
Family-friendly holiday rentals in Gillespie County
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Top-rated family-friendly rentals in Gillespie County
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Popular amenities for Gillespie County family-friendly rentals
Family-friendly home rentals with a hot tub

Romantic cottage| Hot tub under the stars
This place has been one of the most beautiful and peaceful places we have rented. The baked goods waiting for us were delicious!!! Monica was very sweet and accommodating. Truly enjoyed our stay and would definitely rent again!! Everything was just perfect!!

Silver Lining Cottage | 2/1, Hot Tub, Pet Friendly
We enjoyed our stay in Fredericksburg. The home was very clean and looked just like we expected from the photos. The bed was very comfortable and the hot tub was amazing at the end of each day. Location was perfect, just a few blocks off of main with shopping and restaurants close by. We would definitely stay here again!

Come Make Hay In the Cute Barn
We had such a great time! I lived in Germany for a short bit many years ago and this sweet cozy house reminded me of the experience. It was fun to look around at all the decor from Germany. It was nice and quiet, and just a short uber ride from town. We loved the surprise German pastries put in our room and appreciated the bottled water that we forgot to bring with us! Thank you for being such a lovely host. We’d totally visit again.

Riverside Retreat River Access + Stunnning Views!
We thoroughly enjoyed our stay. Kitchen was well stocked to cook meals each day. Our favorite part was sitting by the river, peaceful and relaxing. Location was perfect, in between Johnson City and Fredericksburg, Albert is down the road, and many nearby wineries.

5 Blocks from Main St! Hot tub/Firepit/EV Charging
It started out a bit rough with A/C issues, but they were extremely quick to be helpful and make things right. They continued to communicate next steps. Great location, very clean, enough room and would definitely stay there again. The outside area is perfect for this time of year! Everyone had a great time.

Location! Prost House 2 Blks from Downtown
We loved Susan’s place. Very walkable to the Main St with shops and restaurants. The house is tastefully renovated and decorated, we felt comfortable. Amenities and supplies are more than adequate, we felt right at home. The outside back area is private and super relaxing. We stayed for a long weekend, but definitely a place you could comfortably stay a week or more. Thank you Susan.

Mendelbaum Winery Fig Cabin
We absolutely love this lovation. The cabin was gorgeous and so were the surroundings. There's a nice pit area, playground and gazebo. There's also a nice trail on the property to go for a nice morning stroll. The cabins are tucked away in a wooded area that's not too far from the main road so you can enjoy a peaceful environment. This location is also perfect because its right on winery road with Grape Creek right next door to the property's winery. We look forward to staying at the cabins again.

Mesquite Farmhouse at Barons CreekSide Resort
What a cozy and quaint cabin. It reminded me of my grandmother's house and I loved it! The hot tub was a nice touch and was a great way to end the evening with a glass of wine. My girlfriend is already looking forward to going back!
Family- and pet-friendly home rentals

Unique Swiftie Hideaway- 2 blocks to Main!
Our girls’ trip at the Taylor Swift Hideaway was absolutely charming and so adorable! The TS Hideaway was cute and quaint. The attention to detail with the decor was very detailed for Swifty lovers or fans! Everything was clean and well-maintained, making it a delightful home base for our weekend. Kathryn, our hostess went above and beyond, eagerly ensuring our stay was welcoming with thoughtful touches like bracelet making, candy, and several messages to check in on us to ensure we had everything we needed for our stay. Highly recommend this gem for a fun and relaxing getaway! You won’t find another AIrBnB like this one!!

Kitchen, Walk-in Shower, One block off Main
The property was very cute, clean and close to town. I noticed others said the bathroom setup was odd because the sink/vanity is in the bedroom, but I really enjoyed that feature. While my husband was taking a hot shower and steaming up the bathroom, I was cool and dry doing my hair and makeup. The vanity lighting is also great because they have the lights on a dimmer switch, and there’s plenty of natural lighting. The bed and pillows were comfortable which is always a plus. The water is really soft so be prepared to feel like you can’t get the soap and shampoo off. All in all, our stay was great and we would rent the property again.

Town Creek Warren - Suite A
Beautiful place, GREAT location! Pretty much walked everywhere. Perfect size for a little getaway. Loved the option for coffee. Overall 10/10 Will definitely keep this on our list to stay at again.

Breakaway Guest House - 2 blocks from Main Street
Great place to stay and very convenient to Main Street. Josh and Holly are great hosts and very responsive.

Cottage 506:Walk to Main Street/Fire pit
Loved our stay here. The house was well decorated and clean. Beds were very comfortable. The only downside was that it is on a busy street so there was some road noise and backing out of the driveway was a little tricky. But the convenient location more than made up for it. Would definitely stay here again next time we’re in Fredericksburg.

little cabin in the woods, 8 mi to Fredericksburg
Amazing private getaway. The property is absolutely beautiful. Perfect for reading, reflection, and relaxing.

Fredericksburg Ranch in the middle of the wineries
We had 13 guests total, and there was enough space for all of us. The house, guest house and Casita were all cozy and well decorated. There were plenty of linens and towels for everyone. Check in was easy and the property was just as described. It's private and serene. This is a country house, so expect to drive down a bit of dirt road, and you will get a few critters. The house is about 10 minutes from town and 5-10 minutes from the wineries and breweries. We had no problem calling an Uber to transport us into town. We all loved the layout so much we are thinking of coming back in the winter for my husband's Birthday.

Grapetown Farmhouse
Was a very beautiful home to have out bachelorette getaway at! Beautiful scenery, clean home, just overall great stay!
Family-friendly home rentals with a pool

The Ranch House
Beautiful home, and beautiful land. We had such a great weekend at The Ranch House. We had all the peace and quiet we needed and were comfortable. Clear entrance instructions and easy check in/out. Would definitely book again.

Sunny Oak | Sleeps 10 | Poo| Outdoor kitchen
First of I have to say the house is more beautiful in person! They have everything you would need for your stay including pots and pans, silverware, bowls, plates…. Etc. My favorite part out of everything was the backyard nobody wanted to go back inside the house. The dogs loved!!! The backyard space it was big lots of room for them to roam around. They also have a small gated space near the master bedroom so your dogs can use the bathroom. We used it at night since there is a light and we can see the dogs. The fencing is perfect. I had a chihuahua and there was no way for her to fit underneath it. They did an excellent job covering it. The speakers are through out the house. We loved them!! If you have kids but want to still explore a winery. There is a place 20 minutes away from this Airbnb. It’s called Grapetown vineyard and they also have a safari tour as well. Overall the house is breathtaking perfect for a big family or a little getaway. We will be back for sure!

The Farmhouse: Modern Retreat in Fredericksburg
⸻ This was, without a doubt, my favorite Airbnb I’ve ever stayed in—and I’ve stayed in many! From the moment we arrived, it felt like peace and beauty wrapped into one perfect place. The setting was serene, the home was spotless, and every detail was thoughtfully designed to help you truly relax and let go of any stress you walked in with. The farmhouse exceeded all expectations. Honestly, our favorite day of the trip was the one where we didn’t leave the property—we just stayed put and soaked it all in. The beds were incredibly comfortable, the pillows were amazing, and the outdoor space (including the pool!) was everything we could’ve hoped for. There’s not a single thing I would change. We will absolutely be back, and I recommend this place without hesitation to anyone looking for a peaceful, restorative getaway. Simply perfect.

Big Red Bunk Haus, 8 BR/ 4.5 BA, Sleeps 16
We loved the big red barn. We had a group of 15 ladies for a bridal shower and the location was amazing! We enjoyed the patio and watching the local animals: cows, goats and turkeys! Kitchen was great for breakfasts and we had a wine shuttle pick us up and take us around. So great! Highly recommend and we will be back!

Amish Sunrise Cabin at Wolf Creek Guest Ranch
Such an easy booking experience. The place is beautiful and peaceful.

Hill House Suite - Pool, Spa, Spectacular Views!
This is by far my favorite place to stay now, it is very private and the hill top view is amazing. I couldn’t believe it when we walked in to the house. The house is beautiful and the landscape is breathtaking. Nora was very accommodating and a genuinely nice person. My wife and I were bummed out at a bad experience in San Antonio and were headed home when we came across this place. Nora was very sympathetic and turned our trip completely around. We will definitely be back! ⭐️⭐️⭐️⭐️⭐️

Amish Sunset Cabin at Wolf Creek Guest Ranch
Beautiful peaceful place to stay, loved the jacuzzi tub and the bed was very comfortable. The fire pit was a perfect touch for the clear nights to see the full moon and the stars. We loved our stay!! We will definitely be back.
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- Guadalupe River State Park
- Longhorn Cavern State Park
- Pedernales Falls State Park
- Inks Lake State Park
- Tapatio Springs Hill Country Golf Course
- Blanco State Park
- Hamilton Pool Preserve
- Escondido Golf & Lake Club
- Hidden Falls Adventure Park
- Austin Golf Club
- Texas Wine Collective
- National Museum of the Pacific War