Family-friendly holiday rentals in Dripping Springs

Luxury Home - Stunning Views, Pool, Hot Tub

Welcome to our Ranch. Located on 180 Acres in Dripping Springs, the Hideaway Hill Country is a Relaxing Luxury Modern Home with all the amenities. Decorated Mid-Century Modern and accented by beautifully restored antique pieces. This home is built around the west-facing picturesque 180-degree views showcased throughout the indoor and outdoor spaces. Relax on the large comfortable sofa, the luxury hot tub, or on one of the multiple covered porches and gazebos to take in the beautiful sunsets.

Modern Aframe Tucked in Nature **hot tub & view**

Perched high on a hill overlooking the gorgeous TX Hill Country sits the most stunning A-frame you ever did see. With a mix of mid-century style and artsy touches, this space is gorgeous. The cabin is tucked into a pocket of nature surrounded by 3 acres of oaks, elms, and junipers. The expansive front windows and raised deck provide and incredible sunset view across the hills and dark sky lighting sets the stage for breathtaking starry skies. The hot tub and outdoor shower is icing on the cake!

Sunshine Cabin @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 our pet miniature donkey, Honkey, as well as goats, dogs, barn kitties, and horse companions that all LOVE to meet new people! You can also 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!

Ideal Location on 5 Acres, 2 King/1Queen. Peaceful

Gorgeous Escape while convenient to All activities.. Wedding Venues, Breweries, Wineries & all that Dripping Springs has to offer. Hiking, mountain biking & climbing nearby for outdoor enthusiasts. 30 min to Austin. 2 Kings & 1 Queen. Great for peeping stars & Wildlife! Indoor Fireplace, outdoor Firepit. Long term rentals welcome. Centrally located to Wimberley, Fredericksburg, Johnson City, Pedernales Falls, Mercer Street & more. Leaving is the hardest part! *Burn bans may impact use of fire

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!

Dripping Springs Oasis • Hot Tub, Pool • Austin

Natural light abounds in this modern hill country home! Explore 30 acres of stunning oaks and seasonal wildflowers. Soak in your private Jacuzzi on the ridge, or take a cool plunge in the dip pool. The outdoor sofa is positioned for ultimate bird watching and book reading. Grill outside, cook inside, or venture out to one of the nearby wineries, distilleries or restaurants. But when the sun dips low, get ready for unmatched sunsets and the starriest Texas skies! Welcome to bliss, y’all.

Hill Country Oasis: Home Theater/Pickleball 1.5 ac

Hill Country Oasis - 1.5 acres Heart of The Hill Country. New Home Theatre/Pickle/Basketball Court! This unique property has 2 houses consisting of a main and guest house with the pool and hot tub sitting between both houses. Perfect for larger groups & multifamily units looking to have their own space. Landscape features a manicured outdoor living area, putting green and playscape. Plenty of space for the entire family to enjoy! Hill Country Oasis in the Heart of The Hill County!

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 .

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.***

Day Drippin' Farm-stay | Rainwater| New Build

Situated on one acre of fenced yard, our cozy retreat offers the perfect blend of Texas country charm and modern amenities. Built in 2023, our home features chemical-free rainwater collection, a whole-home propane back-up generator, and top-of-the-line appliances for your convenience. Check-in with your personal code on the keyless entry in the covered carport. We are a family owned business which means we oversee every turnover, and go the extra mile to welcome you.

Modern Cottage @ Flyin’ Arrow Ranch

Flyin’ Arrow Ranch is a special place for families to make memories. With open pastures, a park-like setting, plenty of massive old oak trees, and occasional events on the lawn, this little piece of the Texas Hill Country can be a perfect retreat for your family. Whether you’re staying in The Crooked Cottage and enjoying a spectacular modern farmhouse vibe or having a pop-up dinner party in the field, Flyin’ Arrow is a place for families to make memories.

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!