Family-friendly vacation 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.

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Guest favourite

Home in Fredericksburg

4.94 out of 5 average rating, 858 reviews

Cottage 506:Walk to Main Street/Fire pit

Located just 3.5 blocks from heart of Main Street, our farmhouse cottage exceeds expectations! Cottage 506 is located in Historic District has a spacious living room, a separate cozy sitting area with daybed/trundle, 2 large king bedrooms, and 2 dining areas. Enjoy our spacious outdoors around the fire pit. Wood provided! Being a local family, we give the best hospitality, fast responses and help customizing your stay. See our NEW luxury 2/2 and 3/3 homes on my profile page. All on Main St.

Guest favourite

Home in Fredericksburg

4.98 out of 5 average rating, 197 reviews

Walk to Main/Backyard Oasis/Hot Tub/Fire Sculpture

Welcome to Forty Winks! This beautiful home is the perfect place for your vacation with just a short 4 block walk to Main Street. Featuring a beautiful master suite with new tile shower w/ double shower heads, full hall bath with large tile shower, world famous kitchen, double queen guest bedroom, comfy queen sleeper sofa in living room and comfortable dining room. TVs and ceiling fans. Enjoy the newly renovated outdoor area w/ paver patio, hot tub, custom lighting, cornhole and custom firepit!

Top guest favourite

Guesthouse in Fredericksburg

4.98 out of 5 average rating, 353 reviews

The Champagne Room

1 FREE BOTTLE OF BUBBLY! 1 FREE SELF SERVE BREAKFAST FOR 2! 4 PERSON JACUZZI HOTTUB! NO CLEANING FEE! FREE EARLY CHECKIN/LATE CHECKOUT(when available)!TONS OF FREE AMENITIES PROVIDED! We just believe you should get more for Fredericksburg prices! We privately own and operate our GUESTHOUSE. It consists of a big main suite, 65" Roku T.V. with surround sound, full kitchen, full bathroom w/huge walk-in RAINSHOWER, full size Washer/Dryer, and FREE use of 40amp EV charger. 3 person max per fire code

Guest favourite

Farm stay in Fredericksburg

4.89 out of 5 average rating, 343 reviews

Moonrise Retreat, a taste of country peace...

This country cabin is only 4 miles from Main Street Fredericksburg on 15 acres of land. It feels like a million miles away from downtown. Chickens, cows, our mini horse, Moonshine, our bull Hondo and our donkey, Jackie plus Gracie the Aussie and three cats make their home here on our farm. The cabin is 50 yards away from our house. We leave our guests to themselves unless they need us. It is quiet, peaceful and extremely comfortable and has beautiful views of the hills. EV charger available.

Guest favourite

Shipping container in Stonewall

4.95 out of 5 average rating, 168 reviews

Liebesnest @ Last Stand on the TX Wine Trail

Welcome to your charming retreat in the country, conveniently & centrally located on the TX Wine Trail b/w Johnson City and FBG. Immerse yourself in the heart of the Hill Country, close to wineries, distilleries, breweries, & live music within a short drive in either direction. Situated just 5 miles from Trade Days and 8 miles from the iconic Luckenbach, the serene escape is on over five acres adorned with historic live oaks, a babbling creek, darting hummingbirds, and a variety of wildlife.

Guest favourite

Home in Fredericksburg

4.96 out of 5 average rating, 330 reviews

Hirschbach Haus- 1 Acre Farm, Deer & Fire Pit

"Deer Creek House" is a cozy 1936 farmhouse renovated for modern comfort and entertaining 1 mile south of Main St and Milam (15 min walk). 3 bed/2 full baths includes sleeping for 8 in super comfy beds. Open kitchen, dining, and living room with electric fireplace is perfect for families including a big toy room in the well house. 1 fenced acre of private land on a dead end street with multiple outdoor dining areas. Covered patios with lights overlook the large yard with fire pit and games.

Guest favourite

Home in Fredericksburg

4.88 out of 5 average rating, 438 reviews

The Hunters Lodge 2 BEDROOM 1 BATH CLOSE TO MAIN

Relax at the gorgeous Casita (little house) just mins from DT Fredericksburg, packed with restaurants, bars and shops. Amelia’s Casitas is a unique property with 4 inviting casitas nestled in a secluded country setting. Enjoy beautiful sunsets and the stunning Hill Country sky Comfortable design & a rich amenity list will satisfy your every need. ✔ Fully Equipped Kitchen ✔ 2 Bedrooms ✔ Free Netflix ✔ Outdoor Area (Seating, Fire Pit, BBQ) ✔ High-Speed Wi-Fi ✔ Free Parking See more below!

Guest favourite

Loft in Fredericksburg

4.96 out of 5 average rating, 482 reviews

The Roadrunner No. 2 - Modern|Downtown|Doily-Free

Spacious studio with massive ceilings, hardwood floors and a Juliette balcony overlooking Main Street. Well-appointed sleeping and living area, full bath and thoughtfully equipped kitchenette. Ideal location encourages city strolls among the shops, tasting rooms, museums, restaurants, and live music venues. While a private parking space offers freedom to explore the outskirts of the beautiful hill country with its fantastic wineries, wildflowers, Luckenbach and Enchanted Rock State Park.

Top guest favourite

Cabin in Fredericksburg

4.96 out of 5 average rating, 296 reviews

Vineyard-City on a Hill at Spring Creek

City on a Hill at Spring Creek in Fredericksburg,has four deluxe, private cabins overlooking Spring Creek! Although the cabins are only 10 miles from town, guests feel as if they are in another world; a world of pure Texas Hill Country! A king size bed with elegant hill country style bedding and large bathroom. The bedroom/sitting area includes a flat screen TV; kitchenette complete with a toaster oven, full size refrigerator, keurig and microwave. Large porch with hot tub.

Guest favourite

Guesthouse in Fredericksburg

4.94 out of 5 average rating, 535 reviews

Modern Hill Country Guesthouse in Fredericksburg

Welcome to The Barn, a modern hill country-style guesthouse in Fredericksburg, Tx. - King-sized bed with luxe linens - Private courtyard with fire pit, hot tub, and outdoor shower - Cozy living area with gas fireplace and high vaulted ceilings - Kitchenette with mini-fridge and complimentary local coffee - Completely private, no shared amenities - Complimentary Wifi access - Check in at 4 PM, Check out at 11 AM (early check in available for a fee on request)

Top guest favourite

Home in Fredericksburg

4.97 out of 5 average rating, 512 reviews

Courtyard Cottage, Fredericksburg

Our comfy little cottage is just one block from Main Street shops and restaurants; it's the PERFECT place for a couples weekend, girls getaway, or fun with friends! Two bedroom/two bath with a full kitchen and wonderful patios with PRIVATE HOT TUB for a relaxing evening amongst the stars. WiFi, coffee, and tea available. We've been listing this property for 7+ years on other sites, but we're SO excited to be on AirBnB! We can't wait to see you! Permit #FBGTX - 17250

Guest favourite

Home in Fredericksburg

4.96 out of 5 average rating, 138 reviews

Allies Spot | 2/2 | Pet Friendly

A taste of chic comfort in the heart of Fredericksburg. Allie's spot provides unique amenities for your vacationing pleasure. The home is intimate with a lovely lightness and cozy ambiance. Allie's spot has one king bedroom and one queen bedroom with two bathrooms. One bathroom has a tub/shower combo and the second has a walk in shower. There is a full kitchen for those who wish to dine in, after having cocktails on the charming hanging bed on the deck.