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, 231 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.

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.

5.0 out of 5 average rating, 311 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

Superhost

Tiny home in Dripping Springs

4.85 out of 5 average rating, 288 reviews

Swim | Hike | Yoga - Brady Villa @ D6 Retreat

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 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.

5.0 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!

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!

4.92 out of 5 average rating, 116 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.

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, 133 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, 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 .

The exterior of a modern farmhouse is presented at dusk, showcasing large windows that illuminate the inviting interior. A covered carport provides sheltered entry. The surrounding yard is decorated with natural landscaping, and the atmosphere is enhanced by the soft glow of sunset hues in the sky.

4.99 out of 5 average rating, 114 reviews

Day Drippin' Farm-stay | Rainwater| New Build

Situated on one acre of fenced yard, our cozy retreat offers the perfect blend of Texas country charm and modern amenities. Built in 2023, our home features chemical-free rainwater collection, a whole-home propane back-up generator, and top-of-the-line appliances for your convenience. Check-in with your personal code on the keyless entry in the covered carport. We are a family owned business which means we oversee every turnover, and go the extra mile to welcome you.

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, 238 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

4.95 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!

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

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

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, 336 reviews

La Hacienda Retreat, Brewery, Pool, Playground

4.98 out of 5 average rating, 130 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

4.98 out of 5 average rating, 334 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

4.98 out of 5 average rating, 155 reviews

A cabin is nestled amid a vibrant field of bluebonnets, with a light-catching reflective metal roof and wooden exterior. Rolling hills are visible in the background under a partially cloudy sky, creating a serene natural landscape.

Farm in Wimberley

Relaxing private 8acre oasis with hot tub and pool

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.

5.0 out of 5 average rating, 110 reviews

Panoramic Serenity: Luxury Soaking Tub & Pool

Family- and pet-friendly home rentals

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

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

5.0 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*

A spacious backyard surrounds a private pool, bordered by a smooth concrete patio. Several lounge chairs are arranged along the poolside, while a barbecue grill is placed near the house. The property features a well-maintained lawn and potted plants adding greenery.

4.94 out of 5 average rating, 140 reviews

Centrally located in Dripping Springs with pool

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

The modern farmhouse-style bungalow is framed against a vibrant sunset, highlighting its white exterior. A small gravel area leads to the porch, where two chairs sit invitingly. Lush greenery and expansive views of the surrounding landscape are also visible.

4.93 out of 5 average rating, 252 reviews

Modern Hillside Farmhouse Bungalow “Susie”.

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

4.99 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, 275 reviews

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

Cabin in Dripping Springs

4.99 out of 5 average rating, 121 reviews

Longhorn Hall B&B at Triple H Ranch Wedding Venue

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, 198 reviews

Northstar Modern Cabin - Views Pickleball Pool !

4.92 out of 5 average rating, 124 reviews

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.

Home in Austin

ATX - Hills, Pool, Deck, Views, Stars, Wildlife

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, 180 reviews

Pool | Hot Tub | Sleeps 14 & Pets Allowed!

4.94 out of 5 average rating, 232 reviews

Home in Driftwood

Get Back to Nature at Secluded Hill Country Oasis

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