Family-friendly vacation rentals in Gillespie County

Close to Main- Pool, Hot Tub, Family Friendly

Located just off Main Street, Bell Street Bungalow is the perfect destination for a girls getaway, couple's retreat, or family weekend in Texas Wine Country. The home has 2 bedrooms, a bathroom, and game room in the main house in addition to a 1 bed/1 bath cottage in the backyard; both included in your stay. Enjoy the hill country outdoors by the private in-ground pool, hot tub, fire pit, and grill area. The home is a mile from the best downtown destinations and a short drive to many wineries.

Das Grun Haus With Private Hot Tub!

Welcome to Das Grun Haus! This beautiful cottage is a cozy, rustic hideaway just a short drive from Main Street. (8 miles) This delightful two bedroom, two bathroom cottage is perfect for some "ahhhhh time." The cottage sleeps six and features a private backyard with a hot tub, fire pit, and charcoal grill. The home is equipped with high quality memory foam mattresses and luxurious linens and towels. The cottage is located on 10 acres with one other home and one tiny home on the property.

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.

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!

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.

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!

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.

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.

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.

Moonrise Retreat, a taste of country peace...

Pet-Friendly Country Cabin on 15 Acres – 4 Miles from Main Street! Enjoy peace and quiet just minutes from downtown Fredericksburg. This cozy cabin sits on a scenic 15-acre farm with hill country views and friendly animals—including a mini horse, donkey, cows, and more. The cabin is private, quiet, and comfortable—just 50 yards from our home, but we give you space to relax. Pets welcome, and there’s even an EV charger for your convenience.

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.