Hamilton Pool Preserve
- Inks Lake State Park
- 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
- Signor Vineyards
- Kuhlman Cellars
- Spicewood Vineyards
- Pedernales Cellars
- William Chris Vineyards
- Ron Yates Wines
- Bending Branch Winery
- Grape Creek Vineyards
- Inwood Estates Vineyards Winery & Bistro
- Slate Mill Wine Collective




