
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.
Holiday rentals for every style
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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

Rockin' R - Morning Star Cabin

NEW | The Pedernales A-Frame

The Champagne Room

Romantic Fredericksburg Cottage w/ Hot Tub

‘Vino Haus’ Hill Country Cabin & Hot Tub!

Das Aframe at Ghost Oak Ranch

Vineyard-City on a Hill at Spring Creek
Family- and pet-friendly home rentals

The Cozy Cabernet, short walk to Main St!

Teeny Tiny Haus @ Last Stand on the TX Wine Trail

Main Haus on Main Street, Fire Pit!

Old West Cabin and River Access!

The Riley’s Hitchin’ Post

Casita Azul PRIVATE STUDIO 5 Min Drive to Downtown

Cottage 506:Walk to Main Street/Fire pit

Peaceful boho 1 king cabin w/kitchen close 2main
Family-friendly home rentals with a pool

Oak Casita in The Glades

Modern Luxury Unique Stay off of Main st. Pool!

Firepit, Pool, Pets, Hottub, Pickleball, Bocceball

Happy Camper at Howdy Hill

Beautiful Home, Pool, Hot Tub & Pet Friendly

The 1851 Cabin at Wolf Creek Guest Ranch

Conestoga "Glamping" Wagons

The Shed | Luxurious Country Accommodation
Destinations to explore
- Rentals with a washing machine and dryer Gillespie County
- Rentals with a fireplace Gillespie County
- Rentals with a patio Gillespie County
- Rentals with outdoor seating Gillespie County
- Cottage rentals Gillespie County
- Bed and breakfasts Gillespie County
- Tiny house rentals Gillespie County
- Rentals with pools Gillespie County
- Rentals with a hot tub Gillespie County
- Pet-friendly rentals Gillespie County
- Rentals with an accessible height toilet Gillespie County
- Rentals with breakfast Gillespie County
- House rentals Gillespie County
- Hotel rentals Gillespie County
- Farmstay rentals Gillespie County
- Guesthouse rentals Gillespie County
- Tree house rentals Gillespie County
- Rentals with a fire pit Gillespie County
- Cabin rentals Gillespie County
- Private suite rentals Gillespie County
- Apartment rentals Gillespie County
- Condo rentals Gillespie County
- Family-friendly rentals Texas
- Family-friendly rentals United States
- Guadalupe River State Park
- Longhorn Cavern State Park
- Hidden Falls Adventure Park
- Inks Lake State Park
- Pedernales Falls State Park
- Hamilton Pool Preserve
- Tapatio Springs Hill Country Golf Course
- Blanco State Park
- Escondido Golf & Lake Club
- Texas Wine Collective
- National Museum of the Pacific War
- Signor Vineyards
- Fall Creek Vineyards, Tow
- Hilmy Cellars - Vineyards, Winery & Tasting Room
- Inwood Estates Vineyards Winery & Bistro
- Kuhlman Cellars
- Spicewood Vineyards
- Bending Branch Winery
- Grape Creek Vineyards
- Becker Vineyards
- William Chris Vineyards
- Ron Yates Wines
- Slate Mill Wine Collective
- Pedernales Cellars