
Family-friendly vacation rentals in Gillespie County
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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.

Around the Bend Bungalow
Craving a getaway with family or friends for wine tasting, great food and gift shopping? Want to enjoy their company, but unwind in your own space? Around the Bend Bungalow and Airstream Alfresco are located approx 12 minutes from Main St. with its abundant eateries and unique shops or 10 minutes from breathtaking views on Enchanted Rock. End your evening in a rocking chair admiring the endless stars. Longhorns wander our pastures and you share the location with an abundance of wildlife!

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

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!

Boho Vibes in the Hill Country
Here’s the RUNDOWN: - QUICK DRIVE to MAIN ST - 2 parking spots RIGHT OUTSIDE - 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! - Grassy Indoor Nook w/ hammock (chill out!) - 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!

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.

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 ☀️

FlyingCloud Airstream
Experience Fredericksburg and the surrounding wine country while staying in this iconic American Classic. The 2021, 27ft Flying Cloud sits on 10.5 acres, 8.9 miles from downtown Fredericksburg and 8.5 miles to Enchanted Rock. With the main house and one tiny home on the land you can enjoy your time here with parallel peace and privacy while enjoying nature and not sacrificing on luxury.
Popular amenities for Gillespie County family-friendly rentals
Family-friendly home rentals with a hot tub

Hot Tub, Cowboy Pool, Pet Friendly, Fire Pit!

Ultra Lux Landscape Tree House resort. Pool! Tub!

DarkSkies Hideaway romantic getaway hot tub/fp

ROAM -Rooftop Hot tub/Close to Main&290 Wine/Views

Guest House at The Sanctuary

Voted Most Romantic! Peach 1800s Cabin! Hot Tub!

Rockin' R - Rustic Star Cabin

Cresta de Fuego #2, a (not so) Tiny Home w/VIEWS
Family- and pet-friendly home rentals

Romantic cottage| Hot tub under the stars

The Cozy Cabernet, short walk to Main St!

Kitchen, Walk-in Shower, One block off Main

Haus Lagniappe - walking distance to Main St.

Casita Azul PRIVATE STUDIO 5 Min Drive to Downtown

Peaceful boho 1 king cabin w/kitchen close 2main

Blue Cottage- Cozy and only 4 blocks from Main St!

Historic Cabin +Working Sheep Ranch
Family-friendly home rentals with a pool

Taylor Haus - Hot Tub & Comfort!

Happy Camper at Howdy Hill

The *Pet-Friendly* Cabernet Get Away

Luxury Glamping Lodge w/ Private Cowboy Pool

Beautiful Home, Pool, Hot Tub & Pet Friendly

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

Miss Lottie - Glamping, Pool & Fireplace

The 1851 Cabin at Wolf Creek Guest Ranch
Destinations to explore
- Rentals with a washer and dryer Gillespie County
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- Private suite rentals 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
- Inks Lake State Park
- Hamilton Pool Preserve
- Tapatio Springs Hill Country Golf Course
- Pedernales Falls State Park
- Texas Wine Collective
- Escondido Golf & Lake Club
- Blanco State Park
- National Museum of the Pacific War
- Fall Creek Vineyards, Tow
- Signor Vineyards
- William Chris Vineyards
- Inwood Estates Vineyards Winery & Bistro
- Hilmy Cellars - Vineyards, Winery & Tasting Room
- Kuhlman Cellars
- Spicewood Vineyards
- Slate Mill Wine Collective
- Bending Branch Winery
- Grape Creek Vineyards
- Becker Vineyards
- Ron Yates Wines
- Pedernales Cellars