Luxury Vacation Rentals with a Private Pool in Dripping Springs

Luxury Vacation Rentals with a Private Pool in Dripping Springs

Never book a bad vacation home again. Every Wander comes with hotel-grade amenities, inspiring views, pristine cleaning and 24/7 concierge service.
We found 14 private pool vacation rentals – enter your dates for availability.

Top-rated private pool vacation rentals in Dripping Springs

Hill Country Pool Retreat, Fire Pit property photo 1

Hill Country Pool Retreat, Fire Pit

5 bedrooms•4 baths
813 US dollars for 2 nights•

~$70 less than other sites

Home in Dripping Springs property photo 1
Luxury

Home in Dripping Springs

9 bedrooms•5.5 baths
3,277 US dollars for 2 nights•

~$255 less than other sites

Luxe Resort, Pool, HUGE Game Room, Bar property photo 1
Iconic

Luxe Resort, Pool, HUGE Game Room, Bar

15 bedrooms•18.5 baths
7,880 US dollars for 3 nights•
New

~$695 less than other sites

The Canyon Social, Pool, Hot Tub, Sport Court property photo 1

The Canyon Social, Pool, Hot Tub, Sport Court

5 bedrooms•3.5 baths
2,062 US dollars for 3 nights•
New

~$180 less than other sites

Pool, Game Room, Luxury Fall Retreat property photo 1

Pool, Game Room, Luxury Fall Retreat

7 bedrooms•5 baths
2,110 US dollars for 3 nights•
New

~$180 less than other sites

Pool, Hot Tub, Mini Golf, 8 Acre Holiday Retreat property photo 1

Pool, Hot Tub, Mini Golf, 8 Acre Holiday Retreat

4 bedrooms•3 baths
1,663 US dollars for 3 nights•
New

~$145 less than other sites

Game Barn, Pool, Hot Tub, Luxe Retreat property photo 1
Luxury

Game Barn, Pool, Hot Tub, Luxe Retreat

9 bedrooms•8 baths
4,259 US dollars for 3 nights•
New

~$375 less than other sites

Sunset Ridge Retreat I Pool Spa I Billiards I Fire Pit property photo 1

Sunset Ridge Retreat I Pool Spa I Billiards I Fire Pit

5 bedrooms•3 baths
2,077 US dollars for 2 nights•

~$160 less than other sites

Welcome to private poolside luxury in Dripping Springs

Welcome to private poolside luxury in Dripping Springs

Elevate your Hill Country escape with Wander's luxury private pool vacation rentals in Dripping Springs. Our collection features contemporary estates and ranch-style sanctuaries designed for indoor-outdoor living, each with a sparkling private pool framed by oak trees and big-sky views.
Expect hotel-grade touches in every home: pristine cleaning, ultra fast WiFi, plush linens, and 24/7 concierge. Poolside lounges, integrated spas, and alfresco kitchens set the scene for morning laps and golden-hour swims.
Book with confidence knowing every Wander looks like the photos and operates like a five-star hotel, with the privacy of your own home.

Available soon in Dripping Springs

Hill Country Pool Retreat, Fire Pit property photo 1

Hill Country Pool Retreat, Fire Pit

5 bedrooms•4 baths
813 US dollars for 2 nights•

~$70 less than other sites

Home in Dripping Springs property photo 1
Luxury

Home in Dripping Springs

9 bedrooms•5.5 baths
3,277 US dollars for 2 nights•

~$255 less than other sites

Luxe Resort, Pool, HUGE Game Room, Bar property photo 1
Iconic

Luxe Resort, Pool, HUGE Game Room, Bar

15 bedrooms•18.5 baths
7,880 US dollars for 3 nights•
New

~$695 less than other sites

The Canyon Social, Pool, Hot Tub, Sport Court property photo 1

The Canyon Social, Pool, Hot Tub, Sport Court

5 bedrooms•3.5 baths
2,062 US dollars for 3 nights•
New

~$180 less than other sites

Pool, Game Room, Luxury Fall Retreat property photo 1

Pool, Game Room, Luxury Fall Retreat

7 bedrooms•5 baths
2,110 US dollars for 3 nights•
New

~$180 less than other sites

Pool, Hot Tub, Mini Golf, 8 Acre Holiday Retreat property photo 1

Pool, Hot Tub, Mini Golf, 8 Acre Holiday Retreat

4 bedrooms•3 baths
1,663 US dollars for 3 nights•
New

~$145 less than other sites

Game Barn, Pool, Hot Tub, Luxe Retreat property photo 1
Luxury

Game Barn, Pool, Hot Tub, Luxe Retreat

9 bedrooms•8 baths
4,259 US dollars for 3 nights•
New

~$375 less than other sites

Sunset Ridge Retreat I Pool Spa I Billiards I Fire Pit property photo 1

Sunset Ridge Retreat I Pool Spa I Billiards I Fire Pit

5 bedrooms•3 baths
2,077 US dollars for 2 nights•

~$160 less than other sites

Featured private pool vacation rentals in Dripping Springs

Home in Dripping Springs property photo 1
Luxury

Home in Dripping Springs

9 bedrooms•5.5 baths
3,277 US dollars for 2 nights•

~$255 less than other sites

Luxe Resort, Pool, HUGE Game Room, Bar property photo 1
Iconic

Luxe Resort, Pool, HUGE Game Room, Bar

15 bedrooms•18.5 baths
7,880 US dollars for 3 nights•
New

~$695 less than other sites

Game Barn, Pool, Hot Tub, Luxe Retreat property photo 1
Luxury

Game Barn, Pool, Hot Tub, Luxe Retreat

9 bedrooms•8 baths
4,259 US dollars for 3 nights•
New

~$375 less than other sites

Stillstone Ranch, 10-Acre Group Retreat, Pool & Spa, Driftwood property photo 1

Stillstone Ranch, 10-Acre Group Retreat, Pool & Spa, Driftwood

9 bedrooms•6 baths
4,912 US dollars for 3 nights•
New

~$435 less than other sites

Dink, Dip, & Dream - Pickleball - Pool - Putt Putt property photo 1

Dink, Dip, & Dream - Pickleball - Pool - Putt Putt

7 bedrooms•3.5 baths
2,993 US dollars for 3 nights•
New

~$265 less than other sites

Private Golf Course Epic Fun - Birdie Creek Estate property photo 1
Luxury

Private Golf Course Epic Fun - Birdie Creek Estate

6 bedrooms•5 baths
3,182 US dollars for 3 nights•
New

~$280 less than other sites

Above Austin Freestone Ranch I Pool & Spa I Working Ranch I Pets property photo 1
Luxury

Above Austin Freestone Ranch I Pool & Spa I Working Ranch I Pets

6 bedrooms•7.5 baths

Highlights in Dripping Springs

Discover the Gateway to the Texas Hill Country, offering breathtaking natural pools, historic charm, and a vibrant craft beverage scene.
Hamilton Pool Preserve
Westcave Outdoor Discovery Center
Milton Reimers Ranch Park
Pedernales Falls State Park
Historic Mercer Street
Treaty Oak Distilling
Deep Eddy Vodka Tasting Room

IT'S A VACATION HOME, BUT BETTER

The Wander difference

Wander is different because we combine the quality of a luxury hotel with the comfort of a private vacation home. Your best trip ever is just a few clicks away.

Only the best homes

We’ll never not look like the pictures. Every Wander is beautiful and expertly operated, so you can leave any stress at the door.

Hotel-grade amenities

We’ll never leave you with nothing to do. From ultra fast WiFi to gyms and pools, our homes make it easy to blend work and play.

24/7 concierge service

We’ll never leave you hanging. Our chat-based Concierge is always available to help – from trip questions to special requests.

Inspiring and stunning views

We’ll never leave you uninspired. Every Wander has stunning views to refresh and inspire your soul. Adventure awaits.

Meticulous cleaning

We’ll never have you check in to a dirty house. Our cleaning teams are meticulous, and there are no chores at checkout.

Safety and security

We’ll never pass you off to a stranger. Every Wander location meets our industry-leading safety standards to give you peace of mind.

All homes in Dripping Springs

Hill Country Pool Retreat, Fire Pit property photo 1

Hill Country Pool Retreat, Fire Pit

5 bedrooms•4 baths
813 US dollars for 2 nights•

~$70 less than other sites

Home in Dripping Springs property photo 1
Luxury

Home in Dripping Springs

9 bedrooms•5.5 baths
3,277 US dollars for 2 nights•

~$255 less than other sites

Luxe Resort, Pool, HUGE Game Room, Bar property photo 1
Iconic

Luxe Resort, Pool, HUGE Game Room, Bar

15 bedrooms•18.5 baths
7,880 US dollars for 3 nights•
New

~$695 less than other sites

The Canyon Social, Pool, Hot Tub, Sport Court property photo 1

The Canyon Social, Pool, Hot Tub, Sport Court

5 bedrooms•3.5 baths
2,062 US dollars for 3 nights•
New

~$180 less than other sites

Pool, Game Room, Luxury Fall Retreat property photo 1

Pool, Game Room, Luxury Fall Retreat

7 bedrooms•5 baths
2,110 US dollars for 3 nights•
New

~$180 less than other sites

Pool, Hot Tub, Mini Golf, 8 Acre Holiday Retreat property photo 1

Pool, Hot Tub, Mini Golf, 8 Acre Holiday Retreat

4 bedrooms•3 baths
1,663 US dollars for 3 nights•
New

~$145 less than other sites

Game Barn, Pool, Hot Tub, Luxe Retreat property photo 1
Luxury

Game Barn, Pool, Hot Tub, Luxe Retreat

9 bedrooms•8 baths
4,259 US dollars for 3 nights•
New

~$375 less than other sites

Sunset Ridge Retreat I Pool Spa I Billiards I Fire Pit property photo 1

Sunset Ridge Retreat I Pool Spa I Billiards I Fire Pit

5 bedrooms•3 baths
2,077 US dollars for 2 nights•

~$160 less than other sites

View all homes

Most popular amenities for private pool vacation rentals in Dripping Springs

Outdoor pool (14)
Jacuzzi (11)
Hot tub (11)
Piano (1)
Private chef (1)
Sauna (1)
Basketball court (2)
Kayaks (1)
Gym (1)
Pool table (10)
Outdoor shower (1)
Sound system (2)
Bicycle (1)
Garden (13)
Fire place (5)
Bbq area (9)

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Other popular amenities & vacation types in Dripping Springs

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Discover more beyond the pool in Dripping Springs

Discover more beyond the pool in Dripping Springs

Set amid limestone hills and live oak canopies, Dripping Springs pairs small-town warmth with sweeping Texas scenery. Trace scenic byways to acclaimed wineries, craft breweries, and hilltop distilleries, or slip into crystal-clear waters at nearby preserves. Evenings bring star-filled skies thanks to the city’s Dark Sky Community status.
From overlook trails to hidden creeks, this corner of the Hill Country makes unwinding feel effortless, yet vibrant Austin remains within easy reach for culture and nightlife. It is exactly why Wander’s luxury private pool vacation rentals in Dripping Springs are the perfect choice, whether you are traveling for work or leisure.

FAQs: Vacation Rentals in Dripping Springs

Why should I book a Wander in Dripping Springs over other private pool vacation rentals?

Wander offers a level of consistency and quality you won’t find with most private pool vacation rentals.
Every home in Dripping Springs delivers the quality of a luxury hotel, paired with the comfort and space of a private vacation home. You get hotel-grade amenities, meticulous cleaning, stunning views, and 24/7 concierge support in every stay. Why would you want to stay anywhere else?

Which are Wander’s most popular private pool vacation rentals in Dripping Springs?

Some of our most popular private pool vacation rentals in Dripping Springs include 5BR Hill Country Pool Retreat • Fire Pit Sleeps 12, !HEA139, and Sleeps 45 - Luxe Resort, Pool, HUGE Game Room, Bar.. Guests love the quality of a luxury hotel, the comfort of a private vacation home, and the consistently exceptional experience Wander is known for. Explore the full collection to find the perfect home for your next stay.

How many different private pool vacation rentals does Wander have available in Dripping Springs?

Wander offers 14 private pool vacation rentals in Dripping Springs, each carefully designed and expertly operated. Browse the full collection to see what’s available for your trip.

What time is check-in and check-out at Wander’s private pool vacation rentals in Dripping Springs?

You can check-in to Wander private pool vacation rentals in Dripping Springs after 4.00pm and check-out before 10.00am.

Do Wander’s private pool vacation rentals in Dripping Springs have WiFi access?

Yes. Every Wander home in Dripping Springs has ultra fast, reliable WiFi so you can stay connected throughout your stay.

What is Wander’s cancellation policy?

You can cancel your reservation within 24 hours of booking for a full refund.
For stays of less than 15 nights, you can cancel or reschedule up to 14 days before check-in for a full refund. For stays of 15 nights or longer, the cancellation window is 60 days.
For some homes, a 30-day deadline applies; this will be clearly shown before you book.