
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.

Farmhouse @ Three Windmills
We encourage you to explore our variety of activities: horse back riding, hunting, fishing, UTV rentals & more! Tres Molinos has free-roaming wildlife, goats, chickens, cows & exotics. You’re welcome to grab farm fresh eggs from the chicken coop for breakfast! Our animals are free roaming, as well as working dogs that watch over the ranch, so we require that your furry family member/s be leashed at all times when outdoors. TM is horse friendly w/stalls & arena, contact us for more information.

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!

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.

1800’sLogCabin-PrivateRanch-KingBed-CopperBathtub
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.

The Gumbo Getaway on CherryMountain/Pets stay FREE
The Gumbo Getaway is a 1 bedroom, 1 bathroom cabin with a king bed and a full sofa sleeper in the living room. Our cabin was built in 2021. We welcome our guests to come enjoy our cozy spot in the hill country with the convenience of staying only 15 mins from Main Street in Fredericksburg. **Guests are permitted to walk the road starting at the cattle guard entrance and ending at The Lagniappe Lodge. (The LL has a big rock sign out front.) Do not walk past the Lagniappe Lodge.**

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!

Stunning Villa w/ Alpaca, Sheep, Donkeys, Hot Tub
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 alpacas, 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.

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!

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 ☀️

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.

Modern A-Frame Cabin in Nature, Minutes from Main
Stay in a modern A-frame cabin on 17 scenic acres just outside Fredericksburg. The Comal sleeps 2–4 with a king bedroom, open loft, and sleeper sofa option. Relax on the deck, grill dinner outdoors, lounge in the private stock tank pool (with optional heater), or gather around the propane fire pit under starry skies. Less than 10 minutes to Main Street, this is the perfect Hill Country escape.
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

Cozy Suite with Hot Tub in Fredericksburg

Falling Star, Hot tub, Pet Friendly, Sleeps 2!

DarkSkies Hideaway romantic getaway hot tub/fp

Guest House at The Sanctuary

Vineyard-City on a Hill at Spring Creek

Rockin' R - Rustic Star Cabin
Family- and pet-friendly home rentals

Cozy Cabin

Peaceful cabin close 2main kitchen & big patio

Creek Street Sunday House

The Cozy Cabernet, short walk to Main St!

Kitchen, Walk-in Shower, One block off Main

Main Haus on Main Street, Fire Pit!

The Riley’s Hitchin’ Post

Haus Lagniappe - walking distance to Main St.
Family-friendly home rentals with a pool

*NEW* MODERN HAUS Pool Courtyrd & Firepit Off Main

The *Pet-Friendly* Cabernet Get Away

Beautiful Home, Pool, Hot Tub & Pet Friendly

Barrel Sauna & Hot Tub, 8 blocks to Main St.

Wine, Swim, Soak! Heated Pool, Firepit, EV Outlet!

The 1851 Cabin at Wolf Creek Guest Ranch

The Guest House on Elm

Luxury Tree House X Magical Romantic Forest! Pool!
Destinations to explore
- Rentals with a washing machine and dryer Gillespie County
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- Rentals with a patio Gillespie County
- Farm stay rentals Gillespie County
- 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
- Texas Wine Collective
- Hidden Falls Adventure Park
- Inks Lake State Park
- Pedernales Falls State Park
- Tapatio Springs Hill Country Golf Course
- Hamilton Pool Preserve
- Blanco State Park
- Escondido Golf & Lake Club
- National Museum of the Pacific War
- Becker Vineyards
- Fall Creek Vineyards, Tow
- Signor Vineyards
- Hilmy Cellars - Vineyards, Winery & Tasting Room
- Kuhlman Cellars
- William Chris Vineyards
- Inwood Estates Vineyards Winery & Bistro
- Grape Creek Vineyards
- Pedernales Cellars
- Ron Yates Wines
- Spicewood Vineyards
- Bending Branch Winery
- Slate Mill Wine Collective




