
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

Modern Hill Country Guesthouse in Fredericksburg

Container Haus, Hot Tub, Cowboy Pool, Pet Friendly

‘Vino Haus’ Hill Country Cabin & Hot Tub!

Farmhouse Hot Tub & Fireplace Min to Town/Wineries

Vineyard-City on a Hill at Spring Creek

The Guest House on Elm

Tempranillo Haus- Hot Tub Getaway Near Main St!

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

The Cozy Cabernet, short walk to Main St!

Kitchen, Walk-in Shower, One block off Main

The Riley’s Hitchin’ Post

Charlotte's Cottage on Main St, Fire Pit!

Beautiful Home, Pool, Hot Tub & Pet Friendly

Peaceful boho 1 king cabin w/kitchen close 2main

Pet friendly Farmhaus on the 290 Wine Trail

Minutes from Main St Downtown | Luxury Getaway
Family-friendly home rentals with a pool

Pool, Hot tub, Sleeps 10, Fire pit, Near Main St

Hottub, Pickleball, Bocceball, Firepit, Pool, Pets

Adobe Creek Ranch - Pool, Hot Tub & Fire Pit

Happy Camper at Howdy Hill

*NEW* MODERN HAUS Pool Courtyrd & Firepit Off Main

Bloom & Bubbles: Swimming Pool+Sauna+Hot tub

Miss Lottie - Glamping, Pool & Fireplace

The 1851 Cabin at Wolf Creek Guest Ranch
Destinations to explore
- Farm stay rentals Gillespie County
- Rentals with a hot tub Gillespie County
- Cottage rentals Gillespie County
- Bed and breakfasts Gillespie County
- Rentals with pools Gillespie County
- Apartment rentals Gillespie County
- Cabin rentals Gillespie County
- Rentals with outdoor seating Gillespie County
- Rentals with a firepit Gillespie County
- House rentals Gillespie County
- Rentals with a patio Gillespie County
- Flat rentals Gillespie County
- Rentals with a fireplace Gillespie County
- Rentals with a washing machine and dryer Gillespie County
- Guest house rentals Gillespie County
- Private suite rentals Gillespie County
- Rentals with an accessible-height toilet Gillespie County
- Rentals with breakfast Gillespie County
- Tiny house rentals Gillespie County
- Pet-friendly 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
- Hamilton Pool Preserve
- Pedernales Falls State Park
- Tapatio Springs Hill Country Golf Course
- Escondido Golf & Lake Club
- Blanco State Park
- Texas Wine Collective
- National Museum of the Pacific War
- Hilmy Cellars - Vineyards, Winery & Tasting Room
- Signor Vineyards
- Fall Creek Vineyards, Tow
- Inwood Estates Vineyards Winery & Bistro
- Kuhlman Cellars
- Bending Branch Winery
- Slate Mill Wine Collective
- Boot Ranch Golf Club
- Lewis Wines
- Becker Vineyards
- William Chris Vineyards
- Spicewood Vineyards
- Ron Yates Wines