Holiday rentals with a pool in Dripping Springs

Cabin in Dripping Springs

A vibrant green door stands prominently as the focal point of the entrance. Flanking it are wooden chairs in a distressed color pattern. Star accents adorn the surrounding walls, and a metal planter sits near the door on a wooden porch.

4.99 out of 5 average rating, 337 reviews

Countryside Cabin @Ranch225 Meet Honkey the Donkey

Welcome to the home of Honkey the Donkey! This adorable cabin is located on 25 acres and is home our miniature donkey, Honkey, as well as lots of goats, 2 other donkeys, and horse companions that all LOVE to meet new people! You can also 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, stargaze, explore nature and take in the beauty of the hill country, and still be close to Austin, this is the place for you!

A hammock hangs between two trees, gently swaying as it overlooks a spacious grassy area. In the background, a sunset casts warm hues of orange and pink across the sky, adding a serene backdrop to the tranquil outdoor setting.

4.86 out of 5 average rating, 100 reviews

Relax Countryside w/ Pool, Outdoor Games, 5+ Acres

Welcome to Your Perfect Rejuvenating Getaway in Dripping Springs, Texas! Escape to this charming and spacious retreat nestled on five acres of beautiful Texas Hill Country. It's a great option for a traveling group who want a break from the hustle and bustle. The large floor plan with vaulted ceilings provides a roomy stay extremely close to all Dripping Springs Wineries, Breweries, Distilleries and Wedding Venues! We provide FREE - Coffee - WiFi - Parking - Pool - Smart TV Streaming Services

4.97 out of 5 average rating, 201 reviews

Cabin in Spicewood

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

4.97 out of 5 average rating, 110 reviews

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

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.

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.

4.92 out of 5 average rating, 105 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!

Tiny home in Dripping Springs

An open living area features a leather sofa and a wooden coffee table with potted plants. Large windows allow natural light, while a dining space is visible in the background. The kitchen is equipped with stainless steel appliances and wooden cabinetry.

4.86 out of 5 average rating, 277 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.

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.

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!

4.98 out of 5 average rating, 315 reviews

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

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

A bright living area is highlighted by large windows offering sweeping views of the Texas Hill Country. A comfortable sofa faces a wooden coffee table, while an open kitchen area is visible in the background, featuring modern appliances and bar seating.

4.93 out of 5 average rating, 152 reviews

Luxury Villa | Pool | Hot Tub | Sunset Views

Welcome to our Ranch. Located on 180 Acres in Dripping Springs, the Hollow 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 or the luxury hot tub to take in the beautiful sunsets.

Treehouse in Dripping Springs

4.93 out of 5 average rating, 274 reviews

Hill Country Cabin • Pool, Firepit, Stars • Austin

Welcome to Hawk's Nest! Elevate your stay with a unique architectural space nestled under the starriest of ATX hill country skies. Hawk's Nest is inspired by the graceful hawks that swoop and soar the skies before nesting atop the oaks that surround the space. This special spot delivers great natural light and epic stars for cool daytime dips in the plunge pool and unmatched stargazing around the firepit -- all on your private walkout deck. Welcome to bliss, y’all.

4.97 out of 5 average rating, 208 reviews

A spacious living area features large windows allowing natural light to fill the room, highlighting a cozy sofa and a modern kitchen with a red cabinet. Soft lighting fixtures hang above the seating area, creating a relaxed ambiance.

Flat in Driftwood

Fully Stocked, Superior Comfort, Private & Movies

Great location - only 15 minutes from Dripping Springs, Wimberley, & Kyle. 40 min to DT Austin. Enjoy our private & clean apartment with many amenities: fully equipped kitchen, cozy living room, super comfy bed, shower with great pressure, strong internet, 100's of movies, board & yard games, and access to the back yard with pool & bathroom. You also might see deer, fox, & more. Nonsmoking. Entrance has door code. Have to climb one flight of stairs.

A modern home is depicted with large windows and a distinctive upper deck, featuring two chairs positioned for lake views. Lush trees surround the property, and the expansive sky adds to the serene atmosphere. The lower level is partially visible, showcasing additional outdoor space.

4.95 out of 5 average rating, 208 reviews

Walk to Lake Travis, Cowboy Pool, Lake Views

✨ Escape to this stylish Lake Travis retreat with cowboy pool, fenced yard, and panoramic views. Perfect for up to 4 guests, the home features a king and queen bedroom, 2.5 baths, and a fully stocked chef’s kitchen with Viking appliances and local goodies, and Italian Espresso Machine. Relax in the hammock, grill on the patio, or stroll to the lake for swimming and sunsets. Close to Hippie Hollow, The Oasis, and Austin attractions—pets welcome!

Popular amenities for Dripping Springs rentals with a pool

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

A swimming pool is surrounded by comfortable lounge chairs and well-maintained grass. A shaded seating area features an outdoor table and chairs, while a large American flag is displayed near the pool. The main house is visible in the background, among mature trees.

4.93 out of 5 average rating, 393 reviews

Casita Bella Casa-Hill Country *Pickle/Basketball*

4.95 out of 5 average rating, 266 reviews

The modern home exterior features a blend of wood and dark cladding, with large windows providing natural light. A neatly landscaped lawn and gravel pathway lead up to the entrance. The design incorporates a garage and a fenced perimeter for privacy.

Home in South Congress

Modern Luxury Home 4 Bd/3 Ba - Mins to Downtown

4.95 out of 5 average rating, 103 reviews

A spacious living room is furnished with two large down feather couches facing a central coffee table. A wall-mounted television is positioned above an electric fireplace, with wood storage nearby. Natural light enters through tall windows, complemented by warm lighting from a modern chandelier.

Home in Zilker

Designers Home near DT w/ Pool

5 out of 5 average rating, 136 reviews

The main living area showcases high ceilings with wooden beams and large sliding glass doors that open to reveal panoramic lake views. A cozy seating arrangement of a light-colored sectional and an accent chair is complemented by a pair of natural wood tables, creating a welcoming space.

Home in Lago Vista

Lake Travis Views | Modern | Golf | Boat Rental

4.91 out of 5 average rating, 116 reviews

Full House, Prime Location, Private Pool, BBQ

A bright red home is set behind a white wooden fence, surrounded by greenery. A large tree provides shade in the front yard, and the open space offers a sense of tranquility. The property appears well-maintained, inviting a peaceful outdoor experience.

4.86 out of 5 average rating, 119 reviews

Dripping in Tranquility, Prime Spot, Heated Pool

5 out of 5 average rating, 242 reviews

A welcoming exterior view of the retro ranch house showcases a green front door framed by bright green shutters. The entrance is bordered by well-maintained landscaping, including flowering plants and cacti, complemented by a pathway leading to the door.

Home in South Congress

Texas Time Warp off Congress - Cowboy Pool!

Home in Waterford on Lake Travis

4.96 out of 5 average rating, 162 reviews

Lake Travis Beach Access+Free Golf Cart+PickleBall

Apartment rentals with a pool

An open-concept living area is presented, featuring a modern kitchen with sleek cabinetry and high-grade appliances. A dining table is positioned adjacent to the kitchen, while a comfortable seating area is visible in the background, illuminated by abundant natural light from the floor-to-ceiling windows.

4.83 out of 5 average rating, 108 reviews

Luxury 1BR Natiivo Austin 23rd-Floor

A rooftop lounge area features spacious grey sectional seating arranged around a circular fire pit. The background showcases expansive views of the Austin skyline and the river, with clear blue skies overhead.

4.9 out of 5 average rating, 197 reviews

LuxuryCornerViewUnit-RooftopPool Steps 2 Rainey St

4.82 out of 5 average rating, 365 reviews

A covered balcony is featured, with a glass table at its center and four metal chairs surrounding it. Lush trees provide shade around the balcony. A water view is visible in the distance, though currently low. A ceiling fan hangs above, enhancing comfort.

Apartment in Lago Vista

Beautiful 2 BR/2 Bath Lakefront Condo on an Island

4.83 out of 5 average rating, 247 reviews

A comfortable living area features a large blue sectional sofa, a television mounted on a light-colored wall, and an artwork piece displaying soft neutral tones. Natural light enters through the window covered by sheer curtains, while a decorative rug is placed on the hardwood floor.

Apartment in North Loop

Cozy Home Away from Home Condo<15 min to downtown!

Apartment in East Cesar Chavez

A modern kitchen features sleek white cabinetry and stainless steel appliances, including a large refrigerator and oven. A glass dining table sits at the center, adorned with a decorative bowl containing colorful orbs. Natural light enters through the window with white blinds.

4.88 out of 5 average rating, 349 reviews

Walkable East Austin Condo with Pool and Parking

A modern bedroom features a spacious bed with soft linens, positioned against a large window offering expansive city views. A vibrant orange chair complements the minimalist design, while a television is mounted on the wall, contributing to the contemporary aesthetic.

4.96 out of 5 average rating, 217 reviews

Luxury 24th Floor Rainey St. District Condo

Apartment in Travis Heights

A modern living area is highlighted by a gray sofa with blue accents and a matching chair. A round coffee table sits in the center, surrounded by a textured rug. Art pieces adorn the walls, and large windows open to the outdoors, enhancing natural light.

4.85 out of 5 average rating, 200 reviews

Space Lane / Stellar vibes

A bright bedroom features a spacious bed with a white quilted cover, accented by a colorful throw. A warm, orange accent pillow adds a pop of color. Natural light fills the room, highlighting a stylish wall art piece and a wooden nightstand with a lamp.

4.99 out of 5 average rating, 138 reviews

Luxury 28Fl Rooftop Pool/Rainey St/City Views

Home rentals with a private pool

4.94 out of 5 average rating, 223 reviews

A modern pool is surrounded by vibrant green grass and oak trees, featuring two wide entry steps leading into the water. Colorful umbrellas provide shade, while lounge chairs are positioned at one end for relaxation. The inviting water reflects the sky's clouds.

Home in Driftwood

Get Back to Nature at Secluded Hill Country Oasis

Home in Central East Austin

A bright living area is furnished with two brown leather sofas accentuated by colorful pillows. A large gold coffee table sits on a vibrant rug, and a Samsung Frame TV is mounted on the wall. Natural light enters through windows with sheer yellow curtains.

4.91 out of 5 average rating, 175 reviews

Dreamy East Austin • Hot Tub + Boho Firepit Vibes

4.91 out of 5 average rating, 292 reviews

The outdoor area features a large pool with a decorative tile surround, leading up to a spacious deck. Comfortable lounge chairs and a shaded canopy are visible near the pool, along with a seating area set against a backdrop of trees and the house.

Home in Driftwood

Family-Friendly Ranch Retreat with a Stunning Pool

4.96 out of 5 average rating, 285 reviews

A large outdoor patio is visible beside a sparkling swimming pool. Several lounge chairs are positioned along the pool's edge. The area is surrounded by well-maintained landscaping, including tall trees and potted plants, contributing to a tranquil outdoor setting.

Home in Round Rock

Enjoy View of Creek from Relaxing Poolside Retreat

4.96 out of 5 average rating, 300 reviews

Home in Barton Hills

The Zilker Park Oasis with Heated Pool & Pinball

4.99 out of 5 average rating, 141 reviews

Home in Leander

Epic Lake Travis Sunset! Pizza Oven Pool Spa Kayak