Family-friendly holiday rentals in Dripping Springs

Modern Hill Country Ranch | EV, Views, Wineries

Your private luxury ranch awaits on a gorgeous 3 acre land with gated entrance. This unique Texas-style "barndominum" inspired home was built brand-new in 2017. The full wraparound covered deck gives you an ultimate outdoor experience to relax and either sip on your morning coffee or fire up the BBQ grill. Did we mention that 10s of deers and baby deers just walk and run around the backyard!! Home is also equipped with 82" TV w/ Netflix as well as ergonomic standing desk w/ keyboard/monitor.

Honkey's Hideout @Ranch225-Meet Honkey the Donkey

Welcome to the home of the World Famous Honkey the Donkey! Our home is located on 25 acres, and is home to our pet miniature donkey, Honkey, as well as goats, dogs, barn kitties, and horse companions that all LOVE to meet new people! You can get your fill of all the local wineries, breweries, and scenery the hill country has to offer. If you are looking for a place to unwind, take in the beauty of the hill country, and still be within 45 minutes of downtown Austin, this is the place for you!

Romantic Yurt Getaway: King Bed | Private Hot Tub

This one-of-a-kind Treehouse Yurt is your PERFECT getaway from city life! Located in the heart of Texas winery and brewery country, your day trips are only minutes away in every direction! This one bedroom (king bed) is hosted by Airbnb's 2022 Top New Host of the State of Texas! Relax in the spa, stargaze, or sit around the fire under a 300-year-old Live Oak Tree! The Tangled Oak Yurt is tucked away on a beautiful 9-acre property and offers all your modern amenities plus a king-size bed!

Kindness Glamping Cabin: Yoga/Hike/Swim @13 Acres

The charming & inviting Kindness Cabin is situated within the 13 Acres Meditation Retreat, nestled amidst the picturesque hill country landscape. Explore hiking trails, gardens, wet-weather creek, amazing sunsets, gift market, infinity pool, refreshing outdoor showers, super clean restroom facilities, classes in the Breathe yoga/meditation studio, 24/7 café, & community fire pit. Come discover the restorative power of this sacred space as you craft your own transformative experience!

Luxury Hilltop Casita - Endless Views

Escape city life,indulge into nature on the secluded porch,take in the views and abundant wildlife! Our custom,European inspired home sits high on a hilltop offering miles of views and gorgeous sunsets.Centrally located 20 min from Austin, 20 min from Wimberley & near many wedding venues.Relax in the hammocks, drink coffee on the patio or do yoga on the porch.Breathe in the fresh air & enjoy.Our goal is to create a memorable experience for you and to share our slice of heaven .

Pound Town @ Lost Girls Farm

Pound Town cabin is nestled in the heart of wine, brewery, distillery, and wedding country! Get your heads out of the gutter, Pound Town is named after one of Dripping Springs 1st residents, Dr. Pound!!!! Our cabin sits on the front acre of a 10 acre Hobby farm. We have goats, chickens, horse, and a few cows. While we keep the critters separate from the cabin they may come and visit the fence line. Feel free to give them an ear scratch! (but please do not open the gate)

Milda’s She Shed (Cozy Cabin)

Located on 4 acres nestled in the Hill Country just 30 minutes west of downtown Austin, our cabin is a great space for wine, beer, or distillery visits/tours. Hamilton Pool and Pedernales Falls State Park are close by as well. Also a great spot if you’re coming for a wedding. ***Please note that this cabin has an incinerator toilet, called “Incinolet”. It is clean and easy to use, although somewhat rustic. We will provide instructions for proper use at check in.***

Hill Country Cabin • Pool, Firepit, Stars • Austin

Welcome to Hawk's Nest! Elevate your stay with a unique architectural space nestled under the starriest of ATX hill country skies. Hawk's Nest is inspired by the graceful hawks that swoop and soar the skies before nesting atop the oaks that surround the space. This special spot delivers great natural light and epic stars for cool daytime dips in the plunge pool and unmatched stargazing around the firepit -- all on your private walkout deck. Welcome to bliss, y’all.

Charles - Modern Tiny House - Tom Dooley’s Hideout

Tom Dooley’s Hideout is located at the Gateway to the hill country, just minutes west of Dripping Springs off of hwy 290. It’s a unique 4 acre property with 5 modern tiny houses that sit on open range with free grazing livestock which occasionally show up as they do not belong to us. This tiny house comfortably sleeps 2 on a queen and you can enjoy sitting on the porch or at the picnic table under the trees to kick back and relax on a cool evening.

HotTub • Games • FirePit | Bee Creek Cottage

Welcome to Bee Creek Cottage — a stylish, modern escape nestled in Texas Hill Country. Perfect for couples, small groups, or bridal stays, this private oasis offers nature views, elegant interiors, and easy access to wineries & Austin. 🌊 Private deck with hot tub 🔥 Fire pit with Adirondack chairs & hill country views 🕹️ Shared Game Room 🎨 Access to on-site art gallery & walking trails 🍷 Minutes from Texas wineries, BBQ & Lake Travis

3 Sisters Hill Country Cottage

Come stay at the 3 Sisters Cottage and enjoy a relaxing time in the Texas Hill Country. Incredible views from the back porch where you can hear cicadas singing in the summer, deer roaming on the property, and rolling hills covered by beautiful Oak trees. Less than 15 minutes from Downtown Drippin', 15 minutes from Hamilton Pool Preserve, 10 minutes from Treaty Oak Distillery, and 20 minutes to Driftwood Vineyards and more!

Quaint Country Cabin

This cute cabin is nestled on the back corner of the 17 acre McRanch property. The interior cabin is equipped with one Queen bedroom, a Flex room that contains a twin day bed with a twin trundle bed underneath, a reading loft (accessed by a ladder), one bathroom with a stand up shower (no tub) and a fully equipped kitchen with an electric range, refrigerator, microwave, water dispenser, and stackable washer/dryer.