Holiday 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

Family · Value · View

PaPa’s Casita at SoJo Ranch

ADULTS ONLY Relax in style at our poolside casita, nestled on a micro-ranch near Randolph Air Force Base. Perfect for pilots in training, travel nurses, or short-term stays. Enjoy convenient access to the base or local activities while unwinding in your own private oasis. Complete with all the comforts of home, including a cozy queen bed, a single convertible bed, a full bathroom and a kitchenette, open access to the pool. Your stay at the casita promises relaxation, peace and some Texas fun!

Value · Location · Bathroom

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.

Value · Family · Hospitality

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

Location · Family · Cleanliness

River Retreat with Balcony View

Located on the beautiful Guadalupe River within minutes of Schlitterbahn, downtown New Braunfels, and close to Historic Gruene Hall, this is the ideal vacation spot to enjoy beautiful scenery, great Texas music, relaxing river trips and waterpark fun in the sun. Relax at the 2 swimming pools & 4 hot tubs, enjoy the large, lush grill & picnic area, or just kick back on the balcony to enjoy the view! Private access to river for condo guests. Football field sized lawn between condos & river.

Family · Value · Amenities

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

Renowned architect, Craig McMahon designed this Hill Country Cabin on 14 quiet acres. This new home has been featured in Dwell Magazine and won awards for its thoughtful design. This cabin with a beautiful pool is 5 minutes from the Outlet Malls, 10 to Gruene, 15 to New Braunfels and 30 to Austin & Wimberley. Perfect for a girls shopping weekend, a romantic getaway, guys who golf, or couples, families & friends who want to explore the Hill Country between Austin and San Antonio.

Family · Location · Accuracy

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.

Value · Location · Sleep quality

Hill Top Casita Panoramic Lake View, Pool & Spa

Highest views over Canyon Lake and Guadalupe River valley. Premier panoramic views. Award winning large infinity pool and heated spa. Our remodeled apartment is attached to our home with separate access. View is considered highest and best view at Canyon Lake. Pool and spa area has multiple decks but is shared access at times and not always private. Outdoor grill and patio. . *Extra guests at any given time not on the reservation is strictly prohibited.

Value · Family · Amenities

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!

Location · Value · Check-in

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.

Value · Family · Hot tub

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.

Value · Family · Accuracy

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.

Value · Location · Sleep quality