Family-friendly holiday rentals in Dripping Springs

4.98 out of 5 average rating, 330 reviews

The A-frame cabin is set against a vibrant sunset sky, featuring large front windows that illuminate the cozy interior. A spacious deck surrounds the cabin, adorned with two bright chairs and a hot tub, surrounded by lush greenery.

Cabin in Wimberley

Modern Aframe Tucked in Nature **hot tub & view**

Perched high on a hill overlooking the gorgeous TX Hill Country sits the most stunning A-frame you ever did see. With a mix of mid-century style and artsy touches, this space is gorgeous. The cabin is tucked into a pocket of nature surrounded by 3 acres of oaks, elms, and junipers. The expansive front windows and raised deck provide and incredible sunset view across the hills and dark sky lighting sets the stage for breathtaking starry skies. The hot tub and outdoor shower is icing on the cake!

Farm stay in Dripping Springs

A welcoming porch area is seen featuring a bright yellow door centered within a gray wooden exterior. A rustic bench sits on a wooden deck, accompanied by a decorative circular sign that reads 'Hello Sunshine,' and windows adorned with dark grills allow for natural light.

5 out of 5 average rating, 313 reviews

Sunshine 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!

Bungalow in Dripping Springs

4.98 out of 5 average rating, 135 reviews

Ideal Location on 5 Acres, 2 King/1Queen. Peaceful

Gorgeous Escape while convenient to All activities.. Wedding Venues, Breweries, Wineries & all that Dripping Springs has to offer. Hiking, mountain biking & climbing nearby for outdoor enthusiasts. 30 min to Austin. 2 Kings & 1 Queen. Great for peeping stars & Wildlife! Indoor Fireplace, outdoor Firepit. Long term rentals welcome. Centrally located to Wimberley, Fredericksburg, Johnson City, Pedernales Falls, Mercer Street & more. Leaving is the hardest part! *Burn bans may impact use of fire

Tiny home in Dripping Springs

4.91 out of 5 average rating, 255 reviews

Swim | Hike | Yoga - Emma Villa @ D6 Retreat

The Emma Villa at D6 Retreat sleeps 5 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 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, 111 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!

Villa in Dripping Springs

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.

4.97 out of 5 average rating, 212 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.

4.92 out of 5 average rating, 196 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.

4.98 out of 5 average rating, 184 reviews

The interior of the Yurt showcases a spacious layout with a circular skylight dome at the center. A king-sized bed is adorned with colorful pillows, complemented by a cozy full-sized couch and a coffee table. Bright windows allow natural light to enhance the room's inviting design.

Yurt in Dripping Springs

Romantic Yurt Getaway: Private Hot Tub | King Bed

This one-of-a-kind Yurt in the Live Oak trees is your PERFECT getaway from city life! Located in the heart of Texas winery/brewery country, your day trips are only minutes away! This one bedroom (king) is hosted by Airbnb's 2022 Top New Host of the State of Texas! Relax in the private hot tub, stargaze, or sit around the fire on a 300+sq/ft deck surrounded by ancient live oak trees! The Hidden Oak Yurt is tucked away on a beautiful 9-acre property and offers all your modern amenities!

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, 307 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 .

4.95 out of 5 average rating, 468 reviews

A serene outdoor space features a natural stone pool, bordered by lush greenery and large trees. Comfortable lounge chairs are positioned by the water's edge, providing a perfect spot to relax. A cabin is visible in the background, enhancing the tranquil setting.

Tiny home in Austin

Modern Cabin Retreat, Pool, Hot Tub, Goats & Emus!

Stay with us in our beautiful modern cabin at Eco Ranch. Relax on 85 acres of beautiful Texas Hill Country just 18 miles from downtown Austin. This private modern cabin offers 350 sq ft with a queen bed, full kitchen, full bathroom, and cozy living space. Enjoy a shared pool, walking trails, disc golf, seasonal orchard, and visits with goats, chickens, emus, and roaming deer. Quiet, private, and surrounded by nature, yet close to Austin’s dining, music, and nightlife.

4.98 out of 5 average rating, 100 reviews

Three Hearts Casita

Retreat to a luxe rustic casita on acreage in Dripping Springs surrounded by beautiful stone sculpture. Located next door to a winery and minutes from more tasting rooms and Dripping Springs Distilling. Inside, textured stucco with limestone insets, natural hardwood floors, and curated finishes make this cozy space feel inviting. Perfect to gather, unwind, and stargaze after a day of sipping and exploring the Texas Hill Country.

Farm stay in Dripping Springs

An inviting outdoor space features a bright blue double door entrance, framed by large windows. Two turquoise chairs are positioned on the wooden deck, offering a comfortable setting to enjoy the surroundings, with a small table nearby for convenience.

4.96 out of 5 average rating, 625 reviews

Drippin West @ Lost Girls Farm

Welcome to Drippin' West... Our spin on two of our favorite places in Texas - Dripping Springs and West Texas! Our cabin sits on the front acre of a 10-acre hobby farm. We have goats, chickens, and a horse. While we keep the critters separate from the cabin, they may come and visit the fence line. Feel free to give them an ear scratch! (but please do not open the gate) - NO PETS please, including emotional support animals.

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

4.99 out of 5 average rating, 387 reviews

A spacious living area is highlighted by vaulted ceilings and large windows, allowing natural light to fill the room. A cozy leather chair and patterned rug complement rustic decor, while a wooden cabinet adds character to the space. Greenery peeks through the windows, enhancing the inviting atmosphere.

Home in Austin

The Hummingbird - A Cozy Countryside Casita

Superhost

A large outdoor pool is surrounded by pale stone decking and features a separate hot tub. The clear water reflects sunlight, and flowering plants add pops of color to the area. A backdrop of a blue two-story home and a covered seating area is visible.

4.91 out of 5 average rating, 149 reviews

NEW! AUSTIN HILL COUNTRY CHARM! POOL/HOT TUB/VIEWS

4.97 out of 5 average rating, 145 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.

Guesthouse in Wimberley

Hill country poolside cottage / thousand acre view

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, 191 reviews

Pool, Hot Tub, Hill Country Views, Hiking Trails

4.98 out of 5 average rating, 131 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

4.92 out of 5 average rating, 119 reviews

Cabin in Wimberley

Views / hot tub / pet friendly / 15 min to town

Earthen home in Dripping Springs

A two-story house features a modern design with a distinct triangular roof and a combination of stone and stucco exterior. Large glass doors provide access to spacious balconies, where outdoor seating is arranged for relaxation. The natural landscape surrounds the property, enhancing the tranquil setting.

4.88 out of 5 average rating, 337 reviews

La Hacienda Retreat, Brewery, Pool, Playground

The property is set against a vibrant sunset, highlighting a modern structure with a sleek black roof. Surrounding trees and open land create a spacious outdoor setting, offering a sense of tranquility and connection to nature.

5 out of 5 average rating, 111 reviews

Panoramic Serenity: Luxury Soaking Tub & Pool

Family- and pet-friendly home rentals

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.

4.89 out of 5 average rating, 115 reviews

2 units 1 price. Pickleball court. TX Hill Country

4.96 out of 5 average rating, 224 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, 170 reviews

Ranch House Retreat

5 out of 5 average rating, 102 reviews

An open living area is shown with high wooden ceilings and polished concrete floors. A comfortable yellow-striped couch and a wooden coffee table are visible. A television is mounted on the wall, and a kitchen island with bar stools is positioned nearby. Natural light fills the space.

Cabin in Wimberley

*Modern Hill Country Escape w/ Expansive Patio*

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, 220 reviews

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

Cottage in Dripping Springs

A circle of dark green Adirondack chairs is arranged among trees, situated in a grassy area. The backdrop features a light-colored guest house partially visible, surrounded by greenery and garden elements, creating an inviting outdoor space for relaxation.

5 out of 5 average rating, 277 reviews

Star House Hill Country Getaway! Relaxation, Views

The cottage is illuminated against a night sky, highlighting its charming architecture. Soft lighting accentuates the inviting porch and stone detailing, while windows glow warmly from within, creating a welcoming entrance. Outdoor seating enhances the cozy atmosphere, perfect for relaxing under the stars.

4.99 out of 5 average rating, 254 reviews

Monticello Cottage

4.99 out of 5 average rating, 105 reviews

The charming cottage exterior features a spacious porch with comfortable seating and wide walkways surrounded by well-maintained landscaping. The metal roof complements the white walls, while large windows provide ample natural light to the inviting interior.

Cottage in Austin

Portofino Cottage- Secluded Luxury + Tranquility

Family-friendly home rentals with a pool

4.99 out of 5 average rating, 277 reviews

Luxury A Frame | On 5 Acres | Plunge Pool& Firepit

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.

4.94 out of 5 average rating, 199 reviews

Northstar Modern Cabin - Views Pickleball Pool !

4.97 out of 5 average rating, 86 reviews

A natural water fountain cascades over smooth boulders, creating a serene sound as water flows into a shallow stream. Lush greenery surrounds the water feature, enhancing the tranquil environment. The scene is framed by trees, offering a sense of privacy and seclusion.

Cottage in Driftwood

Boutique 1BR Retreat, chilled & heated cowboy pool

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.

4.93 out of 5 average rating, 137 reviews

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

An inviting living area features a comfortable brown leather sofa centered on a patterned black rug. Four sleek black chairs are arranged around a low wooden coffee table. A gallery wall displays framed monochrome portraits, while a modern chandelier hangs overhead.

4.97 out of 5 average rating, 181 reviews

Pool | Hot Tub | Sleeps 14 & Pets Allowed!

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, 123 reviews

Dripping in Tranquility, Prime Spot, Heated Pool

4.97 out of 5 average rating, 291 reviews

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 home in Wimberley

Modern tiny house, pool & EV charger on 6 acres