
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.

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!

1/1 a Block off Main~Outdoor Shower~Tesla Charger!
The Rustic Door is a new romantic getaway just a block off of Main Street but quietly located on a running creek. The private courtyard with an outdoor shower and lounger are the perfect place to unwind with your loved one! This modern updated cabin offers peaceful outdoor seating on the front and back porches. Inside you will find a Jacuzzi bathtub for 2 and a king size bed with luxury linens. There is a kitchenette that includes a coffee bar with a Nespresso. We can't wait to host you!

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.

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!

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!

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 ☀️

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.

Post Oak Treehouse @ A-Frame Ranch
Escape to a modern A-frame treehouse just outside Fredericksburg. Nestled on 17 acres, the Post Oak Cabin offers Hill Country views, stargazing, and deer sightings, yet you’re minutes from Main St. Swim in the container pool, gather at the fire pit, or simply unwind on your private balcony. Inside, enjoy a king bed, rainfall shower, luxe linens, and modern amenities. The perfect blend of nature and comfort awaits.

Canoe Barn on Barons Creek
This private room with bath and kitchen is attached to my house by a front wall, roof, and back deck, although there is no common wall. The deck looks over peaceful Barons Creek where deer and turkeys are often seen. It is 1 mile from the heart of downtown. This has never been an actual barn but is constructed like one. City of Fredericksburg Permit #8056000171.
Popular amenities for Gillespie County family-friendly rentals
Family-friendly home rentals with a hot tub

Romantic cottage| Hot tub under the stars

Coco Casita, Private Hot Tub, Fireplace!

NEW | The Pedernales A-Frame

The Champagne Room

Haus Lagniappe - walking distance to Main St.

Chic Retreat, Pool, Hot Tub and Pet Friendly

Private Wellness retreat|Hottub|Sauna|Prime loc

Liebe Hutte (The Love Shack)
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

The Riley’s Hitchin’ Post

Casita Azul PRIVATE STUDIO 5 Min Drive to Downtown

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

The *Pet-Friendly* Cabernet Get Away

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

Jeffrey Spring- Happy Place Cabin | Hot Tub

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 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
- 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
- Wildseed Farms
- Friedrich Wilderness Park
- Grape Creek Vineyards




