Vacation rentals with a pool in Guadalupe County

Charming 1BR Retreat - Walk to Gruene Hall, Upsca

Escape to this stunning luxury apartment just a short stroll from the iconic Gruene Hall. Perfectly situated in the heart of historic Gruene, this beautifully appointed 1-bedroom apartment offers everything you need for a memorable getaway. Traveling with a group? We manage multiple units in this complex and may be able to accommodate 8-16 person groupsadults. Message us for multi-unit availability and booking! 🏡 About the Space: Spacious Living: Enjoy a cozy living area, modern furnishings

The Glory Nest Cabin by 180 Acres of Nature

Welcome to the Glory Nest at Olliewoods Oasis—a groovy place to gather. Our oasis borders 180 acres of nature trails. Whether you're staying in our cozy cabin or one-of-a-kind air-conditioned teepee, you'll be surrounded by nature, recreation, and local goodness. From peaceful mornings on the trails to pickleball, poolside relaxation, and a welcoming gathering atmosphere, there's a little something for everyone here. Nature lovers, adventure seekers, and gatherers alike will feel right at home.

Lux Retreat in DWELL mag! BURNING CREEK w/Pool&SPA

Designed by renowned architect Craig McMahon, this award-winning Hill Country cabin sits on 14 quiet acres and was featured in Dwell Magazine for its thoughtful design. Cool off in the beautiful pool, then explore the area: 5 minutes to the Outlet Malls, 10 to Gruene, 15 to New Braunfels, and 30 to both Austin and Wimberley. Perfect for a girls' shopping weekend, a romantic getaway, a guys' golf trip, or families and friends ready to explore the Hill Country between Austin and San Antonio.

Pool•Spa•Game Room•VIEWS•Shuffleboard•Firepit

⭐️Top 1% of all homes on Airbnb! ⭐️ You’ve just found THE perfect spot for friends and family vacays, epic girls weekends, Whitewater Amphitheater concerts, and river/lake trips! Million dollar views, heated pool (additional fee), spa, Hill Country’s largest outdoor net bed, yard games, arcade, and fully stocked kitchen and coffee bar await you! * Must be 25 or older to book * Strict no party rules here. Peaceful environment must be respected *Pool can be heated for additional $200/night

PaPa’s Casita at SoJo Ranch

ADULTS ONLY!! Escape to our private poolside casita on a charming Texas micro-ranch near Randolph Air Force Base. Ideal for pilot training, TDY stays, travel nurses, business travelers, and weekend getaways. Enjoy a queen bed, convertible queen bed, full bath, kitchenette, Wi-Fi, and pool access. Relax in a peaceful country setting with easy access to San Antonio, Austin and New Braunfels attractions, dining, shopping, and outdoor adventures. Your perfect Texas retreat awaits!

Private house on same property as another house.

Very quiet neighborhood located in the country. On same property as Mini Golf. Sleeps 5. 2 bedrooms one with queen the other with 3 twin beds. 2 full bathrooms. Kitchenette. Patio. Living Room. Large ready to use Hot tub. Small refreshing swimming pool. Must notify us before stepping foot on property if have service animal. No pets other than service animals allowed. 2 bedrooms, 2 bathrooms. One bedroom downstairs has a queen bed. The upstairs bedroom has 3 twin beds.

Cozy Cottage with heated pool and amazing views.

The Cozy Cottage is your ideal spot for relaxation and rejuvenation! It's nestled on a hilltop in a semi-secluded area of the Texas Hill Country. Escape to a warm, welcoming, and private, pet-friendly home offering all the comforts of cozy living. Located just minutes from restaurants, shopping, and Canyon Lake. Only 8 miles to the Guadalupe River and the Whitewater Amphitheater, and 19 miles to the charming town of Gruene. There's something for everyone!

Contained in Gruene *Cowboy* Heated Pool

Yeehaw! Splash into the heated cowboy pool at this modern shipping container hideaway with full-on Texas-cowboy charm. Just 1.5 miles to Gruene Hall and minutes from everything New Braunfels. Queen bedroom sleeps 2 adults with a pull out couch sleeping another adult or 2 kids comfortably. Full sized kitchen and bath. Outside: firepit, gas grill, and a private outdoor shower under the stars. One-of-a-kind, unforgettable, and perfectly Texan — saddle up.

skyhouse Guadalupe Blanca +cliffside+pool+hot tub

SKYHOUSE Collection is your choice for sky high luxury. Set on a cliff above the Guadalupe River in the beautiful Texas Hill Country, the trendy-modern Guadalupe Blanca by skyhouse collection has sweeping views of the Guadalupe River and the surrounding landscape. Although shopping, dining, and outdoor recreation are just minutes downstream in Gruene, you may find you never want to leave this bright, airy sanctuary, above the fray of everyday life.

Real Treehouse in private Holler w-a/c, plunge tub

A real treehouse, built with wonder and wild imagination—just like the one you dreamed of as a kid. There’s a cowboy tub under the stars, trails to wander, frogs to sing you to sleep, and a cargo net for lounging above it all. It’s peaceful, private, and full of charm. Swing, climb, soak, paddle, and play among the trees. One night is fun—but you’ll wish you had more. Robin’s Nest isn’t just a place to stay. It’s a place to feel alive again.

The Chaparral - A Hill Country Haven

Enjoy an early morning breeze or a fabulous evening sunset on a large deck overlooking our 20 acre nest. Birds and deer are abundant. And if you’re lucky, you might catch a glimpse of Chappy, our resident chaparral. The Chaparral makes a great home-base for those looking to explore New Braunfels, Canyon Lake, Wimberley, and the Guadalupe River. We are located just minutes from both Gruene and Whitewater Amphitheater.

Cordova House

Welcome to Cordova House! This 4 bedroom 2 bathroom pool home sleeps 8, and is ready for your enjoyment! The single-family home is conveniently located close to Huber Ranch, Tiger Sports Complex, and not too far from restaurants, shopping, and groceries. We have a NO party/event policy, but we might be able to accommodate upon request. There will be policies and fees that will need to be followed.