
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.

Luxury Tree House X Magical Romantic Forest! Pool!
Imagine being immersed in a small enchanted forest only 100’s of feet off of Main street. Nestled into live oak trees that gently sway in the breeze, under dark skies with bright stars, and curated to both inspire joy and create presence. Welcome to our little magical treehouse and landscape resort in Fredericksburg. The amazing stays in our secluded forest are only minutes to all of the beautiful shops, cafes, restaurants, bars, and Vineyards. A magical stay that we hope you will love.
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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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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.
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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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Leaf Treehouse at The Meadow by Honeytree
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!
KitchenIndoor spacesComfort

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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Charming and updated home one block from Main St.
The Austin St. Bungalow is a recently remodeled 2000 Sq. ft. home located in the heart of the Historic District. This private 3 bedrooms and 2 bath home is just steps from downtown Fredericksburg. This home is conveniently laid out and spacious which is perfect for groups, friends, families and Bachelorettes and has a beautifully landscaped front and back yard with an amazing fire pit. Perfect for extended stays with washer and dryer provided and a full kitchen!
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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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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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Casita Azul PRIVATE STUDIO 5 Min Drive to Downtown
Beautiful newly built studio style Casita. Enjoy the peace & quite of the Texas Hill Country while being just a few miles away from downtown Fredericksburg. The Casita is equipped with WiFi and a Smart Tv. We also provide a coffee bar set up for your enjoyment as well as an outdoor area with a fire pit and seating. Bbq pits are on the property so bring some steaks to grill and your favorite bottle of wine to dine under the stars! We hope to see you soon
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The Kuhl Cottage
Welcome to The Kuhl Cottage, the ultimate Fredericksburg retreat nestled in the heart of downtown! Whether you’re planning a girls’ weekend, a family getaway, or a fun trip with friends, The Kuhl Cottage offers the perfect escape. Embrace the fun, girly vibes with vibrant pops of color and uniquely styled rooms that make every stay special. Located two blocks from Main Street, you’ll have easy access to all the fun and charm Fredericksburg has to offer.
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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.
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Popular amenities for Gillespie County family-friendly rentals
Family-friendly home rentals with a hot tub

Rockin' R - Morning Star Cabin
FamilyKitchenWifi

Hot Tub + Clubhouse • Walk to Main • Sleeps 6
KitchenIndoor spacesHiking

Large Groups-Pool/Spa/Game Room/Guest House
FamilyKitchenView

Luxe Labor Day Escape | Heated Pool + Spa + Games
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The Arroyo at Meridian, Hot tub & Firepit!
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Acres Near Main- Game Saloon, Hot Tub, Dog Welcome
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Close to Main- Pool, Hot Tub, Family Friendly
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Das Grun Haus With Private Hot Tub!
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Family- and pet-friendly home rentals

Airstream Glamping Near Town!
Indoor spacesKitchenSolo travel

Fox Burrow/acreage horse/u must query for pet/pets
FamilyIndoor spacesGrill

The Cajun Condo on Cherry Mountain/Pets stay FREE!
Indoor spacesFamilyWifi

FlyingCloud Airstream
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Historic Cabin +Working Sheep Ranch
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The Gumbo Getaway on CherryMountain/Pets stay FREE
Indoor spacesFamilyView

Farmhouse @ Tres Molinos
KitchenIndoor spacesHiking

Creekside Cabin with Private Hot Tub
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Family-friendly home rentals with a pool

Conestoga "Glamping" Wagons
Indoor spacesFamilyAccess

Big Red Bunk Haus, 8 BR/ 4.5 BA, Sleeps 16
FamilyKitchenAir conditioning

The Farmhouse: Modern Retreat in Fredericksburg
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SEVEN O ONE | Mid-Century Icon with Pool
Indoor spacesFamilyLaundry

Near Main ~ Swimming Pool & Stunning Outdoor Area
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3Bed/2Bath Pool Hottub Right off Main Street
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3B/2B Pool & Hot Tub- 1 BLK to Main!
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The Guest House on Elm
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Destinations to explore
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- Treehouse rentals Gillespie County
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- Family-friendly rentals Texas
- Family-friendly rentals United States
- Guadalupe River State Park
- Inks Lake State Park
- Pedernales Falls State Park
- Longhorn Cavern State Park
- Hamilton Pool Preserve
- Spicewood Vineyards
- Blanco State Park
- Enchanted Rock State Natural Area
- Hidden Falls Adventure Park
- Becker Vineyards
- 13 Acres Retreat
- The Retreat on the Hill
- Exotic Resort Zoo
- Krause Springs
- Sweet Berry Farm
- William Chris Vineyards
- Grape Creek Vineyards
- National Museum of the Pacific War
- Wildseed Farms
- Signor Vineyards
- Lyndon B. Johnson State Park and Historic Site
- Friedrich Wilderness Park
- Cave Without A Name
- Bending Branch Winery





