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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.

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Top guest favorite
Cottage in Fredericksburg
4.98 out of 5 average rating, 407 reviews

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/ ♡

Top guest favorite
A rustic cabin exterior features a welcoming front porch with two red chairs and a star emblem on the door. Steps lead up to the porch, bordered by landscaping and soft reddish gravel. Windows allow natural light to enhance the simple and charming design.
Farm stay in Fredericksburg
5 out of 5 average rating, 218 reviews

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!

Top guest favorite
The ranch building features a metal roof and a spacious concrete patio, illuminated by evening lights. A scenic view of rolling hills and a colorful sunset is visible in the background, providing a tranquil setting surrounded by nature.
Ranch in Harper
4.95 out of 5 average rating, 108 reviews

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.

Top guest favorite
An open concept Great Room features a spacious bed and a cozy seating area with a leather couch. Large windows allow natural light to fill the space, and doors lead to the private patio. Decorative elements and warm tones enhance the inviting ambiance.
Bungalow in Fredericksburg
4.99 out of 5 average rating, 160 reviews

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!

Top guest favorite
A spacious master bedroom features a wooden four-poster bed with a cozy blanket. A stone fireplace stands against the wall, complemented by a framed landscape painting. A simple wooden chair adds to the serene atmosphere, while natural light enters from an adjacent doorway.
Home in Fredericksburg
4.99 out of 5 average rating, 217 reviews

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!

Top guest favorite
The interior showcases bright wooden floors and white walls, accented by artistic decor. A cozy nook with a circular window can be seen, along with a small dining table and two chairs. Soft natural light filters through large windows, enhancing the inviting ambiance.
Treehouse in Fredericksburg
5 out of 5 average rating, 649 reviews

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!

Top guest favorite
A charming blue cabin with a metal roof is set amid greenery, featuring a wheelchair-accessible deck. A small seating area is positioned at the entrance, surrounded by native plants. Soft evening light casts a warm glow over the tranquil scene, emphasizing the natural landscape.
Guesthouse in Fredericksburg
4.97 out of 5 average rating, 789 reviews

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

Guest favorite
A rustic cabin is nestled among trees, showcasing a wooden exterior and a large porch. A stone wall with a natural wood gate frames the entrance, providing a welcoming access point. Sunlight filters through the branches, enhancing the natural surroundings of the property.
Cabin in Fredericksburg
4.89 out of 5 average rating, 152 reviews

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.

Top guest favorite
A rustic rock cottage is surrounded by green grass and trees, with a picket fence lining the property. A small outdoor seating area is visible, including chairs and a table. A birdbath is set in the garden, enhancing the serene outdoor environment.
Home in Fredericksburg
5 out of 5 average rating, 132 reviews

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.

Guest favorite
Loft in Fredericksburg
4.93 out of 5 average rating, 206 reviews

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.

Guest favorite
The exterior of a farmhouse is showcased, featuring a welcoming porch adorned with two light blue chairs. Rustic wagon wheels are mounted on the walls, while the sky above transitions with hues of orange and pink as the sun sets. A wooden fence encloses the property.
Cottage in Fredericksburg
4.97 out of 5 average rating, 470 reviews

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.

Top guest favorite
An outdoor deck features a glimpse of a plunge pool surrounded by natural scenery. Two lounging chairs are positioned next to a small dining table. The sky displays soft pastel hues during sunset, enhancing the tranquil setting of the area.
Home in Fredericksburg
5 out of 5 average rating, 243 reviews

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 ☀️

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