
Family-friendly holiday rentals in Gillespie County
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Top-rated family-friendly rentals in Gillespie County
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Wine Country Sanctuary | Your Private Eco Retreat
- QUICK DRIVE to Main - LARGE PRIVATE PATIO w/ FIREPIT & GAMES - 2 FREE parking spots RIGHT OUTSIDE - 55” 4K SMART TV & KING MATTRESS: Sealy High Point Hybrid - 70" 4K SMART TV, PATIO & PORCH VIEW in COZY living for 4, w/ QUEEN pullout - Sign in to YOUR STREAMING services - ATARI console games - COTTON bedding & towels - EQUIPPED kitchen - bistro DINING & DESK - a SPACIOUS BATH w/ NEW stand-up shower - FREE LAUNDRY access - SINGLE-LEVEL cottage-style condo - MINIMAL aesthetic - ECO choices w/ ♡

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!

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.

Penthouse Apartment at Brickner Guest House
This is one of few places in the Hill country and still be 5 minutes away from downtown Fredericksburg. Its located on 43 acres, and offers a plethora of exotic wildlife. As you drive in, there will be a second gate, there's an old style wooden covered bridge crossing a pond with cascading waterfalls! You are welcome to fish at the pond or our creek our back. We don't offer breakfast, but the kitchen is fully equipped with pots, pans. We do supply coffee, sugar and creamer.

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 ☀️

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.

Stone Haus: Historic Home with Hot Tub
Welcome to Stone Haus, the main home of three newly renovated spaces at the Sunday Haus Estate. - Sleeps up to 6 with original character and modern amenities - Cozy living and dining space - Fully stocked kitchen with Smeg appliances and Nespresso coffee-maker - Private courtyard with hot tub - Common area with outdoor seating, yard games, and fire pit - Unique historic staircase, known as “Dutch stairs”

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

Romantic cottage| Hot tub under the stars

NEW | The Pedernales A-Frame

‘Vino Haus’ Hill Country Cabin & Hot Tub!

Beautiful Home, Pool, Hot Tub & Pet Friendly

DarkSkies Hideaway romantic getaway hot tub/fp

Vineyard-City on a Hill at Spring Creek

Stonebridge 2: 2 Blocks to Main | Shared Hot Tub

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

Creek Street Sunday House

The Cozy Cabernet, short walk to Main St!

Tejas Hills Guest Haus #2 | Hill Country + Pool

Kitchen, Walk-in Shower, One block off Main

Haus Lagniappe - walking distance to Main St.

Charlotte's Cottage on Main St, Fire Pit!

Casita Azul PRIVATE STUDIO 5 Min Drive to Downtown

Pet friendly Farmhaus on the 290 Wine Trail
Family-friendly home rentals with a pool

Hot tub, Pet Friendly, Close to Town

The *Pet-Friendly* Cabernet Get Away

Jeffrey Spring- Happy Place Cabin | Hot Tub

Winter Cheers with Wine, Heated Pool, Firepit!

The Farmhouse: Modern Retreat in Fredericksburg

The 1851 Cabin at Wolf Creek Guest Ranch

The Guest House on Elm

Pecan Casita in The Glades
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- Family-friendly rentals Texas
- Family-friendly rentals United States
- Guadalupe River State Park
- Texas Wine Collective
- Longhorn Cavern State Park
- Hidden Falls Adventure Park
- Pedernales Falls State Park
- Hamilton Pool Preserve
- Inks Lake State Park
- Tapatio Springs Hill Country Golf Course
- Escondido Golf & Lake Club
- Blanco State Park
- National Museum of the Pacific War
- Becker Vineyards
- Fall Creek Vineyards, Tow
- Hilmy Cellars - Vineyards, Winery & Tasting Room
- Signor Vineyards
- Kuhlman Cellars
- Spicewood Vineyards
- Pedernales Cellars
- William Chris Vineyards
- Ron Yates Wines
- Slate Mill Wine Collective
- Bending Branch Winery
- Inwood Estates Vineyards Winery & Bistro
- Grape Creek Vineyards




