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.

Pool, Hot Tub, Hill Country Views, Hiking Trails

Panoramic Hill Country views can be seen for miles from this well-cared-for 11+ acre eclectic getaway just north of Dripping Springs. Star-gaze from the cozy fire pit or relax in the four rocking chairs on the covered back deck. For those outdoor enthusiasts, get energized with a hike down meandering trails to the seasonal creek. If hot, take a dip in the pool. If cold, fire up the hot tub. If the weather is not ideal, play the Wii! There are many wineries, distilleries and breweries close by.

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!

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

Fireside 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, 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!

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.

Longhorn Getaway- Ranch Retreat w/ Longhorns

An amazing private getaway with MANY NEW FEATURES including HEATED POOL! Ranch house on 20 acres with a view for miles and friendly Longhorns! House is over 4400 SF with huge open spaces and over 2000 sf of deck and huge concrete outdoor entertaining space. Outdoor activities include a NEW!! walking trail, Fire Pit, 18 hole Disc Golf course, basketball goal, corn hole, a life-size Catan game, bocce ball. Outdoor grills. Recently added PICKLEBALL court!

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.