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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Top guest favorite
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
4.97 out of 5 average rating, 109 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 favorite
Cabin in Spicewood
4.97 out of 5 average rating, 190 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

Guest favorite
The exterior showcases a modern stone structure with large windows that provide ample natural light. A spacious patio area features comfortable seating around a fire pit, surrounded by lush landscaping. The tranquil setting is complemented by a clear blue sky adorned with fluffy white clouds.
Villa in Blanco
4.93 out of 5 average rating, 137 reviews

River front villa w/ pool, BBQ, hiking, fireplace

Private estate with ~1,500 feet of frontage on Little Blanco River (usually dry due to drought). Oversized windows look onto the ancient oak forest, with 20 acres of private hiking. Lavish pool & jacuzzi, large patio with fire pit and barbecue for outdoor dining under large tree canopy. 3 private bedrooms each with en-suite bathroom, plus bonus room (off the master room) with triple bunk for kids or adults. Additional pull out queen sofa bed and an extra bathroom. Quiet, exclusive and peaceful!

Top guest favorite
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, 240 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!

Top guest favorite
Cabin in Dripping Springs
4.99 out of 5 average rating, 100 reviews

Longhorn Hall B&B at Triple H Ranch Wedding Venue

Located in the Heart of the Hill Country 10 miles west of Dripping Springs providing an easy day trip to many favorites like Austin, San Antonio, Fredericksburg & Wimberley. The cabin offers 4 beds, living, kitchen, dining, & bathroom. The property is in the country w/wildlife galore giving the feel of real backwoods just 10 minutes from civilization. Community pool available to guests 2 hour/day during the hours of 10A-3P w/advance reservation. Rules & use waiver must be signed in advance

Top guest favorite
A charming A-frame cottage is seen with bright orange and green siding. A welcoming porch features two chairs and a fire pit surrounded by natural landscaping. Trees provide shade, and a clear blue sky is visible above, creating a serene outdoor space.
Tiny home in Wimberley
4.93 out of 5 average rating, 335 reviews

Silver Moon Cabin Wimberley

Charming tiny house nestled on 10 hill county acres. Abundant wild life, exceptional star gazing, S’mores at the campfire. Tiny cabin packed with thoughtful provisions to make your stay magical. 8 minute drive to downtown Wimberley. Wineries, Shopping, nightlife, dining, live music venues, river floating. Something for everyone in this whimsical little town. Area attractions include Austin dining and music scene, Gruene Hall, Blue Hole, Jacob’s Well, Schlitterbahn Water Park, Outlet Mall.

Top guest favorite
A meandering pathway leads to a private cabin, surrounded by lush trees and natural landscaping. A shared pool glimmers nearby, complemented by inviting lounge chairs. The tranquil setting features a mix of dry ground and small plant life, offering a peaceful ambiance in the Texas Hill Country.
Tiny home in Austin
4.95 out of 5 average rating, 449 reviews

Modern Cabin Retreat| Pool | Hot Tub/Alpacas/Goats

UNIT C Stay in our beautiful 85 acres of unspoiled Texas Hill Country just 18 miles from 6th street. Enjoy a unique modern private space (350sqft) with a Queen size bed and FULL kitchen. Full bathroom and a comfy space to relax. A beautiful shared pool to enjoy in hot Texas summers. You will immediately relax on this amazing property. Wander the trails, visit the goats, chickens, Emus, play disc golf or follow the many deer that are always wandering. Beautiful orchard producing fresh fruit.

Top guest favorite
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, 166 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 favorite
Home in Dripping Springs
4.91 out of 5 average rating, 147 reviews

Modern Hill Country Oasis • Pool, Hot Tub, Firepit

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, 331 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 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, 311 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
Home in Wimberley
4.99 out of 5 average rating, 221 reviews

Modern A Frame with Heated Plunge Pool on 5 Acres

The Texas A Frame is a place to unwind, nourish your soul & build memories that will last a lifetime. A place designed for friends & family; for indulging in a state of serenity & a deep connection with nature. This cabin is not just a getaway, it's an experience. Nestled on a bluff, 40 feet above the Blanco River, the Texas A Frame is surrounded by towering oak trees & native wildflowers - with easy access to hiking trails & watering holes.

Popular amenities for Dripping Springs rentals with a pool

When is the best time to visit Dripping Springs?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$86,372 GYDG$83,653 GYDG$94,319 GYDG$99,966 GYDG$102,893 GYDG$100,802 GYDG$102,266 GYDG$90,345 GYDG$81,771 GYDG$91,809 GYDG$100,802 GYDG$97,247 GYD
Avg. temp11°C13°C17°C21°C25°C28°C30°C30°C27°C22°C16°C12°C

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 G$6,274 GYD per night before taxes and fees

  • Verified guest reviews

    Over 4,000 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

    30 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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