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 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
4.97 out of 5 average rating, 110 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

Top guest favourite
A bright interior features natural wood walls and large windows allowing ample light. Stairs lead to an upper loft with a sleeping area. A cozy seating nook is visible, complemented by plants and modern kitchen amenities. The design promotes a seamless connection to nature.
Tiny homes in Wimberley
4.96 out of 5 average rating, 272 reviews

Modern tiny house, pool & EV charger on 6 acres

Welcome to Buck Moon tiny house, a restful hideaway where you can recharge and gather inspiration from the art and nature surrounding you. Our tiny house sits on 6 acres, located between Wimberley, Blanco and Dripping Springs. Sleep deep under the stars in our treehouse lofts and enjoy every minute in our thoughtfully curated space. Relax in our brand new outdoor living space with an 8' plunge pool and state of the art grilling station or spend the evening indoor streaming your favorite movie.

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 homes in Dripping Springs
4.99 out of 5 average rating, 241 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!

Superhost
A spacious deck surrounds the geodome, featuring a seating area with a table and chairs. A cowboy pool is positioned nearby, with string lights offering a warm glow against a colorful twilight sky. Lush greenery frames the serene setting.
Dome in Wimberley
4.8 out of 5 average rating, 99 reviews

Dome on Private 5 Acres with Hot Tub!

Escape to our serene geodome! Tucked away on 5 private acres, this tranquil retreat is the perfect getaway for couples or a small group of 4. Unwind in the cowboy pool, soak in the hot tub, or cozy up around the fire pit. Inside, enjoy a comfortable living area, a king-sized bed, a loft w/ queen bed, a full-size bathroom, and a kitchen nook overlooking picturesque views and plenty of space to roam. Our geodome is the perfect natural oasis for your next getaway! (Optional game barn available)

Top guest favourite
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 homes 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 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, 168 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
4.91 out of 5 average rating, 148 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
The cabin's interior showcases a spacious bed adorned with a soft quilt, complemented by colorful woven blankets. Expansive windows open to reveal a serene view of the lush landscape, inviting natural light and fresh air into the peaceful atmosphere.
Cabin in Dripping Springs
4.86 out of 5 average rating, 283 reviews

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

The cheerful & sun-drenched Joy Cabin is situated within the tranquil expanse of the 13 Acres Meditation Retreat. 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 where fellow travelers gather. Come discover the restorative power of this sacred space as you craft your own transformative experience!

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.
Tiny homes in Wimberley
4.98 out of 5 average rating, 171 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, 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 favourite
Home in Austin
4.98 out of 5 average rating, 148 reviews

Retreat on Barton Creek - 33 Acres

Private luxury home on 33 acres on Barton Creek. 18 short miles from Austin and 9 miles from historic Dripping Springs. Surrounded by wineries, breweries, distilleries and wedding venues. In-home experiences: yoga, flowers, massage, tarot readings, babysitting, transportation and sound bowl meditation. Filming Site of "Stan's Place" in the CW's series "Walker" S1E18 and Season 3 of Overtime TV "Ram Drafthouse", featuring CJ Stroud, Bijan Robinson & Will Anderson Jr.

Guest favourite
A cozy sleeping area features a spacious bed with crisp white linens. A colorful artwork is displayed above the bed. White robes are hung on a clothing rack, and natural light fills the room through the entrance, enhancing the serene atmosphere.
Dome in Austin
4.96 out of 5 average rating, 158 reviews

Luxury Dome. *Heated Cowboy Pool* *Fire Pit*

Escape to our dome away from home! A unique haven at Lake Travis. Nestled in a serene canyon on 2 acres, you'll enjoy privacy, a spring-fed creek, and proximity to Austin (25 min). Relax in a heated Texas-style cowboy pool, enjoy starlit fires, a luxurious bathroom, and a streaming creek in an oasis of calm yet close to conveniences (groceries and restaurants 3 mins away). The location is very private.

Popular amenities for Dripping Springs rentals with a pool

When is the best time to visit Dripping Springs?

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Avg. price$566 CAD$548 CAD$618 CAD$655 CAD$674 CAD$660 CAD$670 CAD$592 CAD$535 CAD$601 CAD$660 CAD$637 CAD
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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 $41 CAD 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 and kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 30 rentals that welcome pets

  • Rentals with dedicated workspaces

    30 properties have a dedicated workspace

  • Wifi availability

    70 of Dripping Springs vacation 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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