
Family-friendly holiday rentals in Gillespie County
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Gillespie County
Guests agree: these family-friendly homes are highly rated for location, cleanliness and more.

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!

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.

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.

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!

Cute Farmhouse - alpaca, donkey, sheep & hot tub!
The Farmhouse at Spotted Sheep Farms is a Texas chic property and is perfect for a wine country getaway. The property is home to animals and wild life including alpacas, llamas, miniature donkeys, miniature sheep and of course, spotted sheep! It boasts an open floorplan with full kitchen, queen bedroom, loft with two twin beds, brand new HotTub, satellite TV, WiFi, Netflix, outdoor games, fire pit, and large porch to watch the sunset and farm animals.

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.

Peaceful boho 1 king cabin w/kitchen close 2main
At Dexter Cabin - Enjoy a stylish experience at this centrally-located place close to Main Street. Full kitchen and coffee bar area. Large bathroom. King size bed. Open space. Peaceful wood cabin with beautiful patio to sit and enjoy your morning coffee or nightly glass of wine. Unique experience. Couch for lounging. Close to wineries. Pet friendly.
Popular amenities for Gillespie County family-friendly rentals
Family-friendly home rentals with a hot tub

Romantic cottage| Hot tub under the stars

Rockin' R - Mason Jar Cabin

Haus Lagniappe - walking distance to Main St.

Motel Marimon: Relaxing Retreat with Hot Tub

DarkSkies Hideaway romantic getaway hot tub/fp

Guest House at The Sanctuary

The Pond Retreat! 5 Star Rating w/ Wildlife Oasis!

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

Mesquite Treehouse @ A-Frame Ranch

Shady Pecan Grove on 12 Acres (5 miles from town)

FlyingCloud Airstream

The Cozy Cabernet, short walk to Main St!

Kitchen, Walk-in Shower, One block off Main

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

Tejas Hills Guest Haus #2 | Hill Country + Pool

Chic Retreat, Pool, Hot Tub and Pet Friendly

New Year Sale! Hot Tub | Pool | Firepit | Games

Moscato Cottage

Jeffrey Spring- Happy Place Cabin | Hot Tub

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

The 1851 Cabin at Wolf Creek Guest Ranch

3B/2B Pool & Hot Tub- 1 BLK to Main!
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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
- Enchanted Rock State Natural Area
- Spicewood Vineyards
- Becker Vineyards
- Signor Vineyards
- William Chris Vineyards
- Sweet Berry Farm
- Cypress Valley
- The Retreat on the Hill
- Exotic Resort Zoo
- Grape Creek Vineyards
- Krause Springs
- 13 Acres Retreat
- Friedrich Wilderness Park
- Cave Without A Name
- Wildseed Farms
- Lyndon B. Johnson State Park and Historic Site




