
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.**

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 ☀️

Hillside Guest House | A Haven for Nature Lovers!
A Hill Country hideaway! An exclusive and modern cottage/barn tucked 3/4 mile from Ranch Road 1631 amidst oak trees. A true sanctuary for nature lovers and for those who want to escape city life to enjoy the stillness of country life. Nothing like a long-day-excursion from wine tasting, shopping and dining in town to end the day in a zen-like space and to wake up to the sight and sounds of wildlife.

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

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

NEW | The Pedernales A-Frame

The Champagne Room

Beautiful Home, Pool, Hot Tub & Pet Friendly

‘Vino Haus’ Hill Country Cabin & Hot Tub!

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

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

Cozy Cabin

The Cozy Cabernet, short walk to Main St!

Haus Lagniappe - walking distance to Main St.

The Riley’s Hitchin’ Post

Old West Cabin and River Access!

Casita Azul PRIVATE STUDIO 5 Min Drive to Downtown

Liebesnest @ Last Stand on the TX Wine Trail

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

Ultra Lux Landscape Tree House resort. Pool! Tub!

Happy Camper at Howdy Hill

*NEW* MODERN HAUS Pool Courtyrd & Firepit Off Main

Moscato Cottage

Jeffrey Spring- Happy Place Cabin | Hot Tub

The 1851 Cabin at Wolf Creek Guest Ranch

*New Listing | No cleaning fees | Cowboy Pool

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




