Family-friendly vacation rentals in Gillespie County

Guesthouse in Fredericksburg

A historic log cabin is depicted, constructed with stone and wood, nestled among bare trees and lush greenery. Warm light glows from the windows, highlighting the inviting entrance with steps leading to the porch, set against a fading twilight sky.

4.97 out of 5 average rating, 254 reviews

1850's Ranch Cabin, Copper Tub, Pet Friendly

Escape to a romantic, restored 1850s log cabin in the Texas Hill Country. Perfect for two, this private retreat blends historic charm with modern luxury, featuring a stone fireplace and a stunning copper bathtub. Enjoy peaceful ranch life, incredible star-gazing, and close proximity to Fredericksburg and Enchanted Rock. A truly unique and unforgettable getaway. King size bed in loft, porch swing on front porch and fire pit in back along with two Adirondack chairs for comfortable seating

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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.

4.9 out of 5 average rating, 175 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.

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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.

4.96 out of 5 average rating, 386 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!

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Shipping container in Fredericksburg

The entrance of the home features a large wooden door with glass panels, framed by sleek black metal. Warm wooden accents are visible on the container exterior, complemented by a small gravel area and elegant planters on either side of the door.

5 out of 5 average rating, 165 reviews

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

ROAM is a beautiful home constructed of two repurposed shipping containers complete with nearly 1000 sq ft of deck area, great views, micro cows, and rooftop hot tub! This is the perfect place for your vacation, located right on the 290 wine trail and just outside of Fredericksburg city limits - a short drive to downtown . Spend a unforgettable holiday in the enchanting surroundings of the town of Fredericksburg, the perfect place if you like small town charm and hospitality.

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Treehouse in Fredericksburg

A cozy reading nook features a rounded window, allowing views of the surrounding greenery. Soft cushions and a faux fur throw are arranged on a wooden bench. Light filters in through sheer curtains, enhancing the warm interior atmosphere.

4.98 out of 5 average rating, 543 reviews

Leaf Treehouse at The Meadow

The Leaf Treehouse (~300sqft) is perched among sturdy live oaks on our slice of Texas heaven just ten minutes from Main Street Fredericksburg. Its cozy and stylish interior includes a king bed with organic cotton sheets, a thoughtfully stocked kitchenette, a full bathroom with a rain shower, a padded reading nook with a round window, and an outdoor bathtub on the upper deck. Private propane grill below. If you don't see your dates, see the other treehouses on my host profile!

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4.96 out of 5 average rating, 323 reviews

Vineyard-City on a Hill at Spring Creek

City on a Hill at Spring Creek in Fredericksburg,has four deluxe, private cabins overlooking Spring Creek! Although the cabins are only 10 miles from town, guests feel as if they are in another world; a world of pure Texas Hill Country! A king size bed with elegant hill country style bedding and large bathroom. The bedroom/sitting area includes a flat screen TV; kitchenette complete with a toaster oven, full size refrigerator, keurig and microwave. Large porch with hot tub.

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The Aframe cabin features a modern design with large glass windows, allowing for natural light to fill the interior. A spacious deck is accessible via a set of stairs and is furnished with lounge chairs, providing a comfortable outdoor area for relaxation.

4.96 out of 5 average rating, 213 reviews

Romantic A-frame with Private Hot Tub

Romantic A-frame cabin on a quiet Hill Country ranch, just 10 miles from Fredericksburg Main Street. Soak in your private hot tub, relax on the covered deck with ranch and wildlife views, and spend your days exploring wineries, breweries, shops, and Enchanted Rock. Designed for two, this secluded cabin gives you the quiet of the country without being far from town. Perfect for anniversaries, wine weekends, birthdays, proposals, mini-moons, and quiet couple getaways.

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A rustic dining area is framed by a vintage wooden table with dark chairs, set beneath an elegant chandelier. Natural light fills the space, highlighting the stone walls and cozy living area with a wood-burning stove, creating a warm and inviting atmosphere.

5 out of 5 average rating, 244 reviews

Riddle Haus| Block off Main| Sauna| XL Hot Tub

Welcome to The historic, German homestead of your dreams, a block off of main street! Enjoy the most unique experience of Fredericksburg! This newly restored homestead comes with the ultimate surprise- a HIDDEN wine cellar! To find out how to access the cellar, you’ll embark on a short riddle experience through the home, leading you to the secret access point! Inside you’ll find the perfectly preserved wine cellar with a Hill Country prize waiting for you inside!

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4.98 out of 5 average rating, 453 reviews

The exterior of an Italian-style home is presented with a warm, golden sunset backdrop. Neutral earth tones define the structure, accented by several tall trees. A covered entryway leads to double doors framed by large glass panes, while a rustic fence encloses the property.

Villa in Fredericksburg

Stunning Villa w/ Sheep, Donkeys, Hot Tub, Wine

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, 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.

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The exterior of the cabin is illuminated by soft lighting, showcasing wooden accents and a stone pathway. A seating area is visible, featuring a round table and an umbrella. A hot tub is positioned nearby, contributing to the rustic charm of the outdoor space.

4.99 out of 5 average rating, 140 reviews

Rockin' R - Morning Star Cabin

Escape your cabin fever with a rejuvenating retreat at our 'Morning Star' cabin, one of the six custom-built havens at Rockin' R Ranch Cabins. Nestled on 10 acres of pristine land, this cozy cabin offers a tranquil escape surrounded by abundant wildlife. Step away from the rapid pace of city life and immerse yourself in the serenity of the Morning Star. Plus, indulge in the captivating hill country view right from your front porch!

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An aerial view of the cabin showcases its modern design with a metal roof and wooden accents. A private fenced-in courtyard contains a hot tub and seating area. Soft lighting is visible around the outdoor space, enhancing the tranquil environment.

4.91 out of 5 average rating, 100 reviews

The Arroyo at Meridian, Hot tub & Firepit!

The Arroyo at Meridian is a newly built, loft-style cabin ideal for a romantic escape. Enjoy the seclusion of your private fenced-in courtyard, featuring an outdoor shower, hot tub, and a fire pit. Inside, you'll find a king bed and a unique loft net hammock, offering a playful yet comfortable space to unwind. The kitchenette is equipped with all the essential appliances for your convenience. Managed by Heavenly Hosts.

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A cozy living area features natural stone walls and a large window providing soft light. A spacious white sofa is complemented by two armchairs. A round wooden coffee table sits in the center, enhancing the neutral tones of the room.