House holiday rentals in Dripping Springs

A spacious ranch home with a metal roof is situated on a landscaped lot. An outdoor seating area with chairs is placed on a stone patio, surrounded by low stone walls. A gently winding path leads through the yard, creating an inviting outdoor space.

4.96 out of 5 average rating, 145 reviews

Modern Hill Country Ranch | EV, Views, Wineries

Your private luxury ranch awaits on a gorgeous 3 acre land with gated entrance. This unique Texas-style "barndominum" inspired home was built brand-new in 2017. The full wraparound covered deck gives you an ultimate outdoor experience to relax and either sip on your morning coffee or fire up the BBQ grill. Did we mention that 10s of deers and baby deers just walk and run around the backyard!! Home is also equipped with 82" TV w/ Netflix as well as ergonomic standing desk w/ keyboard/monitor.

FamilyLocationParks

A modern farmhouse is depicted, featuring a spacious outdoor area with a clear swimming pool and a shaded seating area. A covered patio extends from the house, complemented by a grill and a few lounge chairs. Lush greenery surrounds the property, providing a serene backdrop.

4.97 out of 5 average rating, 103 reviews

NEW Chic, Luxury Home with Pool - Howard Ranch!

This unique + stylish modern farmhouse has you living in the lap of luxury! Breeze out of your designer bedroom (one of TWO primary suites!) into your gorgeous bathroom, then wander out to one of TWO decked out kitchens for coffee or tea, cook a few eggs from the chicken coop just on the other side of the driveway, then meander outside for a splash in the pool to stretch your legs or stroll the property on the walking trails! Close to wineries, wedding venues, and hill country beauty/adventures!

LocationFamilyView

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

Monticello Cottage is situated on a hill, wide views, close to Dripping Springs, wineries, wedding venues, Blanco, Wimberley, Fredericksburg and Johnson City, Pedernales . The fresh air, comfortable beds, the coziness, the kitchen, the quiet, & night sounds, the fresh air and clear skies filled with stars at night. will delight you. Good for families, couples, great for brides and "pre-wedding weekends", artists and business travelers. EV charger available . Pet fee@ $60 per dog per stay

ValueFamilyCheck-in

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, 120 reviews

2 units 1 price. Pickleball court. TX Hill Country

Hill Country pickleball. Listing is both units (2/2 and a 1/1) on 4 acres in the wedding capital of Texas. This hill country retreat has breath taking views. 10 minutes to Dripping Springs, 30 min. Wimberley and the Blanco river, 45 min. to Austin. Come explore everything Dripping Springs and the surrounding areas have to offer. Wineries and Breweries galore nearby. Family Friendly Dreamland 5 minutes away or just come for this beautiful home, view and the perfect central Texas getaway.

ValueLocationWalkability

4.93 out of 5 average rating, 204 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.

ValueFamilyHospitality

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, 120 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!

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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.

4.99 out of 5 average rating, 388 reviews

The Hummingbird - A Cozy Countryside Casita

This artful rural retreat is a mix of quaint charm and modern elegance. Connect with a loved one or simply disconnect from the world. Watch the sunset or stargaze in complete privacy from the porch or hot tub that overlooks a meadow encircled with trees. Step inside to a flood of natural light. Cook a meal in the fully stocked kitchen. Get a great night's rest in the organic king-size bed. Explore nearby wineries, breweries, and hiking trails. Austin is a short drive from here too!

ValueFamilyLong stay

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, 134 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!

ValueLocationCleanliness

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, 309 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 .

FamilyLocationGetting around

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, 124 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.

FamilyLocationBreakfast

A heated pool is set within a fenced area, featuring a curved edge that invites relaxation. Bright lounge chairs are positioned nearby, and a decorative blue pot filled with green foliage adds a touch of color. Scenic views of the surrounding landscape extend in the background.

4.94 out of 5 average rating, 133 reviews

Longhorn Getaway- Ranch Retreat w/ Longhorns

An amazing private getaway with MANY NEW FEATURES including HEATED POOL! Ranch house on 20 acres with a view for miles and friendly Longhorns! House is over 4400 SF with huge open spaces and over 2000 sf of deck and huge concrete outdoor entertaining space. Outdoor activities include a NEW!! walking trail, Fire Pit, 18 hole Disc Golf course, basketball goal, corn hole, a life-size Catan game, bocce ball. Outdoor grills. Recently added PICKLEBALL court!

ValueFamilyBackyard

4.98 out of 5 average rating, 117 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.

ValueFamilyIndoor spaces

Popular amenities for Dripping Springs house rentals

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

4.93 out of 5 average rating, 121 reviews

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

LocationFamilyCheck-in

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, 155 reviews

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

FamilyValueLaundry

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, 141 reviews

Centrally located in Dripping Springs with pool

FamilyLocationView

4.99 out of 5 average rating, 288 reviews

Home in Wimberley

Luxury A Frame | 5 Acres | Heated Pool & Firepit

ValueLocationBackyard

Superhost

4.79 out of 5 average rating, 119 reviews

10 Bedroom | Pool | Hot tub | Pickleball | Firepit

FamilyLocationView

A two-story green house is set against a clear blue sky, surrounded by a well-maintained lawn and natural landscaping. A gravel path leads to the front entrance, featuring a welcoming porch adorned with decorative elements.

5.0 out of 5 average rating, 298 reviews

Ranch225 - Home to Honkey the Donkey

ValueFamilySleep quality

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, 124 reviews

Dripping in Tranquility, Prime Spot, Heated Pool

FamilyValueCondition

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, 193 reviews

Pool, Hot Tub, Hill Country Views, Hiking Trails

LocationFamilyHospitality

Weekly house rentals

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.

4.93 out of 5 average rating, 117 reviews

Deer Oh Deer

LocationFamilyCheckout

The open-concept kitchen features modern cabinetry and a spacious island with seating. A wooden dining table, surrounded by chairs, offers ample space for family meals. A stainless steel refrigerator and stove are visible, alongside stylish pendant lighting creating a bright atmosphere.

4.96 out of 5 average rating, 193 reviews

Countryside Getaway

FamilyValueIndoor spaces

A spacious living area features a comfortable sofa and armchairs arranged around a central coffee table. A modern fireplace is positioned against the wall, with a flat-screen TV mounted above. Natural light fills the space through large windows adorned with light curtains.

4.96 out of 5 average rating, 183 reviews

Countryside Retreat New Hot Tub

FamilyValueCondition

An aerial view of a spacious, contemporary farmhouse nestled among lush greenery. The single-story structure is complemented by a metal roof and surrounded by native landscaping, highlighting the expansive 5.5-acre property set against a backdrop of rolling hills.

4.97 out of 5 average rating, 101 reviews

Stella Vista

FamilyValueQuiet

The exterior of a single-story house is displayed, featuring a symmetrical facade with a covered porch. Surrounding greenery and a concrete walkway lead up to the entrance. Soft natural light brightens the scene, highlighting the fenced yard and mature trees in the background.

4.94 out of 5 average rating, 148 reviews

Dwntwn DRIP Bluff St Cottage & Guest House w/ SPA!

LocationValueHiking

4.99 out of 5 average rating, 154 reviews

A charming cottage features a light grey exterior and a metal roof. A welcoming front porch showcases black and natural wood seating options. The stone foundation and landscaped yard enhance the appeal, while trees provide a natural backdrop.

Home in Johnson City

Wine Country Cottage on 5 AC - Couples Getaway!

FamilyLocationAir conditioning

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, 173 reviews

Ranch House Retreat

FamilyValueHiking

A spacious outdoor deck features comfortable seating arranged around low coffee tables. The unique sculptural exterior of the house is visible in the background, blending harmoniously with the surrounding trees and creating a serene atmosphere.

4.95 out of 5 average rating, 278 reviews

The Iconic Bloomhouse | Romantic Austin Escape

LocationFamilyQuiet

Private house rentals

A bright living area features a large flat-screen television mounted on a cabinet, alongside two soft blue sofas. A round table is situated centrally among the seating. Tall windows with flowing curtains allow natural light to fill the space, enhancing the homey ambiance.

5.0 out of 5 average rating, 71 reviews

Loma Bella House

ValueLocationComfort

4.99 out of 5 average rating, 86 reviews

Stonehaus Lodge at Onion Creek

LocationFamilyWalkability

A welcoming front porch is showcased with two turquoise adirondack chairs positioned around a glass-topped table. A decorative lantern stands nearby, while a bright red door adds a pop of color to the entrance. Natural light filters through the windows.

5.0 out of 5 average rating, 46 reviews

Drip Drop Inn

LocationValueNearby

The image captures a spacious vacation home situated on an elevated lot, surrounded by lush greenery and rolling hills. A stunning sunset sky in pastel colors serves as a backdrop, illuminating the landscape with warm hues. The home features a large deck extending from its exterior.

4.94 out of 5 average rating, 52 reviews

Sotol by AvantStay | Direct River Access + Views

ValueLocationBarbecue

5.0 out of 5 average rating, 18 reviews

Pool, Tennis & Pickleball Retreat | Sleeps 10

LocationFamilyHospitality

The cabin exterior is framed by a large tree, showcasing a blend of rustic stone and wood materials. A multi-level design includes a metal roof and expansive windows. A wooden deck leads to the entrance, set within a natural landscape.

4.88 out of 5 average rating, 83 reviews

Cozy Woodsy Cabin Wonder • Games • 5 min DT Drippn

ValueFamilyHospitality

4.96 out of 5 average rating, 46 reviews

Hill Country Retreat •Hot Tub, Luxury, Sleeps 14!

LocationFamilyOutdoor spaces

A spacious living area is depicted with a light gray sectional sofa, accented by colorful pillows. A round coffee table and two textured poufs add to the comfort. Art pieces are displayed on the walls, and a ceiling fan provides airflow.