
Family-friendly holiday 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.

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!

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

Eagle St Retreat, Privacy Fence, Hot Tub
This newly built, contemporary 1 bed/1 bath condo is a casual, comfortable, and convenient retreat just a couple minutes from the heart of Main Street! You'll be in your own little world with a romantically lit bedroom with a luxurious king bed and fireplace. Unwind in the living room area with the fireplace and smart TV, and whip up a favorite meal in the fully equipped kitchen. Relax in the hot tub on the private fenced patio! Don't forget to bring the wine! Managed by Heavenly Hosts

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.

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.

Cabin w/ hot tub and fire pit close to town & wine
The Cabin at Spotted Sheep Farms is the perfect way to spend a couple of nights in the Texas Hill Country and Fredericksburg Texas area. With wineries, shopping, dining, and other destination just minutes away, you'll have plenty to do while still being surrounded by nature. The cabin features two king bedrooms with efficient closets & one master bathroom with stylish vanity and a large walk-in shower. Large outdoor porch with seating and dining, hot tub, and fire pit.

Urban Hill Country Haven
Here's the RUNDOWN: - QUICK drive to MAIN STREET - 2 parking spots RIGHT OUTSIDE + visitor parking - Sleepy-time = Chill time - Bedroom w/ KING Serta i-Series mattress & 55"TV - Spacious living w/ 4K 70"TV, ATARI Console & KING pullout - Sign in to YOUR STREAMING services! - 2 private patio spaces (yes two!) w/ gas FIRE PIT - Dartboard & games - COTTON bedding - NEW SINGLE-LEVEL condo - EQUIPPED kitchen - Dining + bistro table, dual as office & island!

Tempranillo Haus- Hot Tub Getaway Near Main St!
Whether you seek a romantic getaway or a rejuvenating escape to wine country, Tempranillo Haus is equipped with everything you need for an unforgettable experience. The fusion of boho modern aesthetics, romantic ambiance, and the allure of a private hot tub converge to create an oasis of relaxation. Located in the hear of Fredericksburg and only minutes to downtown where shopping, wine tasting, and delicious restaurants awaits you.

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.

Peaceful cabin close 2main kitchen & big patio
Pet friendly, peaceful and centrally-located cabin. 2 min from main. Southwest boho decor that’ll make you feel like you are staying in a blogger favorite location. Not your typical Airbnb. King size bed. Full kitchen with fridge, stove and microwave. Spacious open floor plan. Large bathroom. Beautiful patio to sip your morning coffee or wind down with a glass of wine. Close to wineries. Pet friendly.
Popular amenities for Gillespie County family-friendly rentals
Family-friendly home rentals with a hot tub

Romantic cottage| Hot tub under the stars

NEW | The Pedernales A-Frame

The Champagne Room

Rockin' R - Shooting Star Cabin

Chic Retreat, Pool, Hot Tub and Pet Friendly

DarkSkies Hideaway romantic getaway hot tub/fp

Farmhouse Hot Tub & Fireplace Min to Town/Wineries

Creek Bank! Luxury 5 Star Stay 2min. from Main St.
Family- and pet-friendly home rentals

FlyingCloud Airstream

The Cozy Cabernet, short walk to Main St!

Haus Lagniappe - walking distance to Main St.

Charlotte's Cottage on Main St, Fire Pit!

The Gumbo Getaway on CherryMountain/Pets stay FREE

Lost Cabins #3 Kingsley's Kottage

Walk to Main|Hot Tub &PuttPutt|Private Yard

STAY ON MAIN! St Studio Apt W/ Kitchen
Family-friendly home rentals with a pool

Steps to Main | Hot Tub • Game Room Retreat

Tejas Hills Guest Haus #2 | Hill Country + Pool

Moscato Cottage

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 Guest House on Elm

Pecan Casita in The Glades
Destinations to explore
- Rentals with a washing machine and dryer 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
- National Museum of the Pacific War
- Enchanted Rock State Natural Area
- Spicewood Vineyards
- Becker Vineyards
- Signor Vineyards
- William Chris Vineyards
- Sweet Berry Farm
- Cypress Valley
- The Retreat on the Hill
- Exotic Resort Zoo
- Grape Creek Vineyards
- Krause Springs
- 13 Acres Retreat
- Friedrich Wilderness Park
- Cave Without A Name
- Lyndon B. Johnson State Park and Historic Site
- Wildseed Farms




