Family-friendly holiday rentals in Gillespie County

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.

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.

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.

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!

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!

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.

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!

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.

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.

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.

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.

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”