Vacation rentals with a pool in Dripping Springs

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Top-rated rentals with a pool in Dripping Springs

Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

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Superhost
Home in Dripping Springs
4.88 out of 5 average rating, 597 reviews

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

Top guest favorite
The spacious living area features large windows offering panoramic views of the Texas Hill Country. A comfortable sectional sofa faces the view, while a dining area with modern pendant lights is visible in the background. The warm wood flooring adds a natural element to the design.
Villa in Dripping Springs
4.98 out of 5 average rating, 216 reviews

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.

Guest favorite
Aerial view of an expansive property set amidst lush greenery, featuring a multi-story structure with a green metal roof. A pool is visible in the foreground, surrounded by landscaped areas. The landscape extends into rolling hills and natural vegetation, enhancing the serene setting.
Home in Dripping Springs
4.97 out of 5 average rating, 188 reviews

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.

Guest favorite
An open living area features a leather sofa and a wooden coffee table with potted plants. Large windows allow natural light, while a dining space is visible in the background. The kitchen is equipped with stainless steel appliances and wooden cabinetry.
Tiny home in Dripping Springs
4.86 out of 5 average rating, 282 reviews

Brady Villa @ D6 Retreat: Hike/Swim/Yoga

The Brady Villa at D6 Retreat sleeps 4 and offers guests a rejuvenating escape. Surrounded by natural splendor, the cabin provides direct access to hiking trails, butterfly gardens, wet-weather creek, & amazing sunsets. Guests can also enjoy the retreat's infinity pool, gift market, cafe, yoga studio for classes & community fire pit where fellow travelers gather. This sacred space invites visitors to craft their own transformative getaway in the heart of the serene Texas Hill Country.

Top guest favorite
An aerial view of the property showcases two houses surrounded by well-maintained landscaping. A rectangular pool is visible, bordered by lounge chairs and a pergola. To one side, a playscape is present among the trees, with ample green space for outdoor activities.
Home in Dripping Springs
5 out of 5 average rating, 100 reviews

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!

Top guest favorite
Home in Dripping Springs
4.92 out of 5 average rating, 179 reviews

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.

Top guest favorite
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.
Home in Dripping Springs
4.99 out of 5 average rating, 204 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!

Guest favorite
Home in Dripping Springs
4.91 out of 5 average rating, 104 reviews

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.

Top guest favorite
An infinity-edge pool is surrounded by mature oak trees, reflecting the bright blue sky above. A sun umbrella and poolside loungers offer comfortable seating. The stone deck is illuminated by sunlight, providing a serene atmosphere for relaxation.
Cabin in Wimberley
4.98 out of 5 average rating, 322 reviews

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

Top guest favorite
A welcoming porch area is displayed, featuring colorful wooden chairs and a small metallic side table. A vibrant orange door stands out against the light gray exterior and white trim, while two windows with blinds provide ample natural light.
Tiny home in Dripping Springs
4.98 out of 5 average rating, 382 reviews

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!

Guest favorite
A serene shared pool is nestled among trees, reflecting the blue sky above. Natural stone surrounds the pool, creating an inviting space for relaxation. Lounge chairs are positioned nearby, offering spots to enjoy the peaceful greenery and tranquil atmosphere of the Texas Hill Country.
Tiny home in Austin
4.95 out of 5 average rating, 460 reviews

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.

Top guest favorite
A spacious porch is framed by large glass doors, offering sweeping views of the surrounding wooded landscape at sunset. Comfortable seating, including a hammock and accent chairs, invites relaxation while enjoying the tranquil atmosphere.
Home in Wimberley
4.95 out of 5 average rating, 183 reviews

Northstar Modern Cabin - Views Pickleball Pool !

Plan to relax and rejuvenate while staying in Northstar Modern Cabin, our deluxe lodging option. Imagine sipping freshly brewed coffee on the front porch, admiring the incredible, vast, Hill Country view. While some folks stay here to get away from it all, it’s only a five minute drive along the Blanco River into town for shops, restaurants, and activities. When you return for the evening, kick back and savor the sunset and stargazing.

Popular amenities for Dripping Springs rentals with a pool

When is the best time to visit Dripping Springs?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceﺩ.ﺇ1,465ﺩ.ﺇ1,469ﺩ.ﺇ1,822ﺩ.ﺇ1,755ﺩ.ﺇ1,807ﺩ.ﺇ1,770ﺩ.ﺇ1,796ﺩ.ﺇ1,587ﺩ.ﺇ1,436ﺩ.ﺇ1,682ﺩ.ﺇ1,561ﺩ.ﺇ1,484
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Quick stats about vacation rentals with a pool in Dripping Springs

  • Total vacation rentals

    Explore 70 vacation rentals in Dripping Springs

  • Nightly prices starting at

    Dripping Springs vacation rentals start at ﺩ.ﺇ110 per night before taxes and fees

  • Verified guest reviews

    Over 4,140 verified reviews to help you choose

  • Family-friendly vacation rentals

    60 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 30 rentals that welcome pets

  • Rentals with dedicated workspaces

    40 properties have a dedicated workspace

  • Wi-Fi availability

    70 of Dripping Springs vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Dripping Springs rentals

  • 4.9 Average rating

    Dripping Springs stays are highly rated by guests—averaging 4.9 out of 5!

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