Family-friendly vacation rentals in Gillespie County

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.

Kitchen · Indoor spaces · Check-in

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.

Kitchen · Family · Air conditioning

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

**Luxury Retreat: Modern Farmhouse with Casita & Resort-Style Amenities** Escape to this Luxury farmhouse with a charming casita (full 1 bedroom apartment above game room), nestled among oak trees just outside of town. Enjoy the game room with twin bunks and twin rollaway cots, heated pool, fire pit, and spa house with jacuzzi. Perfect for family or friends—your serene getaway awaits! Book now! 6 Min Drive -Main Street 15 Min Drive- Grape Creek Vineyards 33 Min Drive- Enchanted Rock

Indoor spaces · Family · Getting around

Grand Oaks Ranch · Pool·Spa · Game Barn · Animals

Built beginning in 1848 and over several generations, Grand Oaks Ranch is a historic limestone farmhouse sleeping 16 on 22 private Hill Country acre with a resort pool, hot tub, fire pit, and barn. Unwind poolside, sip wine at sunset, roast s'mores under the stars, or challenge your crew to a late-night ping pong battle in the barn. Friendly cows, goats, and horses roam the property. Minutes from Main Street and the wineries. Authentic Texas ranch life with every comfort you'd want.

Kitchen · Indoor spaces · Grill

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!

Indoor spaces · Family · Getting around

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!

Family · Kitchen · Hot tub

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.

Kitchen · Indoor spaces · Getting around

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!

Kitchen · Family · Value

Historic Cabin +Working Sheep Ranch

Hill Country River Ranch is 4 miles to main street. Enjoy a memorable visit when you stay in this unique home built in 1876 with 2 bedrooms and 2 baths. Patio overlooks pasture with our friendly sheep & donkeys. Our private access to the Pedernales River is only 200 yards away. This riverbank area is shared with other guests . We have a canoe, picnic tables and BBQ pits ready for you to enjoy under the shaded pecan and oak trees. UberEats available.

Indoor spaces · Kitchen · River

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.

Family · Kitchen · Bathroom

The Overlook at Meridian, Hot tub & Firepit!

The Overlook 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.

Indoor spaces · Kitchen · Outdoor spaces

Stone Haus: Historic Home with Hot Tub

Welcome to Stone Haus, the main home of three newly renovated spaces at the Sunday Haus Estate. - Sleeps up to 6 with original character and modern amenities - Cozy living and dining space - Fully stocked kitchen with Smeg appliances and Nespresso coffee-maker - Private courtyard with hot tub - Common area with outdoor seating, yard games, and fire pit - Unique historic staircase, known as “Dutch stairs”

Indoor spaces · Family · Nearby