Family-friendly holiday rentals in Dripping Springs

Villa in Dripping Springs

The spacious living area features large windows offering panoramic views of the Texas Hill Country. A comfortable sectional sofa faces the view, while a dining area with modern pendant lights is visible in the background. The warm wood flooring adds a natural element to the design.

4.98 out of 5 average rating, 220 reviews

Luxury Home - Stunning Views, Pool, Hot Tub

Welcome to our Ranch. Located on 180 Acres in Dripping Springs, the Hideaway Hill Country is a Relaxing Luxury Modern Home with all the amenities. Decorated Mid-Century Modern and accented by beautifully restored antique pieces. This home is built around the west-facing picturesque 180-degree views showcased throughout the indoor and outdoor spaces. Relax on the large comfortable sofa, the luxury hot tub, or on one of the multiple covered porches and gazebos to take in the beautiful sunsets.

Tiny home in Dripping Springs

A covered porch features a bright turquoise door and two light blue chairs paired with a small round table. The walls are adorned with gray paneling and decorative elements, including a sign that reads 'Home Away From Home.'

4.99 out of 5 average rating, 243 reviews

Moonshine Cabin @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 our pet miniature donkey, Honkey, as well as goats, dogs, barn kitties, 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, take in the beauty of the hill country, and still be within 45 minutes of downtown Austin, this is the place for you!

An aerial view of the property showcases two houses surrounded by well-maintained landscaping. A rectangular pool is visible, bordered by lounge chairs and a pergola. To one side, a playscape is present among the trees, with ample green space for outdoor activities.

5 out of 5 average rating, 101 reviews

Hill Country Oasis: Home Theater/Pickleball 1.5 ac

Hill Country Oasis - 1.5 acres Heart of The Hill Country. New Home Theatre/Pickle/Basketball Court! This unique property has 2 houses consisting of a main and guest house with the pool and hot tub sitting between both houses. Perfect for larger groups & multifamily units looking to have their own space. Landscape features a manicured outdoor living area, putting green and playscape. Plenty of space for the entire family to enjoy! Hill Country Oasis in the Heart of The Hill County!

4.92 out of 5 average rating, 182 reviews

Dripping Springs Oasis • Hot Tub, Pool • Austin

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.

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, 204 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!

4.92 out of 5 average rating, 107 reviews

10-acre Hill Country Retreat w/ Views, Pool, & Spa

Enjoy the peaceful ambiance of the Texas Hill Country. The house is on 10 acres and sits on a hill with breathtaking views, wildlife, and natural surroundings. Thoughtfully decorated with both rustic and modern elements. Enjoy the tranquility of the country and modern touches like a fully stocked kitchen, fast internet, and luxurious bedding. Close by are the famous Hamilton Pools and countless wineries / distilleries to explore. Perfect for families, couples, or a group of friends.

Cabin in Dripping Springs

The cabin's exterior showcases modern architecture with warm wood accents. Expansive windows offer a panoramic view of the surroundings. A spacious stone patio features outdoor seating and a BBQ grill, ideal for relaxing by the stone fire pit amid the natural landscape.

4.99 out of 5 average rating, 102 reviews

The Highland: Modern Cabin, Amazing Views, Extras

Our modern Cabin is Newly Built, Unique Architexture, High on the Edge of a Plateau, Overlooking Miles of the Texas Hill Country. With the Whole Front being All Windows, there is no escaping the Views. 2 Bedrooms (Queen in Each) 2 Bathrooms (Attached to Bedrooms) Full Kitchen with Major & Small Appliances, All Utensils Smart Home with Very High Speed Internet Large Stone Patio, Stone Fire-Pit. BBQ Grill Outdoor Games and Acres of Grass Meadows to Play 15 Acres to Hike & Walk ENJOY

Four wooden rocking chairs are positioned in front of a stone wood-burning fireplace, creating an inviting seating area. The fireplace is flanked by stacks of firewood, and a scenic view of the hill country can be seen in the background.

4.99 out of 5 average rating, 130 reviews

Modern Hill Country Retreat

Enjoy a relaxing vacation in Dripping Springs! Our home is located about 11 minutes from downtown Dripping Springs and about 12 minutes from beautiful Hamilton Pool Preserve. We are a close distance to many wineries, breweries, and distilleries. The back yard has an amazing view of the hill country! Gatherings for events are an option but pre approval is required. There will be an additional fee charged based on the group size. Please let us know if you have any questions!

The exterior of a Scandinavian-inspired casita features natural wood siding and large glass windows. A dining table sits on a concrete patio, accompanied by lounge chairs. An oak tree and decorative grasses surround the area, enhancing the connection to nature.

4.98 out of 5 average rating, 302 reviews

Luxury Hilltop Casita - Endless Views

Escape city life,indulge into nature on the secluded porch,take in the views and abundant wildlife! Our custom,European inspired home sits high on a hilltop offering miles of views and gorgeous sunsets.Centrally located 20 min from Austin, 20 min from Wimberley & near many wedding venues.Relax in the hammocks, drink coffee on the patio or do yoga on the porch.Breathe in the fresh air & enjoy.Our goal is to create a memorable experience for you and to share our slice of heaven .

The charming exterior of a custom Texas Farm home is highlighted, featuring a large front porch with rocking chairs. A metal roof and wooden doors add character, while an American flag gently waves. Lush greenery from surrounding trees provides a natural backdrop.

4.98 out of 5 average rating, 122 reviews

Modern Texas Farm Home

This custom Texas Farm home is located in downtown Dripping Springs just a short walk away from shopping and dining in our bustling little town. With a large open floor plan and a big back porch, this home gives your family lots of room to spread out and enjoy family time. The back porch is an outdoor covered living space with fireplace, tv and long table for hanging out. Also, in the back yard there are washer pits and a playscape which offer entertainment for all ages.

4.99 out of 5 average rating, 262 reviews

Home in Wimberley

Luxury A Frame | 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.

The exterior of a contemporary cottage is featured, showcasing a yellow facade complemented by stone accents and dark window frames. A large tree provides shade in the front yard, while a small patio area includes outdoor seating, surrounded by lush green landscaping.

4.99 out of 5 average rating, 232 reviews

3 Sisters Hill Country Cottage

Come stay at the 3 Sisters Cottage and enjoy a relaxing time in the Texas Hill Country. Incredible views from the back porch where you can hear cicadas singing in the summer, deer roaming on the property, and rolling hills covered by beautiful Oak trees. Less than 15 minutes from Downtown Drippin', 15 minutes from Hamilton Pool Preserve, 10 minutes from Treaty Oak Distillery, and 20 minutes to Driftwood Vineyards and more!

Popular amenities for Dripping Springs family-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

4.97 out of 5 average rating, 138 reviews

A serene outdoor space features a refreshing pool with a built-in hot tub. Comfortable lounge chairs are positioned near the water's edge, surrounded by lush greenery and flowering plants. The two-story cottage is visible in the background, with a balcony overlooking the yard.

Guest house in Wimberley

Hill country poolside cottage / thousand acre view

4.93 out of 5 average rating, 105 reviews

A winding pathway leads to a welcoming entrance of a home, framed by mature trees and surrounded by natural landscaping. A picnic table is visible under the trees, providing a shaded outdoor space for relaxation.

Home in Austin

Deer Oh Deer

Aerial view of an expansive property set amidst lush greenery, featuring a multi-story structure with a green metal roof. A pool is visible in the foreground, surrounded by landscaped areas. The landscape extends into rolling hills and natural vegetation, enhancing the serene setting.

4.97 out of 5 average rating, 188 reviews

Pool, Hot Tub, Hill Country Views, Hiking Trails

Holiday home in Wimberley

An outdoor seating area features several adirondack chairs arranged around a fire pit, with a stone path leading to a spacious modern home. Lush green grass surrounds the area, while large windows of the house reflect natural light, enhancing the inviting setting.

5 out of 5 average rating, 131 reviews

Sunrise House in Wimberley, TX - Five Acres, View

4.94 out of 5 average rating, 155 reviews

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

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

4.92 out of 5 average rating, 301 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

Farm stay in Dripping Springs

A spacious living area is defined by warm wood flooring and a stone fireplace framed by decorative items. A comfortable brown sofa and a decorative table are situated in front of the fireplace, while a dining table with white chairs is visible in the background. A ceiling fan gently spins above.

4.96 out of 5 average rating, 102 reviews

The Little Farm @ Hill Country Casa

4.97 out of 5 average rating, 217 reviews

Cabin in Spicewood

HotTub • Games • FirePit | Bee Creek Cottage

Family- and pet-friendly home rentals

Superhost

Tiny home in Dripping Springs

4.84 out of 5 average rating, 336 reviews

Swim | Hike | Yoga - Griffin Villa @ D6 Retreat

A modern two-story building is captured from an elevated view, showcasing large glass windows and sleek architectural lines. A spacious deck with seating overlooks the surrounding landscape, while trees frame the property, emphasizing its connection to nature.

4.88 out of 5 average rating, 112 reviews

2 units 1 price. Pickleball court. TX Hill Country

4.95 out of 5 average rating, 217 reviews

A charming casita features a rustic design with a weathered metal roof. The front porch is lined with wooden rocking chairs, surrounded by lush green grass and trees. A stone pathway leads to the entrance, creating a welcoming outdoor space.

Cottage in Austin

Cozy 1800’s Hill Country Casita

A walkway leads to a charming house surrounded by a lush, green landscape. Mature trees provide shade over the entrance, while flower pots are arranged thoughtfully along the path, adding a touch of color to the natural setting.

4.91 out of 5 average rating, 169 reviews

Ranch House Retreat

4.86 out of 5 average rating, 111 reviews

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.

Home in Austin

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

4.92 out of 5 average rating, 137 reviews

A spacious living area is highlighted by a comfortable sectional sofa and a decorative area rug. Natural light filters through large windows, enhancing the warmth of the setting. A fireplace offers a cozy focal point in the room.

Home in Driftwood

Three Dog Ranch - Pool, Game Room & Sleeps 18

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, 122 reviews

Dripping in Tranquility, Prime Spot, Heated Pool

Superhost

A gray sofa with patterned cushions is placed beside a wooden coffee table on wheels. The table features a geometric decorative object and is situated on a round area rug, with soft natural light illuminating the cozy interior.

Tiny home in Dripping Springs

4.87 out of 5 average rating, 215 reviews

NEW!!! Alice Cabin at Tom Dooley’s Hideout

Family-friendly home rentals with a pool

4.95 out of 5 average rating, 184 reviews

A spacious porch is framed by large glass doors, offering sweeping views of the surrounding wooded landscape at sunset. Comfortable seating, including a hammock and accent chairs, invites relaxation while enjoying the tranquil atmosphere.

Home in Wimberley

Northstar Modern Cabin - Views Pickleball Pool !

Cabin in Dripping Springs

An inviting cabin interior features wooden walls and rustic decor. A spacious bed is accompanied by a cozy sitting area with leather sofas. A ping-pong table and a game area with a checkerboard are visible, enhancing the recreational atmosphere of the living space.

4.98 out of 5 average rating, 185 reviews

Backwoods BNB in Dripping Springs TX on 23 acres

4.95 out of 5 average rating, 108 reviews

Home in Austin

Thistle Rock Guest House

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

4.82 out of 5 average rating, 119 reviews

Dome on Private 5 Acres with Hot Tub!

4.99 out of 5 average rating, 104 reviews

An elevated treehouse, resembling a barrel shape, is surrounded by lush greenery. A private deck with a wooden railing extends from the structure, offering a serene space to relax and take in the natural landscape. Light reflects off the tree canopy, enhancing the tranquil setting.

Treehouse in Wimberley

Vista View Spyglass! Hot tub & Pool

4.98 out of 5 average rating, 123 reviews

An A-frame cabin is shown nestled among trees, featuring large windows that illuminate the interior. The wooden deck extends around the cabin, providing a space to enjoy the surrounding nature. The natural landscape is visible, highlighting the cabin's elevated position.

Cabin in Canyon Lake

A-Frame with Heated Mini-Pool, Stunning Views

4.93 out of 5 average rating, 129 reviews

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

Mini-Ranch: Cowboy Pool, Sauna, 5 min to Blue Hole