Holiday rentals with a pool in Dripping Springs

Find and book unique homes with a pool on Airbnb

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

Home in Driftwood

4.92 out of 5 average rating, 274 reviews

Family-Friendly Ranch Retreat with a Stunning Pool

Let the kids practice cannonballs off the diving board while the adults lounge in the pavilion with cocktails. Have a backyard barbecue, then throw logs in the fire pit and toast smores under the stars. The little ones are sure to love the bunk beds. Large HDTV’s are at every turn to make entertainment over the top. *During the winter, the pool can be heated for an additional charge.* Situated on 30 acres of stunning hill country sits an amazing oasis getaway. Conveniently located to many breweries (Vista Brewing, Twisted X, Argus Cidery, Jester King, Suds Monkey Brewing Company, Last Stand Brewing Co, Middleton Brewing, Family Business Brewing) wineries (Duchman Family Winery, Solaro Winery, Fall Creek Vineyards, Driftwood Estate Winery, Slowpoke Winery Tours), distilleries (Treaty Oaks Distilling Ranch, SideCar Tasting Room, Kooper Family Whiskey, San Luis Spirits, Tweaked Distilling, Frog Pond Distillery, Desert Door Distilling, Stinson Distilling, Revolution Spirits, Cypress Creek Rum Distillery, V Weiss Whiskey, Deep Eddy Vodka, Crowded Barrel Whisky), restaurants (Hays City Store, Vista Brewing, Trattoria Lisina, Salt Lick BBQ, The Back Porch, JoBell Bistro, Proof and Cooper, Pieous), swimming holes (Jacobs Well, Blue Hole, Hamilton Pool, The Back Porch), multiple wedding venues and tons of great adventure opportunities. Our ranch provides easy access to the best the area has to offer. This well appointed four bedroom home is outfitted with all the amenities you will need to maximize enjoyment during your stay. The outdoor lifestyle is what this place is all about. The beautiful deck, pool, and hot tub are over the top and the views are simply gorgeous. The property features a wet weather creek and reservoir that attracts turkeys, ducks, wild boar, and deer. Take a hike, a dip, then head to the brewery for some R&R... your perfect day awaits. All four bedrooms have 50" HDTV's and there is a 70" monster screen in the living room so if you want to stay inside and watch the game (DirectTV/NFL Sunday Ticket!) or get caught up on work (satellite internet), you're covered. In addition to having all the major pay-for movie channels like HBO and Showtime, we also have a great DVD library for the film buffs out there. Hanging out by the fire pit is a great way to cap off a day and don't forget to break out the s'mores. The house is outfitted with high end appliances across the board and even seasoned chefs will find themselves well equipped in our kitchen or at the helm of our state of the art grill. The home is filled with lots of interesting original artwork and the grounds surrounding are serene and picturesque. Located less than 30 minutes to downtown Austin, you get the best of both worlds. Send us a text and we will get in touch asap. The house is situated on 30 acres of stunning hill country. It's right down the road from breweries, wineries, distilleries and restaurants. It's also near some popular swimming holes and wedding venues. We’re located about 35 minutes from downtown Austin and the Austin airport.

Top guest favourite

Home in Waterford on Lake Travis

5 out of 5 average rating, 50 reviews

Pool/hot tub, 2 master suites, lake, beach, golf!

Escape to a breathtaking oasis in this newly built 4 bedroom, 4 bathroom sanctuary boasting 2 master suites. Enjoy the ultimate in comfort and luxury complete with a private pool, hot tub, and stunning views of Lake Travis. Whether you're looking to unwind or have some fun, this retreat has it all. Nestled in a resort-style community, you'll have access to the lake, golf course, beach, marina, gym, lakefront park, and more!Treat yourself to the ultimate getaway in this paradise-like destination.

Guest favourite

Townhouse in Horseshoe Bay

4.96 out of 5 average rating, 68 reviews

Poolside Escape

Spacious 1700 sq.ft townhouse. Three bedrooms, each with full en-suite bathroom. Another half bath downstairs. Three outdoor areas, spectacular to watch all the deer! A patio and porch overlooking the pool and a terrace with hill country and Lake LBJ views. Steps away from pickle-ball and two tennis courts. Two additional sofa beds downstairs. Recently renovated kitchen, open living and dining rooms, separate area for washer and dryer. Flat screen smart tv’s in living area and bedrooms.

Superhost

Home in Wimberley

4.93 out of 5 average rating, 40 reviews

Hilltop Valley View

If you are ready to embark on a Hill Country Getaway to remember, be sure to spend it at Hilltop Valley View. There are 2 bedrooms, full bath and laundry facilities which are also available for guest use for your convenience. Spending time outdoors at Hilltop Valley View is the spot to be. Here you will find relaxing and inviting hot tub to soak away your worries. Both the pool and the hot tub are perfectly positioned for privacy, as well as being able to soak up the amazing hill county view.

Top guest favourite

Home in Lago Vista

5 out of 5 average rating, 47 reviews

Treehouse with lake views and chilled/heated pool

3 story home with lake views, a heated or chilled cocktail pool, swim up bar and 70" TV, tucked away in Point Venture. Experience everything the neighborhood has to offer including, Captain Pete's, golf, tennis, pickle ball, live music, Lake Travis, boat ramp, sand volleyball, the only true sandy beach in central Texas, disc golf, gym, playground, and pre-negotiated discounts for boat rental a block from the house. Host owns home next door and offers a discount to book both for larger groups.

Superhost

Tiny home in Dripping Springs

4.86 out of 5 average rating, 258 reviews

Brady Villa @ D6 Retreat: Hike/Swim/Yoga

The Brady Villa at D6 Retreat sleeps 4 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.

Guest favourite

Cabin in Wimberley

4.98 out of 5 average rating, 275 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

Guest favourite

Villa in Canyon Lake

4.96 out of 5 average rating, 301 reviews

Infinity Edge -Heated Pool/Lake View/Chef Kitchen

Infinity House is nestled in the Texas Hill Country overlooking the turquoise waters of Canyon Lake. Guests feel the serene seclusion of the Hill Country, with the benefit of close shopping & dining. This house is perfect for a weekend of pure relaxation, or an activity-filled stay with lake, river & poolside fun. Fabulous amenities and stunning design, this house is the perfect getaway any time of year! If dates aren't available check out our other listing: Infinity Oasis

Superhost

Home in Leander

4.85 out of 5 average rating, 55 reviews

Best Sunset in TX ~Luxury Getaway~ Heated Jacuzzi

You can stop looking, this is the perfect place! Welcome to our luxury home in Volente Heights with some of the best views in the TX Hill Country. Here is why: ⭐ Private backyard w/ luxury in-ground pool & heated jacuzzi ⭐ Chaise pool loungers ⭐ Gorgeous Hill Country views from the home and balcony ⭐ Multiple dining options to fit large groups ⭐ Charcoal & propane grill ⭐ Ping-pong, corn hole, & water floaties ⭐ Close to all of the marinas and adventure parks

Guest favourite

Home in Round Rock

4.92 out of 5 average rating, 111 reviews

Apache Oaks Pool&Spa+Billiards+Downtown Round Rock

• 2100+ sq ft 2-story home • 2 private patio areas, 1 covered & 1 w/LED umbrella • Pool+Spa w/daybed & lounge chairs *Note $75 fee for pool heating per night. Spa heating. $50 good for the entire stay. • Gameroom w/pool table & 65in TV • 2 rooms with king size beds • Short drive to DT Round Rock and only 20 min drive to DT Austin. Dell Diamond. 5 min drive • Spend a day at Kalahari indoor waterpark (voted world's coolest indoor waterpark) 5min drive

Superhost

Home in Leander

4.88 out of 5 average rating, 8 reviews

Hilltop Luxury Retreat: Pool, Game Room, Lake View

Panoramic views welcome you to this spacious and beautifully designed vacation rental which features a gorgeous infinity pool and deck, stylish decor, a custom theater room, a game room, and plenty of space for friends and family alike. The backyard is an oasis where you can bask in the Texas sunshine or take a refreshing dip in the pool. The spacious layout, modern design, and breathtaking views make this the perfect home for a relaxing getaway.

Top guest favourite

Guest house in New Braunfels

4.99 out of 5 average rating, 187 reviews

The Lily-Rose Pool House

This charming pool house is located 3.2 miles from I-35 on the east side of New Braunfels. Come take a dip in the pool, BBQ on the patio, and enjoy the sunset at our quiet country escape. Just a short drive away from Schlitterbahn and the Comal River, you will have a quiet space to relax after a long day in the sun! Follow us on instagram for things to do around town: https://www.instagram.com/lilyrosepoolhouse/