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, 144 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.

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, 100 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!

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, 181 reviews

Countryside Retreat New Hot Tub

NEW HOT TUB Voted #6 out of top 10 best in Dripping Spring from in 2022 & 2023! Nestled among the hills in beautiful Dripping Springs your retreat awaits you. Spectacular views for miles. Our beautiful home has been tastefully decorated with upscale furnishings, linens and high quality mattresses. Rejuvenate in the private sparking hot tub. Swing on the tree swing or relax on the front porch in the rocking chairs with a glass of wine. The home is one mile from historic downtown Dripping Springs.

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

4.93 out of 5 average rating, 201 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 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, 117 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!

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, 387 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!

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, 308 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, 118 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.

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, 115 reviews

Deer Oh Deer

A delightful property with all new furnishings that is located within Hill Country close to many restaurants, breweries, wineries and more! Also, with quick access to Hwy 290, it is easy to get to downtown Austin and all that it has to offer. Surrounded by trees for a very secluded and relaxing feeling, It is not uncommon to see wildlife on this property, especially deer and fawns, even so close to Austin. An oasis from the world to delight your senses

4.98 out of 5 average rating, 113 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.

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, 120 reviews

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

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

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

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, 131 reviews

Longhorn Getaway- Ranch Retreat w/ Longhorns

4.99 out of 5 average rating, 282 reviews

Home in Wimberley

Modern A Frame on 5 Acres w/ Heated Plunge Pool

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, 296 reviews

Ranch225 - Home to Honkey the Donkey

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, 128 reviews

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

4.95 out of 5 average rating, 203 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 !

Weekly house rentals

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, 172 reviews

Ranch House 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.

4.89 out of 5 average rating, 118 reviews

2 units 1 price. Pickleball court. TX Hill Country

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!

A spacious loft bedroom features a large bed with crisp white bedding and navy accents. Two framed photographs are displayed on the walls. Dressers with sliding doors are located on either side, and a woven area rug adds texture to the light-toned wood floor.

4.96 out of 5 average rating, 199 reviews

Soft contemporary guest house on hilltop

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

4.91 out of 5 average rating, 205 reviews

Dripping Springs Hill Country Retreat - Huge deck!

A white horse leans over a wooden fence, surrounded by a grassy pasture. The scene is set in a foggy environment, with lush greenery and blooming orange flowers adding subtle color to the landscape. Fenced areas can be seen in the background.

4.99 out of 5 average rating, 171 reviews

Red Fence Farm Guest House

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, 276 reviews

The Iconic Bloomhouse | Romantic Austin Escape

Private house rentals

4.99 out of 5 average rating, 83 reviews

Stonehaus Lodge at Onion Creek

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, 45 reviews

Drip Drop Inn

5.0 out of 5 average rating, 17 reviews

Pool, Tennis & Pickleball Retreat | Sleeps 10

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, 50 reviews

Sotol by AvantStay | Direct River Access + Views

4.83 out of 5 average rating, 6 reviews

Boots & Birdies: Pool+ Pickleball+ Golf Sim+ more!

An aerial view showcases a spacious hill country retreat surrounded by lush greenery and a seasonal creek. A modern house with a metal roof is positioned near the water, with a walk bridge connecting the property to the opposite bank.

4.99 out of 5 average rating, 82 reviews

Private Hill Country Ranch | Creek + Game Room

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, 98 reviews

Stella Vista

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.