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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.

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Top Guest favourite
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, 219 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 favourite
A welcoming living area is presented with a spacious brown sofa facing a mounted flat-screen television. Large windows draped with black curtains allow natural light to enhance the greenery from potted plants. A sliding door provides access to an outdoor space, contributing to the airy feel.
Home in Fredericksburg
4.98 out of 5 average rating, 253 reviews

Beasts

This cozy condo is just minutes from downtown Fredericksburg, easily accessible to restaurants, winery's, shops, fun music venues and local breweries! It is the perfect getaway for couples or fun with friends! Relax on the patio, gaze at the stars, and enjoy a drink by the fire. This space was inspired by Austin's live music scene. Be inspired to write, play, be creative and have fun on the piano or guitar. This condo is retreat from our busy lives, so relax and enjoy your stay at Bestos!

Top Guest favourite
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, 797 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 favourite
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
4.9 out of 5 average rating, 154 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 favourite
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, 136 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.

Top Guest favourite
The exterior features a charming farmhouse with a covered porch and decorative railing. A stone pathway leads to the front door, surrounded by a meticulously landscaped yard with low shrubs and gravel. The home includes large windows and a metal roof, creating an inviting appearance.
Home in Fredericksburg
4.96 out of 5 average rating, 334 reviews

2 Blocks to Main! Luxurious Farmhouse w/Fire-pit

Escape to Laurel Haus, a beautifully renovated vacation rental just two blocks from downtown Main Street in Fredericksburg, Texas. This renovated house offers modern luxury and charm. The spacious home sleeps 6 in 2 bedrooms + a Loft—two king suites and two twins—and has 2 full bathrooms. Relax on the patio, gather around the fire pit, or unwind after exploring Fredericksburg’s wineries, shops, and Texas Hill Country. Book now for a memorable wine country retreat in Fredericksburg!

Superhost
A vintage Airstream is parked on a gravel surface, reflecting sunlight. In the foreground, a cowboy pool is visible, with a person relaxing inside. The backdrop features an open field under a clear blue sky, creating a spacious and serene outdoor environment.
Tiny home in Fredericksburg
4.76 out of 5 average rating, 103 reviews

Airstream Glamping Near Town!

Are you looking for a fun, unique and instaworthy place to stay while in Fredericksburg? If so this is the place for you. Newley Renovated Vintage Airstream parked on our 7 acre compound just a quick 7 minuet drive to the Heart of Main Street. The interior has been completely redone with style and comfort. The perfect retreat for couples or friends who are looking for a non-traditional stay. Unwind after a long day of shopping and sight seeing in the cowboy pool while star gazing.

Top Guest favourite
A spacious living area features a white sofa adorned with dark cushions and a natural wood accent wall. Two leather chairs are positioned next to wooden side tables, and light from large windows illuminates a patterned rug on the floor.
Condo in Fredericksburg
4.99 out of 5 average rating, 209 reviews

Urban Hill Country Haven

Here's the RUNDOWN: - QUICK drive to MAIN STREET - 2 parking spots RIGHT OUTSIDE + visitor parking - 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! - 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!

Top Guest favourite
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, 476 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.

Guest favourite
A modern living area features a cozy gray sofa adorned with decorative cushions. A dark coffee table sits on a patterned rug, complemented by stylish pendant lighting above. The open layout highlights the adjoining kitchen with sleek appliances and a warm wooden floor extending throughout the space.
Home in Fredericksburg
4.94 out of 5 average rating, 184 reviews

Tempranillo Haus- Hot Tub Getaway Near Main St!

Whether you seek a romantic getaway or a rejuvenating escape to wine country, Tempranillo Haus is equipped with everything you need for an unforgettable experience. The fusion of boho modern aesthetics, romantic ambiance, and the allure of a private hot tub converge to create an oasis of relaxation. Located in the hear of Fredericksburg and only minutes to downtown where shopping, wine tasting, and delicious restaurants awaits you.

Top Guest favourite
A serene bedroom features a spacious bed with decorative pillows. Flanking lamps provide soft light on each side. Three framed artworks adorn the wall above the bed, depicting a boot, a cactus in a vase, and a hat. Large windows offer views of the outdoors.
Guesthouse in Harper
5 out of 5 average rating, 116 reviews

The Orange Cactus Casita | Peaceful, Country Views

Newly-built and ready to welcome guests, The Orange Cactus Casita is a private guest house situated on 10 acres of land. Sit back, relax and enjoy the views. This 2 bed, 2 bath guest house has everything you need including a full kitchen, living room and outdoor living space. This location offers the perfect opportunity for genuine relaxation in a countryside atmosphere, all within a quick 15-minute drive to Main Street.

Top Guest favourite
A charming wooden cabin features a welcoming porch with decorative stars and wooden railings. The surrounding yard showcases a gravel area with natural stone elements and a blue planter. Leafless trees provide a peaceful backdrop under a clear blue sky.
Cabin in Fredericksburg
4.95 out of 5 average rating, 268 reviews

Peaceful boho 1 king cabin w/kitchen close 2main

At Dexter Cabin - Enjoy a stylish experience at this centrally-located place close to Main Street. Full kitchen and coffee bar area. Large bathroom. King size bed. Open space. Peaceful wood cabin with beautiful patio to sit and enjoy your morning coffee or nightly glass of wine. Unique experience. Couch for lounging. Close to wineries. Pet friendly.

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