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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Guest favourite
The interior space features large glass doors that open to the outside, allowing natural light to fill the area. A comfortable seating nook and a mix of rustic wood and modern design elements enhance the ambiance. Views of greenery are visible through the windows.
Home in Wimberley
4.95 out of 5 average rating, 111 reviews

Mini-Ranch: Cowboy Pool, Sauna, 5 min to Blue Hole

This is Casinada: 5 acres of serenity meet modern luxury in a spacious 2000+ sqft ranch-style home - Rustic outside, fully modern inside. Perfect for family gatherings, friend reunions, and weekend getaways: • 5 min to natural pools • Amazing Wineries, hikes, Breweries • Mini-spa: Cowboy Pool + IR Sauna + Meditation/Yoga area • Outdoor bliss: Firepit + grill, outdoor seating • Cook's paradise: Wolf Range, PK Grill/Smoker • Downtown: 5 min, Dripping Springs: 15 min, Austin & AUS airport: 40 min

Guest favourite
Cabin in Spicewood
4.97 out of 5 average rating, 201 reviews

Pool • HotTub • Games • FirePit | BeeCreek Cottage

Welcome to Bee Creek Cottage — a stylish, modern escape nestled in Texas Hill Country. Perfect for couples, small groups, or bridal stays, this private oasis offers nature views, elegant interiors, and easy access to wineries & Austin. 🌊 Private deck with hot tub 🔥 Fire pit with Adirondack chairs & hill country views 🕹️ Shared Amenity center: Pool, Hot tub, trampoline, petting zoo, & Game room 🎨 Access to on-site art gallery & walking trails 🍷 Minutes from Texas wineries, BBQ & Lake Travis

Top guest favourite
Cabin in Kendalia
4.99 out of 5 average rating, 113 reviews

Amazing Views, 2BR, Private, Firepit, Pool

Hot tub coming soon! Escape to your peaceful 2BR/2BA private Ranchette in Kendalia, TX! 1.5 hours from Austin, this luxurious retreat offers an incredible experience with rolling hills, you'll be mesmerized by the epic panoramic views that stretch as far as the eye can see! Indulge in the ultimate relaxation with your seasonal stock tank pool, or firepit in the cold months, with breath-taking views while you soak up the Texas sun. At 29 acres, this cabin offers complete privacy and tranquility

Guest favourite
The exterior of the cabin features wooden siding painted in warm shades of red. Large windows allow natural light to brighten the interior. A spacious deck with wooden railing invites relaxation, while surrounding trees provide a sense of privacy in the natural landscape.
Cabin in Austin
4.97 out of 5 average rating, 109 reviews

Longhorn cabin in 2 acre boutique resort w pool!

"The Longhorn" cabin offers 1 bedroom with a queen size bed, a loft with 2 twin beds (not full height ceiling), a full bathroom, fully equipped kitchen, dedicated parking space and your own private deck and fenced yard! If you're looking to be near everything Austin has to offer, but feel like you are hidden away in the beautiful Hill Country...LOOK NO FURTHER! You will be nestled away on our 3 acre gated property with lots of nature, shared pool, covered patio and fire pit ready to enjoy.

Top guest favourite
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.
Tiny home in Dripping Springs
4.99 out of 5 average rating, 248 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!

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
4.93 out of 5 average rating, 103 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, (March-December) 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!

Top guest favourite
A spacious living area features large windows that provide expansive views of the Texas Hill Country. A comfortable sofa is positioned alongside a coffee table, while an open-concept kitchen with modern appliances is visible in the background, enhancing the bright and inviting atmosphere.
Home in Dripping Springs
4.98 out of 5 average rating, 177 reviews

Luxury Villa | Pool | Views | Hot Tub | Fire Pit

Welcome to our Ranch. Located on 180 Acres in Dripping Springs, the Nook Villa is a Relaxing Luxury Modern Home with all the amenities you could possibly need. Decorated Mid-Century Modern and accented by beautifully restored antique pieces. This home is built around the west-facing picturesque 180-degree stunning views showcased throughout the indoor and outdoor spaces. Relax on the large comfortable sofa, the luxury hot tub, or on the covered porch to take in the beautiful sunsets.

Top guest favourite
Home in Dripping Springs
4.92 out of 5 average rating, 160 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.

Superhost
Natural light fills the cabin room through a large window, revealing lush greenery outside. A colorful patterned blanket is draped over the spacious bed, with soft pillows positioned nearby. Dark curtains frame the view, creating a cozy and serene atmosphere.
Cabin in Dripping Springs
4.85 out of 5 average rating, 334 reviews

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

The charming & inviting Kindness Cabin is situated within the 13 Acres Meditation Retreat, nestled amidst the picturesque hill country landscape. 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. Come discover the restorative power of this sacred space as you craft your own transformative experience!

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, 200 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
An outdoor space features a relaxing hot tub surrounded by natural stone and wooden fencing. Soft lighting casts a warm glow over the area, where comfortable seating arrangements are visible. A peaceful sunset sky adds a serene backdrop, enhancing the tranquil atmosphere.
Cabin in Wimberley
4.98 out of 5 average rating, 178 reviews

A+ Privacy | Romantic Lux | Sauna | Hot/Cold Pool

★ “Secluded, peaceful, and incredibly romantic—exactly what we needed.” Welcome to Avandaro Ranch—our serene escape tucked behind Wimberley Winery on a private 10-acre ranch where deer roam freely and nature surrounds you. Each of our 4 cabins was inspired by our favorite Hill Country stays and thoughtfully built to offer total privacy, luxury comfort, and effortless connection with nature. Whether you're celebrating something special or just need to unwind, this is your place.

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, 314 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

Popular amenities for Dripping Springs rentals with a pool

When is the best time to visit Dripping Springs?

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Avg. price€ 348€ 338€ 381€ 403€ 415€ 407€ 413€ 365€ 330€ 386€ 359€ 341
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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 € 34 per night before taxes and fees

  • Verified guest reviews

    Over 3,980 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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