Family-friendly holiday rentals in Gillespie County

Find and book unique family-friendly homes on Airbnb

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Popular amenities for Gillespie County family-friendly rentals

Family-friendly home rentals with a hot tub

Guest favourite
Cabin in Fredericksburg
4.9 out of 5 average rating, 102 reviews

Romantic cottage| Hot tub under the stars

DignaRating, 5 stars3 weeks ago
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!!
Superhost
Home in Fredericksburg
4.83 out of 5 average rating, 120 reviews

Silver Lining Cottage | 2/1, Hot Tub, Pet Friendly

SherriRating, 5 stars1 month ago
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!
Guest favourite
Barn in Fredericksburg
4.89 out of 5 average rating, 224 reviews

Come Make Hay In the Cute Barn

DezarayRating, 5 stars6 days ago
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.
Guest favourite
Cabin in Stonewall
4.91 out of 5 average rating, 131 reviews

Riverside Retreat River Access + Stunnning Views!

TanyaRating, 5 stars4 weeks ago
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.
Guest favourite
Cottage in Fredericksburg
4.92 out of 5 average rating, 224 reviews

5 Blocks from Main St! Hot tub/Firepit/EV Charging

BrandiRating, 5 stars1 month ago
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.
Home in Fredericksburg
4.97 out of 5 average rating, 33 reviews

Location! Prost House 2 Blks from Downtown

LaurieRating, 5 stars15 months ago
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.
Cabin in Fredericksburg
4.48 out of 5 average rating, 25 reviews

Mendelbaum Winery Fig Cabin

BrittniRating, 5 stars6 months ago
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.
Cottage in Fredericksburg
5 out of 5 average rating, 4 reviews

Mesquite Farmhouse at Barons CreekSide Resort

ReubenRating, 5 stars24 months ago
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

Guest favourite
Home in Fredericksburg
4.96 out of 5 average rating, 137 reviews

Unique Swiftie Hideaway- 2 blocks to Main!

DeniseRating, 5 stars6 days ago
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!!
Guest favourite
Home in Fredericksburg
4.92 out of 5 average rating, 899 reviews

Kitchen, Walk-in Shower, One block off Main

KendraRating, 5 stars1 month ago
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.
Guest favourite
Guest suite in Fredericksburg
4.87 out of 5 average rating, 109 reviews

Town Creek Warren - Suite A

HannahRating, 5 stars2 weeks ago
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.
Top guest favourite
Guest house in Fredericksburg
4.99 out of 5 average rating, 375 reviews

Breakaway Guest House - 2 blocks from Main Street

EverettRating, 5 stars3 weeks ago
Great place to stay and very convenient to Main Street. Josh and Holly are great hosts and very responsive.
Guest favourite
Home in Fredericksburg
4.94 out of 5 average rating, 853 reviews

Cottage 506:Walk to Main Street/Fire pit

LindseyRating, 5 stars2 days ago
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.
Cabin in Fredericksburg
4.91 out of 5 average rating, 148 reviews

little cabin in the woods, 8 mi to Fredericksburg

NicoRating, 5 stars3 weeks ago
Amazing private getaway. The property is absolutely beautiful. Perfect for reading, reflection, and relaxing.
Superhost
Ranch in Fredericksburg
4.83 out of 5 average rating, 138 reviews

Fredericksburg Ranch in the middle of the wineries

MandyRating, 5 stars1 week ago
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.
Superhost
Home in Fredericksburg
4.73 out of 5 average rating, 71 reviews

Grapetown Farmhouse

NadiaRating, 5 stars6 months ago
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

Top guest favourite
Home in Fredericksburg
4.99 out of 5 average rating, 79 reviews

The Ranch House

J'NellRating, 5 stars1 week ago
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.
Guest favourite
Home in Fredericksburg
4.98 out of 5 average rating, 44 reviews

Sunny Oak | Sleeps 10 | Poo| Outdoor kitchen

ChristinaRating, 5 stars4 months ago
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!
Top guest favourite
Home in Fredericksburg
4.98 out of 5 average rating, 149 reviews

The Farmhouse: Modern Retreat in Fredericksburg

ShariRating, 5 stars2 weeks ago
⸻ 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.
Top guest favourite
Farm stay in Fredericksburg
4.97 out of 5 average rating, 146 reviews

Big Red Bunk Haus, 8 BR/ 4.5 BA, Sleeps 16

JessicaRating, 5 stars1 month ago
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!
Guest favourite
Ranch in Fredericksburg
5 out of 5 average rating, 10 reviews

Amish Sunrise Cabin at Wolf Creek Guest Ranch

HeatherRating, 5 stars7 months ago
Such an easy booking experience. The place is beautiful and peaceful.
Guest favourite
Home in Fredericksburg
4.95 out of 5 average rating, 39 reviews

Hill House Suite - Pool, Spa, Spectacular Views!

NicholasRating, 5 stars1 month ago
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! ⭐️⭐️⭐️⭐️⭐️
Superhost
Farm stay in Fredericksburg
4.84 out of 5 average rating, 49 reviews

Amish Sunset Cabin at Wolf Creek Guest Ranch

ChristinaRating, 5 stars7 months ago
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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