Holiday rentals with a pool in Wimberley

River front villa w/ pool, BBQ, hiking, fireplace

Private estate with ~1,500 feet of frontage on Little Blanco River (usually dry due to drought). Oversized windows look onto the ancient oak forest, with 20 acres of private hiking. Lavish pool & jacuzzi, large patio with fire pit and barbecue for outdoor dining under large tree canopy. 3 private bedrooms each with en-suite bathroom, plus bonus room (off the master room) with triple bunk for kids or adults. Additional pull out queen sofa bed and an extra bathroom. Quiet, exclusive and peaceful!

Modern tiny house, pool & EV charger on 6 acres

Welcome to Buck Moon tiny house, a restful hideaway where you can recharge and gather inspiration from the art and nature surrounding you. Our tiny house sits on 6 acres, located between Wimberley, Blanco and Dripping Springs. Sleep deep under the stars in our treehouse lofts and enjoy every minute in our thoughtfully curated space. Relax in our brand new outdoor living space with an 8' plunge pool and state of the art grilling station or spend the evening indoor streaming your favorite movie.

Silver Moon Cabin Wimberley

Charming tiny house nestled on 10 hill county acres. Abundant wild life, exceptional star gazing, S’mores at the campfire. Tiny cabin packed with thoughtful provisions to make your stay magical. 8 minute drive to downtown Wimberley. Wineries, Shopping, nightlife, dining, live music venues, river floating. Something for everyone in this whimsical little town. Area attractions include Austin dining and music scene, Gruene Hall, Blue Hole, Jacob’s Well, Schlitterbahn Water Park, Outlet Mall.

Fall Getaway | Pool | Sauna & Starry Hot Tub

Experience the magic of fall in Wimberley—where golden sunsets meet cool nights under the stars. Take a dip in the private pool during warm afternoons, soak in the hot tub under crisp skies, and unwind in the sauna as the Hill Country paints its seasonal charm. Whether it’s a family getaway, a girls’ weekend, or a peaceful escape, The Cowboy Surf Lodge is your perfect retreat. With fewer crowds and vibrant fall colors unfolding, now’s the time to savor everything this haven has to offer.

Luxury Villa | Pool | Views | Hot Tub | Fire Pit

Welcome to our Ranch. Located on 180 Acres in Dripping Springs, the Nook Villa is a Relaxing Luxury Modern Home with all the amenities you could possibly need. Decorated Mid-Century Modern and accented by beautifully restored antique pieces. This home is built around the west-facing picturesque 180-degree stunning views showcased throughout the indoor and outdoor spaces. Relax on the large comfortable sofa, the luxury hot tub, or on the covered porch to take in the beautiful sunsets.

Joy Glamping Cabin: Yoga/Hike/Swim @ 13 Acres

The cheerful & sun-drenched Joy Cabin is situated within the tranquil expanse of the 13 Acres Meditation Retreat. Explore hiking trails, gardens, wet-weather creek, amazing sunsets, gift market, infinity pool, refreshing outdoor showers, super clean restroom facilities, classes in the Breathe yoga/meditation studio, 24/7 café, & community fire pit where fellow travelers gather. Come discover the restorative power of this sacred space as you craft your own transformative experience!

Relaxing private 8acre oasis with hot tub and pool

Private natural oasis with 3 cabins, private pool, cedar hot tub, and private observation deck. The private 8-acre property is located in the heart of hill country, with amazing panoramic views. Newly remodeled with thoughtful design and furnishings. Fully solar power with grid and battery backup. *ALL 3 cabins are included in the price* NOTE: The drive ends with a 1-mile gravel road. These are common in hill country and cars of all sizes are fine... just drive slowly (10 mph)

A+ Privacy | Romantic Lux | Sauna | Hot/Cold Pool

★ “Secluded, peaceful, and incredibly romantic—exactly what we needed.” Welcome to Avandaro Ranch—our serene escape tucked behind Wimberley Winery on a private 10-acre ranch where deer roam freely and nature surrounds you. Each of our 4 cabins was inspired by our favorite Hill Country stays and thoughtfully built to offer total privacy, luxury comfort, and effortless connection with nature. Whether you're celebrating something special or just need to unwind, this is your place.

Sunset Cabin on the Blanco River

Perfect getaway! Enjoy your own PRIVATE pool and hot tub at our unique hill country cabin with 8.6 acres. Breathtaking sunsets from the upper deck. Float in the pool on the bluff overlooking the Blanco River (normally dry river) or relax in the hot tub. Enjoy a cozy fire, sit in the gazebo or take the stone steps down to the river bank for a hike. Head into Wimberley Square for dinner and shopping. No PETS. Yes on WIFI, great place to unplug. INST-A-GRAM @sunsetcabinwimberley

Luxe Modern Treehouse w Heated Pool & Firepit

Elevate your next stay! Reconnect with nature at this unforgettable escape. With a bird's-eye view into the trees from every room, this 1-bedroom, 1-bath modern treehouse sleeps 4 and features an expansive walk-out deck with a plunge pool for fun in the sun and a firepit for cozy nights under the starriest Texas skies. Indoor/outdoor living at its best! Welcome to bliss, y'all! We’re Woodsy. No trees were harmed in the building of this treehouse.

Mini-Ranch in Wimberley, 5 minute to Blue Hole

This is Casinada: 5 acres of serenity meet modern luxury in a spacious 2000+ sqft ranch-style home - Rustic outside, fully modern inside. Perfect for family gatherings, friend reunions, and weekend getaways: • 5 min to natural pools • Amazing Breweries, Wineries, hikes • Outdoor bliss: Cowboy Pool + Firepit + outdoor seating • Cook's paradise: Wolf Range + PK Grill/Smoker • Downtown: 5 min, Dripping Springs: 15 min, Austin & AUS airport: 40 min

Northstar Modern Cabin - Spectacular view & pool!

Plan to relax and rejuvenate while staying in Northstar Modern Cabin, our deluxe lodging option. Imagine sipping freshly brewed coffee on the front porch, admiring the incredible, vast, Hill Country view. While some folks stay here to get away from it all, it’s only a five minute drive along the Blanco River into town for shops, restaurants, and activities. When you return for the evening, kick back and savor the sunset and stargazing.