
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/ ♡

Farmhouse Hot Tub & Fireplace Min to Town/Wineries
Treat yourself to an unforgettable weekend at this fully remodeled modern, rustic 2/2 farmhouse. Situated in the heart of wine country, you will find this peaceful haven 3 mins from town. Relax in the hot tub in front of the custom fireplace or sip wine on one of the decks that sit under large, majestic Oaks. Inside, be immersed in the stunningly finished interior with a serene and sophisticated feel. Stocked with everything you need. You'll enjoy every aspect of this stress-free home. Cheers!

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!

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

Airstream Glamping Near Town!
Are you looking for a fun, unique and instaworthy place to stay while in Fredericksburg? If so this is the place for you. Newley Renovated Vintage Airstream parked on our 7 acre compound just a quick 7 minuet drive to the Heart of Main Street. The interior has been completely redone with style and comfort. The perfect retreat for couples or friends who are looking for a non-traditional stay. Unwind after a long day of shopping and sight seeing in the cowboy pool while star gazing.

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 ☀️

Tempranillo Haus- Hot Tub Getaway Near Main St!
Whether you seek a romantic getaway or a rejuvenating escape to wine country, Tempranillo Haus is equipped with everything you need for an unforgettable experience. The fusion of boho modern aesthetics, romantic ambiance, and the allure of a private hot tub converge to create an oasis of relaxation. Located in the hear of Fredericksburg and only minutes to downtown where shopping, wine tasting, and delicious restaurants awaits you.

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.

THE NEST :: 1/1 Guesthaus, 1 mile from Main St!
Nestled in a quiet Fredericksburg neighborhood, The Nest is located just 1 mile to historic Main Street! Vintage modern style flows throughout our newly built cottage with private alley access. It has all the amenities you'll need to make you feel right at home! We are local Fredericksburg-ers & are happy to recommend restaurants, wineries, activites, nightlife, etc! Find us on Insta @thenestguesthaus

CHARMING CABIN
Small and private cabin, that have all you might need to a peaceful get away. 9 miles from Fredericksburg. You probably won’t have cell phone service there is nothing I can do about it but we have wifi you just have to make sure you are connected to the right network you will get than info at check in
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

Twisted Oak Farm stay-RanchStars! Spa!Deer! Relax!

NEW | The Pedernales A-Frame

Rockin' R - Mason Jar Cabin

Chic Retreat, Pool, Hot Tub and Pet Friendly

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

Private Wellness retreat|Hottub|Sauna|Prime loc
Family- and pet-friendly home rentals

FlyingCloud Airstream

Creek Street Sunday House

The Cozy Cabernet, short walk to Main St!

Kitchen, Walk-in Shower, One block off Main

Haus Lagniappe - walking distance to Main St.

Mistletoe @ Zonnebloem-1/2 Block to Main St.

Charlotte's Cottage on Main St, Fire Pit!

MidCentury Charm|Hot Tub|Firepit|Pets|Walk to Main
Family-friendly home rentals with a pool

Hobbit House with Hot Tub & Fireplace | Magical Hi

Tejas Hills Guest Haus #2 | Hill Country + Pool

Jeffrey Spring- Happy Place Cabin | Hot Tub

Close to Main, Heated Pool, Firepit, 220EV outlet!

The 1851 Cabin at Wolf Creek Guest Ranch

*New Listing | No cleaning fees | Cowboy Pool

3B/2B Pool & Hot Tub- 1 BLK to Main!

The Juniper: Pickleball | Heated Pool | Hot Tub
Destinations to explore
- Treehouse rentals Gillespie County
- Rentals with a washing machine and dryer Gillespie County
- Cabin rentals Gillespie County
- Pet-friendly rentals Gillespie County
- Farm stay rentals Gillespie County
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- Guest house rentals Gillespie County
- Private suite rentals Gillespie County
- Tiny house rentals Gillespie County
- Rentals with outdoor seating Gillespie County
- Motorhome rentals Gillespie County
- Rentals with a fireplace Gillespie County
- Rentals with a hot tub Gillespie County
- Rentals with a firepit Gillespie County
- Campsite rentals Gillespie County
- Rentals with pools Gillespie County
- Rentals with a patio Gillespie County
- Flat rentals Gillespie County
- Boutique hotels 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
- Pedernales Falls State Park
- Inks Lake State Park
- Hamilton Pool Preserve
- Blanco State Park
- National Museum of the Pacific War
- Spicewood Vineyards
- Enchanted Rock State Natural Area
- Becker Vineyards
- Exotic Resort Zoo
- The Retreat on the Hill
- Signor Vineyards
- William Chris Vineyards
- 13 Acres Retreat
- Lyndon B. Johnson State Park and Historic Site
- Sweet Berry Farm
- Cave Without A Name
- Krause Springs
- Cypress Valley
- Grape Creek Vineyards
- Wildseed Farms
- Friedrich Wilderness Park




