
Family-friendly holiday 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.

Twisted Oak Farm stay-RanchStars! Spa!Deer! Relax!
Welcome to Twisted Oak. You won’t want to leave this charming, one-of-a-kind, peaceful Texas property. Enjoy the dark starry night skies while soaking in the private hot tub! DEER, turkey, and authentic free-range Texas Longhorns roam the open scenery. Come pet the horse's noses! Complete with cozy bed, fully stocked kitchenette, and large bathroom. Very scenic drive to FBG. This rustic, refined cabin gives you a taste of Hill Country hospitaliy. Getaway location 💕 Relax and watch the DEER!

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.

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.

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!

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!

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

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

Rockin' R - Morning Star Cabin

NEW | The Pedernales A-Frame

The Champagne Room

Romantic Fredericksburg Cottage w/ Hot Tub

‘Vino Haus’ Hill Country Cabin & Hot Tub!

Das Aframe at Ghost Oak Ranch

Vineyard-City on a Hill at Spring Creek
Family- and pet-friendly home rentals

The Cozy Cabernet, short walk to Main St!

Teeny Tiny Haus @ Last Stand on the TX Wine Trail

Main Haus on Main Street, Fire Pit!

Old West Cabin and River Access!

The Riley’s Hitchin’ Post

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

Oak Casita in The Glades

Modern Luxury Unique Stay off of Main st. Pool!

Firepit, Pool, Pets, Hottub, Pickleball, Bocceball

Happy Camper at Howdy Hill

Beautiful Home, Pool, Hot Tub & Pet Friendly

The 1851 Cabin at Wolf Creek Guest Ranch

Conestoga "Glamping" Wagons

The Shed | Luxurious Country Accommodation
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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
- Pedernales Falls State Park
- Hamilton Pool Preserve
- Tapatio Springs Hill Country Golf Course
- Blanco State Park
- Escondido Golf & Lake Club
- Texas Wine Collective
- National Museum of the Pacific War
- Signor Vineyards
- Fall Creek Vineyards, Tow
- Hilmy Cellars - Vineyards, Winery & Tasting Room
- Inwood Estates Vineyards Winery & Bistro
- Kuhlman Cellars
- Spicewood Vineyards
- Bending Branch Winery
- Grape Creek Vineyards
- Becker Vineyards
- Ron Yates Wines
- William Chris Vineyards
- Slate Mill Wine Collective
- Pedernales Cellars