Holiday rentals with a pool in Dripping Springs

Private Heated Pool, Hot Tub, amazing views & deck

Enjoy Hill Country views, and a secluded heated private pool! Our 5 bedroom 2 bath home offers a great space to relax, build memories, and explore the Texas Hill Country! New cozy fireplace and mantle in living area. - Now open year round! Enjoy our heated (79 degrees) private pool. Dimensions: 18 ’x 9’ 4’3” with an extra 300sqft of private deck entertainment / relaxing space. *pool heat pump temps are subject to freezing, windy and cold snaps. *Road repaved 10/2/2025* before county takes ove

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.

Moonshine 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!

Backwoods BNB in Dripping Springs TX on 23 acres

Located in the Heart of the Hill Country just 10 miles west of Dripping Springs providing an easy day trip to many local favorites like Austin, San Antonio, Fredericksburg, & Wimberley. The cabin has 3 beds, living, kitchen, dining, bathroom & shower. The property has wildlife galore giving the feel of backwoods just 10 mins from civilization. Community pool available to guests 2 hours/day during the hours of 10A-3P with advanced reservation. Rules & use waiver must be signed in advance.

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.

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!

10-acre Hill Country Retreat w/ Views, Pool, & Spa

Enjoy the peaceful ambiance of the Texas Hill Country. The house is on 10 acres and sits on a hill with breathtaking views, wildlife, and natural surroundings. Thoughtfully decorated with both rustic and modern elements. Enjoy the tranquility of the country and modern touches like a fully stocked kitchen, fast internet, and luxurious bedding. Close by are the famous Hamilton Pools and countless wineries / distilleries to explore. Perfect for families, couples, or a group of friends.

Sunset Cabin on the Blanco River

Perfect getaway! Enjoy your own PRIVATE pool and hot tub at our unique hill country cabin with 8.6 acres. Breathtaking sunsets from the upper deck. Float in the pool on the bluff overlooking the Blanco River (normally dry river) or relax in the hot tub. Enjoy a cozy fire, sit in the gazebo or take the stone steps down to the river bank for a hike. Head into Wimberley Square for dinner and shopping. No PETS. Yes on WIFI, great place to unplug. INST-A-GRAM @sunsetcabinwimberley

Modern Cabin Retreat, Pool, Hot Tub, Goats & Emus!

Stay with us in our beautiful modern cabin at Eco Ranch. Relax on 85 acres of beautiful Texas Hill Country just 18 miles from downtown Austin. This private modern cabin offers 350 sq ft with a queen bed, full kitchen, full bathroom, and cozy living space. Enjoy a shared pool, walking trails, disc golf, seasonal orchard, and visits with goats, chickens, emus, and roaming deer. Quiet, private, and surrounded by nature, yet close to Austin’s dining, music, and nightlife.

Get Back to Nature at Secluded Hill Country Oasis

Nestled among oak trees in the Texas Hill Country, Olinca Ranch is an 8-acre retreat made for sunsets, stargazing, and total relaxation. This stylish ranch blends classic leather furnishings with modern design, offering exclusive access to the garden, fire pit, 40-foot pool, and heated spa. Sip local wine under the stars, unwind on the porch, and enjoy the peaceful sounds of nature. Owners may occasionally be onsite in the neighboring house.

Disco Dome 'Africa'

A sanctuary for creatives, free spirits, lovers, and friends. Inspired by its Serengeti-like vista, this luxury dome surrounds you with bold patterns, rich textiles, and eclectic decor that transports you somewhere far without the airfare. Enjoy nature in comfort and total privacy with amenities designed to soak, stargaze, dance, bathe, lounge, and dance in style. Book a stay at the Africa Dome when you’re ready to truly let go.

Vista View Spyglass! Hot tub & Pool

This is a truly magical experience. Nestled among the trees, 'SpyGlass' is an elevated tree house with breathtaking views of Texas Hill Country. This stunning treehouse is equipped with 🗸 Private Hot Tub 🗸 Comfy King Beds 🗸 Walk-In Shower 🗸 Communal Infinity Edge Pool ◉ Few Mins from your stay → Blanco river → Wimberley Square → Blue Hole → Cypress Creek → Jacob’s Well Book now and let the magic begin!