Family-friendly vacation rentals in Dripping Springs

Bungalow in Dripping Springs

4.98 out of 5 average rating, 127 reviews

Hill Country Retreat 5 Acres 2 King Beds/1Queen

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

4.99 out of 5 average rating, 249 reviews

An upstairs bedroom features a spacious bed with patterned bedding and accent pillows. A reading chair and small table are positioned nearby, while a blue bench adds a pop of color. Natural light floods in through a large window, illuminating the wooden floor and decor.

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!

Tiny home in Dripping Springs

A cozy sleeping area is showcased with two spacious beds dressed in soft blue linens. Decorative pillows add color, and a bunk bed is positioned against the wall. A television is mounted near the entrance, while textured wood accents enhance the rustic charm of the space.

4.99 out of 5 average rating, 226 reviews

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!

Vacation home in Dripping Springs

An open-concept living and dining area features a large dining table surrounded by sleek black chairs, with a comfortable sectional sofa positioned nearby. Floor-to-ceiling windows offer expansive views of the outdoors, enhancing the bright and airy atmosphere of the space.

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 Dripping Springs

A private entryway features a paved walkway leading to a bright yellow door. Lush green plants and decorative orange pots are positioned alongside the path, while a small fenced courtyard is visible. The area is framed by wooden slats, providing an inviting outdoor space.

4.96 out of 5 average rating, 153 reviews

Hill Country Happy Home

This unique place has a style all its own. Stand-alone guest house bedroom with full bath (shower.) On-site parking. This great space offers a lovely private entryway courtyard and is decorated with print art. Vaulted ceilings add to the spaciousness of the room. Two large windows let in plenty of light and a beautiful hill country view. Heating and cooling are provided with an efficient and quiet mini-split system. There’s also a refrigerator, microwave, and coffee. 100% cotton sheets.

An inviting pool area features a curved design with clear water surrounded by lush greenery. Two lounge chairs are positioned beside the pool, offering a space for relaxation. The backdrop includes a stone wall and surrounding trees, contributing to a tranquil outdoor atmosphere.

4.98 out of 5 average rating, 194 reviews

Dripping Springs Dream House, pool, views, privacy

This Dripping Springs property is what vacation rental dreams are made of! Single story home w/ privacy and amazing views of Austin Hill Country. Only 1 mile to restaurants, wineries, breweries, shopping. Close to wedding venues. Amazing pool, lounge chairs, patio, outdoor grill with propane provided. Upscale furnishings, luxurious linens, plush towels, blackout curtains, full kitchen. Coffee bar with unlimited coffee, creamer & sugar. Family friendly. Only 35 min to Downtown Austin!

Cabin in Dripping Springs

The cabin's interior showcases a spacious bed adorned with a soft quilt, complemented by colorful woven blankets. Expansive windows open to reveal a serene view of the lush landscape, inviting natural light and fresh air into the peaceful atmosphere.

4.87 out of 5 average rating, 269 reviews

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

The cheerful & sun-drenched Joy Cabin is situated within the tranquil expanse of the 13 Acres Meditation Retreat. 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 where fellow travelers gather. Come discover the restorative power of this sacred space as you craft your own transformative experience!

The exterior of a Scandinavian-inspired casita features natural wood siding and large glass windows. A dining table sits on a concrete patio, accompanied by lounge chairs. An oak tree and decorative grasses surround the area, enhancing the connection to nature.

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.

The charming exterior of a custom Texas Farm home is highlighted, featuring a large front porch with rocking chairs. A metal roof and wooden doors add character, while an American flag gently waves. Lush greenery from surrounding trees provides a natural backdrop.

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.

Farm stay in Dripping Springs

A welcoming living area features a comfortable sofa and an armchair, accented by soft lighting from a side table lamp. The kitchen area, equipped with modern appliances, showcases rustic shelving and a vintage hutch, adding character to the space. Natural light flows through the window.

4.91 out of 5 average rating, 102 reviews

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.

The charming white bungalow features two chairs placed on a gravel pathway, framed by a welcoming front porch. Large windows illuminate the interior, showcasing the inviting entrance door. A vibrant sunset sky enhances the serene outdoor setting surrounded by greenery.

4.93 out of 5 average rating, 137 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.