
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.

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 onlyβpet cleaning fee applies Wineries near

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.

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.**

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!

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.

Cabin w/ hot tub and fire pit close to town & wine
The Cabin at Spotted Sheep Farms is the perfect way to spend a couple of nights in the Texas Hill Country and Fredericksburg Texas area. With wineries, shopping, dining, and other destination just minutes away, you'll have plenty to do while still being surrounded by nature. The cabin features two king bedrooms with efficient closets & one master bathroom with stylish vanity and a large walk-in shower. Large outdoor porch with seating and dining, hot tub, and fire pit.

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!

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 βοΈ

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.

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 2β4 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.

#2 Rustic cabin on creek in Luckenbach, Texas
Welcome to our guest cabins A group of 6 rustic guest cabins, set back in the Texas Hill Country landscape, over-looking the creek in Lucenbach, Texas. These private accommodations are a short drive to many Texas Hill Country Wineries, Gardens, Fredericksburg TX, state parks and historic sites. If you enjoy nature and the simple life, then our rustic country cabins are perfect for you.
Popular amenities for Gillespie County family-friendly rentals
Family-friendly home rentals with a hot tub

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

Romantic cottage| Hot tub under the stars

Riddel Haus, Hot tub, Walk to Main St, Fireplace

PartyBarn, HotTub, Spacious, 1min to Main St.

DarkSkies Hideaway romantic getaway hot tub/fp

Das Aframe at Ghost Oak Ranch

Vineyard-City on a Hill at Spring Creek

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

Cozy Cabin

Sonnen Haus @ Last Stand on the TX Wine Trail

The Cozy Cabernet, short walk to Main St!

Haus Lagniappe - walking distance to Main St.

Casita Azul PRIVATE STUDIO 5 Min Drive to Downtown

Charlotte's Cottage on Main St, Fire Pit!

Jewell's Cowboy House

STAY ON MAIN! St Studio Apt W/ Kitchen
Family-friendly home rentals with a pool

Happy Camper at Howdy Hill

*NEW* MODERN HAUS Pool Courtyrd & Firepit Off Main

The *Pet-Friendly* Cabernet Get Away

Beautiful Home, Pool, Hot Tub & Pet Friendly

The 1851 Cabin at Wolf Creek Guest Ranch

Cozy Tiny Home With Hot Tub and Cowboy Pool!

The Guest House on Elm

Luxury Tree House X Magical Romantic Forest! Pool!
Destinations to explore
- Cottage rentalsΒ Gillespie County
- Tiny house rentalsΒ Gillespie County
- House rentalsΒ Gillespie County
- Treehouse rentalsΒ Gillespie County
- Flat rentalsΒ Gillespie County
- Hotel roomsΒ Gillespie County
- Rentals with a washing machine and dryerΒ Gillespie County
- Rentals with a fireplaceΒ Gillespie County
- Private suite rentalsΒ Gillespie County
- Rentals with a firepitΒ Gillespie County
- Rentals with poolsΒ Gillespie County
- Rentals with an accessible-height toiletΒ Gillespie County
- Rentals with breakfastΒ Gillespie County
- Rentals with a patioΒ Gillespie County
- Bed and breakfastsΒ Gillespie County
- Cabin rentalsΒ Gillespie County
- Guest house rentalsΒ Gillespie County
- Rentals with outdoor seatingΒ Gillespie County
- Apartment rentalsΒ Gillespie County
- Farm stay rentalsΒ Gillespie County
- Campsite rentalsΒ Gillespie County
- Pet-friendly rentalsΒ Gillespie County
- Rentals with a hot tubΒ Gillespie County
- Family-friendly rentalsΒ Texas
- Family-friendly rentalsΒ United States
- Guadalupe River State Park
- Longhorn Cavern State Park
- Texas Wine Collective
- Hidden Falls Adventure Park
- Inks Lake State Park
- Pedernales Falls State Park
- Tapatio Springs Hill Country Golf Course
- Hamilton Pool Preserve
- Blanco State Park
- Escondido Golf & Lake Club
- National Museum of the Pacific War
- Becker Vineyards
- Fall Creek Vineyards, Tow
- Hilmy Cellars - Vineyards, Winery & Tasting Room
- Signor Vineyards
- Kuhlman Cellars
- William Chris Vineyards
- Inwood Estates Vineyards Winery & Bistro
- Grape Creek Vineyards
- Pedernales Cellars
- Ron Yates Wines
- Spicewood Vineyards
- Bending Branch Winery
- Slate Mill Wine Collective




