Holiday 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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Top guest favourite
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, 213 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 favourite
A tranquil saltwater pool is surrounded by a spacious deck with loungers under clear blue skies. The well-manicured lawn leads to the pool area, creating an inviting outdoor space. A rooftop deck is visible, providing elevated views of the serene landscape.
Home in Austin
4.92 out of 5 average rating, 109 reviews

ATX - Hills, Pool, Deck, Views, Stars, Wildlife

The Austin House! Located on 1.2 acres, private drive with mature ancient live oak trees, stars and a sunset view from a rooftop deck. The pool is heated for most of the year. (No Dec, Jan, Feb) with amazing privacy and hill country views on the greenbelt lot. The entire home has been updated - LVP flooring, gorgeous kitchen and appliances, inviting spaces, luxurious bathrooms. Located close to hill country venues such as Chapel Dulcinea, The Arlo, Salt Lick, vineyards, distilleries, and more!

Superhost
A cozy sleeping area features two full-size beds with neutral bedding, enhancing a restful environment. A layered tray of books and a potted plant is positioned on the comforter, with natural light streaming in from large windows framed by soft curtains.
Tiny home in Dripping Springs
4.84 out of 5 average rating, 335 reviews

Griffin Villa @ D6 Retreat: Hike/Swim/Yoga

The Griffin Villa at D6 Retreat sleeps 6 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 favourite
An inviting cabin interior features wooden walls and rustic decor. A spacious bed is accompanied by a cozy sitting area with leather sofas. A ping-pong table and a game area with a checkerboard are visible, enhancing the recreational atmosphere of the living space.
Cabin in Dripping Springs
4.98 out of 5 average rating, 183 reviews

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.

Top guest favourite
A spacious private deck features several adirondack chairs facing expansive views of the surrounding hills and Lake Travis. Potted plants add a touch of greenery to the area, complementing the serene and natural environment.
Cabin in Lago Vista
4.97 out of 5 average rating, 173 reviews

LakeTravis Great Views Swimming Pool Sleeps 6

midweek discounts! Swimming Pool and views!! Welcome to Oak Hills Cottage- your tranquil escape on the shores of Lake Travis in beautiful Lago Vista, Texas. Nestled among the picturesque hills, our modern cottage offers breathtaking views, creating the perfect backdrop for your peaceful getaway. With room for up to 6 guests, this cozy retreat is an idyllic destination for families, friends, or couples seeking a fun vacation. Come enjoy your vacation, staycation or Work from home break!

Guest favourite
Home in Dripping Springs
4.91 out of 5 average rating, 175 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 favourite
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, 202 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!

Top guest favourite
Home in Dripping Springs
4.93 out of 5 average rating, 102 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 favourite
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, 319 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 favourite
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, 373 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 favourite
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, 458 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 favourite
The property is set against a vibrant sunset, highlighting a modern structure with a sleek black roof. Surrounding trees and open land create a spacious outdoor setting, offering a sense of tranquility and connection to nature.
Home in Wimberley
5 out of 5 average rating, 103 reviews

Panoramic Serenity: Luxury Soaking Tub & Pool

Welcome to the luxury dream escape for two! Imagine star-gazing from the luxurious outdoor soaking tub or unwinding on the lounge bed with a gorgeous view. Rinse off in the perfect outdoor shower. Spend the sunny Texas afternoons sipping local spirits in the Cowboy Pool, soaking up the sun and the valley view. We've handled every detail for your unforgettable stay. Don't be surprised if you never want to leave!

Popular amenities for Dripping Springs rentals with a pool

When is the best time to visit Dripping Springs?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. price$525 SGD$508 SGD$573 SGD$607 SGD$625 SGD$612 SGD$621 SGD$549 SGD$497 SGD$582 SGD$540 SGD$513 SGD
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Quick stats about holiday rentals with a pool in Dripping Springs

  • Total holiday rentals

    Explore 70 holiday rentals in Dripping Springs

  • Nightly prices starting at

    Dripping Springs holiday rentals start at $38 SGD per night before taxes and fees

  • Verified guest reviews

    Over 4,140 verified reviews to help you choose

  • Family-friendly holiday rentals

    60 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 30 rentals that welcome pets

  • Rentals with dedicated workspaces

    40 properties have a dedicated workspace

  • Wifi availability

    70 of Dripping Springs holiday rentals include wifi 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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