House vacation rentals in Dripping Springs

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

Location · Value · Layout

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

Family · Value · TV

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.

Location · Family · Condition

Soft contemporary guest house on hilltop

Light bright and airy soft contemporary hill country guest house. 1300 sq. ft. house with fully stocked kitchen. Full sized appliances, stainless refrigerator with freezer and ice maker, dishwasher, stove and oven, full sized washer and dryer. Huge trees and views with private patio for guests. Loft bedroom with king bed and Egyptian cotton sheets. We are across the street from Camp Lucy. Our home and guest house are set back off Creek Road, driveway is half mile long. We are gated as well.

Location · View · Quiet

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!

Location · Value · Getting around

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.

Family · Location · Parking

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.

Location · Value · Outdoor spaces

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!

Location · Value · Breakfast

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!

Family · Value · Access

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 .

Value · Location · Quiet

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.

Family · Value · Check-in

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.

Family · Location · Sleep quality