Family-friendly holiday rentals in Dripping Springs

Bungalow in Dripping Springs

4.98 out of 5 average rating, 127 reviews

5 Acre Hill Country Retreat 2 King Beds/1 Queen

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

Cabin in Dripping Springs

4.82 out of 5 average rating, 119 reviews

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

The chic & cozy Tranquility Cabin is located at 13 Acres Mediation Retreat in the TX hill country. Explore hiking trails, butterfly gardens, wet-weather creek, jaw dropping 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 where fellow travelers gather most nights. Come discover the restorative power of this sacred space as you craft your own transformative experience!

4.99 out of 5 average rating, 249 reviews

Cabin in Wimberley

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!

4.97 out of 5 average rating, 116 reviews

Guest house in Austin

#1 Cottage Austin Hill Country Quiet & Peaceful

Kick back and relax in this calm, stylish space in the Dripping Springs area. Only 18 miles from Downtown Austin and 7 miles from Dripping Springs. The best of both worlds; away from hustle and bustle but close enough to go there on a whim. Each cottage comes with high-speed internet, Smart TV's, work-from-home spaces, and more. We've taken great care to furnish the cottages with luxury furnishings and art all sourced from Texas brands and small makers. We look forward to hosting you!

Holiday home in Dripping Springs

4.91 out of 5 average rating, 128 reviews

Modern Hill Country Oasis, Stargazers Delight

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.

Tiny home in Johnson City

4.98 out of 5 average rating, 263 reviews

The Blue Casita at Caballo Creek Ranch

This tiny house offers luxurious Texas Hill Country accommodations which are easily accessible yet feel a world away from urban life. Enjoy the Casitas’ private refuge on 55 acres surrounded by hill country views with the comforts of an upscale hotel. The property is close to wineries, distilleries and breweries. The area is also well known for its abundance of parks and swimming holes including Pedernales Falls State Park (a 5-minute drive), Hamilton Pool, and Blanco State Park.

4.98 out of 5 average rating, 283 reviews

Luxury Hilltop Casita - Endless Views

Escape city life & dive into nature. Relax 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, near many wedding venues & distilleries. Relax in the hammocks, drink coffee on the patio or do yoga on the porch. Breathe in the fresh air & relax.Our goal is to create a memorable experience for you and to share our slice of paradise.

4.98 out of 5 average rating, 100 reviews

Modern Texas Farm Home

This custom Texas Farm home is located in downtown Dripping Springs just a short walk away from shopping and dining in our bustling little town. With a large open floor plan and a big back porch, this home gives your family lots of room to spread out and enjoy family time. The back porch is an outdoor covered living space with fireplace, tv and long table for hanging out. Also, in the back yard there are washer pits and a playscape which offer entertainment for all ages.

4.93 out of 5 average rating, 138 reviews

Modern Farmhouse With Star Gazing Patio “Carmen”.

Discover our 1-bedroom suite on our 30 acre Madrona Ranch, surrounded by magnificent oak trees. Unwind on the inviting front porch or stargaze on the stone patio. This new suite features high-end finishes, including custom cabinets, vaulted ceilings, quartz counters, and maple hardwood floors. Enjoy country views and a starlit sky. Need more space? Inquire about our 2 additional bungalows and a 2-bedroom home on the property. Your tranquil escape awaits.

Guest suite in Dripping Springs

4.96 out of 5 average rating, 414 reviews

“The Euro” a Taste of Romance in the Hill Country

Near the gateway of the hill country, Dripping Springs, The “Euro Suite" is a romantic private 2 room guest suite attached to the main house, with its own parking, entrance, living, kitchenette, bed and bath. Experience a taste of Europe in central Texas. "The Euro Suite" is within 30 mins to Austin, the hill country, wedding venues, parks, wineries, distilleries and breweries. It’s the perfect start for your hill country adventure.

4.99 out of 5 average rating, 202 reviews

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!