House vacation rentals in 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

The charming white bungalow features two chairs placed on a gravel pathway, framed by a welcoming front porch. Large windows illuminate the interior, showcasing the inviting entrance door. A vibrant sunset sky enhances the serene outdoor setting surrounded by greenery.

4.92 out of 5 average rating, 179 reviews

Modern “Carmen”Farmhouse With Star Gazing Patio.

Discover our 1-bedroom suite on our 30 acre Madrona Ranch, surrounded by magnificent oak trees. Unwind on the inviting front porch or stargaze on the stone patio. This new suite features high-end finishes, including custom cabinets, vaulted ceilings, quartz counters, and maple hardwood floors. Enjoy country views and a starlit sky. Need more space? Inquire about our 2 additional bungalows and a 2-bedroom home on the property. Your escape awaits. 1 Exterior security camera faces the parking area

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, 192 reviews

Pool, Hot Tub, Hill Country Views, Hiking Trails

Panoramic Hill Country views can be seen for miles from this well-cared-for 11+ acre eclectic getaway just north of Dripping Springs. Star-gaze from the cozy fire pit or relax in the four rocking chairs on the covered back deck. For those outdoor enthusiasts, get energized with a hike down meandering trails to the seasonal creek. If hot, take a dip in the pool. If cold, fire up the hot tub. If the weather is not ideal, play the Wii! There are many wineries, distilleries and breweries close by.

4.92 out of 5 average rating, 199 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, 115 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!

4.93 out of 5 average rating, 120 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.

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, 115 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 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

The McBride Ranch is a family owned property nestled on 17 acres of wildlife habitat in the Texas Hill Country, between Dripping Springs and Blanco. The house has 3 bedrooms, 2 baths, living, dining, kitchen, sun room, covered deck, fenced yard and native butterfly gardens. The home set up is great for visiting and entertaining or just relaxing. It is close to wineries, distilleries, breweries, wedding & events venues, State parks and swimming holes.

4.98 out of 5 average rating, 109 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

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

Superhost

4.88 out of 5 average rating, 618 reviews

Private Heated Pool, Hot Tub, amazing views & deck

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

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, 151 reviews

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

4.99 out of 5 average rating, 280 reviews

A Frame On 5 Acres | Heated Plunge Pool & Fire-pit

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, 113 reviews

Panoramic Serenity: Luxury Soaking Tub & Pool

A private pool is featured in the foreground, reflecting the colors of the sky at sunset. Lush trees frame the scene, creating a natural backdrop to the expansive views of the rolling hills beyond.

5.0 out of 5 average rating, 104 reviews

The View | Dripping Springs, TX

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

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, 183 reviews

Pool | Hot Tub | Sleeps 14 & Pets Allowed!

House rentals with free parking

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

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, 117 reviews

2 units 1 price. Pickleball court. TX Hill Country

4.96 out of 5 average rating, 226 reviews

A bright living area features large floor-to-ceiling windows, offering views of the surrounding nature. Two comfortable couches are situated alongside a small dining table, while a decorative pouf adds a touch of style to the space. Warm wood flooring completes the welcoming atmosphere.

Home in Canyon Lake

Overlook Tower - Views, Hot Tub, RV/Tesla Hookup

4.99 out of 5 average rating, 152 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!

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

4.91 out of 5 average rating, 188 reviews

The exterior of a two-story house is highlighted, featuring a covered porch with decorative columns. Neatly landscaped flower beds with shrubs and colorful blooms frame the entrance, while a clear blue sky provides a backdrop to the modern design.

Home in Driftwood

Driftwood Country Cottage

4.91 out of 5 average rating, 205 reviews

Dripping Springs Hill Country Retreat - Huge deck!

4.91 out of 5 average rating, 106 reviews

The exterior of the vacation cottage is presented, featuring a welcoming entrance with a circular front door. Large windows allow natural light to fill the space, while a wooden deck extends along the front. Surrounding trees provide shade and a touch of nature.

Home in Driftwood

Cozy Romantic Retreat w/ Hot Tub on 3.5 Acres

House rentals with a hot tub

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, 114 reviews

Deer Oh Deer

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 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

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, 147 reviews

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

A spacious two-story house is surrounded by a well-maintained grassy area. The structure features a large deck with multiple seating areas and decorative trees. An outdoor staircase leads to the upper level, while the bright blue sky enhances the welcoming atmosphere.

4.93 out of 5 average rating, 474 reviews

Laura's River Lodge - With Big Toys-Kayaks, tubes!

4.93 out of 5 average rating, 212 reviews

Charming Blanco Riverfront Cottage

4.98 out of 5 average rating, 175 reviews

Home in Canyon Lake

Relax in this Hillside Home with Canyon Lake Views

A serene pool area is surrounded by natural stonework, with lush greenery and trees framing the space. The tranquil water reflects the warm hues of the sunset, creating a peaceful outdoor setting. A fenced perimeter adds an element of privacy.