
Family-friendly holiday rentals in Gillespie County
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Top-rated family-friendly rentals in Gillespie County
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Wine Country Sanctuary | Your Private Eco Retreat
- QUICK DRIVE to Main - LARGE PRIVATE PATIO w/ FIREPIT & GAMES - 2 FREE parking spots RIGHT OUTSIDE - 55” 4K SMART TV & KING MATTRESS: Sealy High Point Hybrid - 70" 4K SMART TV, PATIO & PORCH VIEW in COZY living for 4, w/ QUEEN pullout - Sign in to YOUR STREAMING services - ATARI console games - COTTON bedding & towels - EQUIPPED kitchen - bistro DINING & DESK - a SPACIOUS BATH w/ NEW stand-up shower - FREE LAUNDRY access - SINGLE-LEVEL cottage-style condo - MINIMAL aesthetic - ECO choices w/ ♡

Cozy Cottage | Block off Main | Sauna & Hot Tub
The German Cottage of your dreams! Enjoy a modern twist on a classic cottage one block off of Main Street with a surprise inside- a HIDDEN speak easy! Guests solve a 5 part riddle to find the code that unlocks the wardrobe door to “Narnia”! To find out how to access the speakeasy, you’ll embark on a short riddle experience through the home, leading you to unlocking the Narnia wardrobe! Step through & Inside you’ll find the rustic speakeasy with a Hill Country prize waiting for you inside!

Beasts
This cozy condo is just minutes from downtown Fredericksburg, easily accessible to restaurants, winery's, shops, fun music venues and local breweries! It is the perfect getaway for couples or fun with friends! Relax on the patio, gaze at the stars, and enjoy a drink by the fire. This space was inspired by Austin's live music scene. Be inspired to write, play, be creative and have fun on the piano or guitar. This condo is retreat from our busy lives, so relax and enjoy your stay at Bestos!

Live Oak Treehouse at The Meadow
The Live Oak is one of HoneyTree's original stilted luxury cabins built in a cluster of oaks on the Palo Alto creek. Relax in the hammock. Snuggle up in the nook by the round window for some reading. Soak in the private candlelit outdoor bathtub with an open view of nature (use it as a bath or a hot tub!). Retire to the king bed under lacy mosquito netting and twinkle lights. Everything is better in a treehouse. If your dates are unavailable, see the other treehouses on my Host Profile!

Fox Burrow w/Deck acreage horses/ query for pets.
Seven minutes to Main Street, yet set on wide open green space. The cozy cabin on a private, UNPAVED road. The half acre lot has a secluded DECK facing an un-developed 10 acre pasture with cows, deer, and a 2 retired, friendly HORSES. (Sally and Adobe). Lots of beautiful space, sheep noises, and bird song. FIRE PIT for romantic nights. great STARGAZING. See pictures for amenities, NO REAL COOKING kitchenette only-microwave Pets with query only—pet cleaning fee applies Wineries near

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.

CopperBathtub-HistoricLogCabin-PrivateRanchKingBed
Rest easy at this luxurious and unique historic 1850’s log cabin. Minutes from Willow City Loop & Enchanted Rock. This comfy cabin is quiet, and peaceful. Historical Fredericksburg is a scenic 20 minute drive and after a day of wine tours, shopping or hiking, the cabins’ 66” Copper Tub will be waiting for a relaxing bath. Nature awaits behind the private security gates for taking a leisurely walk on the half mile “driveway” or venture out on country roads and enjoy the wildlife.

Airstream Glamping Near Town!
Are you looking for a fun, unique and instaworthy place to stay while in Fredericksburg? If so this is the place for you. Newley Renovated Vintage Airstream parked on our 7 acre compound just a quick 7 minuet drive to the Heart of Main Street. The interior has been completely redone with style and comfort. The perfect retreat for couples or friends who are looking for a non-traditional stay. Unwind after a long day of shopping and sight seeing in the cowboy pool while star gazing.

Cute Farmhouse - alpaca, donkey, sheep & hot tub!
The Farmhouse at Spotted Sheep Farms is a Texas chic property and is perfect for a wine country getaway. The property is home to animals and wild life including alpacas, llamas, miniature donkeys, miniature sheep and of course, spotted sheep! It boasts an open floorplan with full kitchen, queen bedroom, loft with two twin beds, brand new HotTub, satellite TV, WiFi, Netflix, outdoor games, fire pit, and large porch to watch the sunset and farm animals.

Luxury+Privacy+Pool+Near Town
Escape the hustle to this Guest House located on 15 private acres just a 5 minute drive to town in an exclusive gated subdivision. You'll love the tranquil setting and privacy all while being a short drive to Main Street. We hope this will be a restful and restorative place for couples to enjoy quality time together in a romantic setting or for someone to enjoy a quiet retreat alone in a peaceful setting. Follow us @revivalridge on IG ☀️

Post Oak Treehouse @ A-Frame Ranch
Escape to a modern A-frame treehouse just outside Fredericksburg. Nestled on 17 acres, the Post Oak Cabin offers Hill Country views, stargazing, and deer sightings, yet you’re minutes from Main St. Swim in the container pool, gather at the fire pit, or simply unwind on your private balcony. Inside, enjoy a king bed, rainfall shower, luxe linens, and modern amenities. The perfect blend of nature and comfort awaits.
Popular amenities for Gillespie County family-friendly rentals
Family-friendly home rentals with a hot tub

Romantic cottage| Hot tub under the stars

Cabin w/Farm Cats! Hot Tub/Romantic! Cactus Cabin

Fire Crest #1, a (not so) Tiny Home w/VIEWS

The Champagne Room

‘Vino Haus’ Hill Country Cabin & Hot Tub!

DarkSkies Hideaway romantic getaway hot tub/fp

Guest House at The Sanctuary

The Guest House on Elm
Family- and pet-friendly home rentals

FlyingCloud Airstream

The Cozy Cabernet, short walk to Main St!

Haus Lagniappe - walking distance to Main St.

The Riley’s Hitchin’ Post

Charlotte's Cottage on Main St, Fire Pit!

Casita Azul PRIVATE STUDIO 5 Min Drive to Downtown

Cottage 506:Walk to Main Street/Fire pit

Peaceful boho 1 king cabin w/kitchen close 2main
Family-friendly home rentals with a pool

Tejas Hills Guest Haus #2 | Hill Country + Pool

The *Pet-Friendly* Cabernet Get Away

Chic Retreat, Pool, Hot Tub and Pet Friendly

Lux•Pool•Pickleball•Golf•5Min to Main

Close to Main, Heated Pool, Firepit, 220EV outlet!

The 1851 Cabin at Wolf Creek Guest Ranch

3B/2B Pool & Hot Tub- 1 BLK to Main!

The Juniper: Pickleball | Heated Pool | Hot Tub
Destinations to explore
- Rentals with a washing machine and dryer Gillespie County
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- Rentals with a hot tub Gillespie County
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- Family-friendly rentals Texas
- Family-friendly rentals United States
- Guadalupe River State Park
- Longhorn Cavern State Park
- Hidden Falls Adventure Park
- Pedernales Falls State Park
- Inks Lake State Park
- Hamilton Pool Preserve
- Blanco State Park
- Enchanted Rock State Natural Area
- Spicewood Vineyards
- National Museum of the Pacific War
- Becker Vineyards
- William Chris Vineyards
- Sweet Berry Farm
- Exotic Resort Zoo
- The Retreat on the Hill
- Krause Springs
- 13 Acres Retreat
- Signor Vineyards
- Lyndon B. Johnson State Park and Historic Site
- Cave Without A Name
- Wildseed Farms
- Cypress Valley
- Friedrich Wilderness Park
- Grape Creek Vineyards




