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

Tucked away on the Guadalupe river,Condo in GRUENE

Located in Historic Gruene Texas with stunning views of the Guadalupe River from your private balcony. This spacious three bedroom condo has everything you'll need to feel right at home with high speed internet, cable TV, full washer and dryer. Tucked away on the edge of the Guadalupe River you can enjoy direct river access, lounge by the waterfall pool, or take a stroll to enjoy all the shopping, restaurants, bars, and nightlife that Historic Gruene has to offer.We look forward to hosting you!

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!

Guadalupe cottage

The cozy cottage can accommodate 4 adults & 4 children with a queen size bed, a sleeper sofa in the living room, plus an overhead loft area with two full mattresses for the kids. These rentals come fully furnished with a private bathroom, linens for the downstairs, air conditioning, TV, and a kitchen with full appliances. Outside is a covered porch with four chairs, plus a charcoal grill and picnic table. ***Linens are not provided for 30+ night stays, a monthly linen bundle may be purchased***

The Glory Nest w/pool and pickleball court

The Glory Nest was built in 2024, boasts of a 180 acre nature park as her front yard and is part of Olliewoods Oasis - a mix and match of colorful and eclectic sleeping options. The property is 2.5 acres and is adjacent to the park. It also offers a pool, 30x30 covered pavilion, covered pickleball court, volleyball, outdoor hot water shower and toilet/shower house (Groovy Go Go). Board games/movies/yard games provided along with pickleball paddles to try the fastest growing sport in America!

Dos Rios Retreat- Downtown Riverfront Condo

Come stay where the Guadalupe and Comal rivers meet! Tucked away in a secluded, gated community along the Guadalupe River, enjoy beautiful riverfront views on your own 2nd floor balcony. Centrally located, you are minutes from downtown, Schlitterbahn, Comal River outfitters, shopping, restaurants, and nightlife. Private access to the Guadalupe river. Enjoy fishing and swimming along the banks of the river or grill out and relax by the pool. Perfect for a family get away or an adult weekend!

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 and spa 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.

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.

Private Hilltop Oasis | Pool + Stunning Lake Views

Now sleeps 6! Eden Vista is a magical lakeside retreat with sweeping views, from a cozy & stylish home with a large deck and private heated dipping pool. Bedrooms have en suite full bathrooms, plus half bath in hall. Prime location with proximity to Whitewater Amphitheater, alpine slide at Camp Fimfo, the Guadalupe River, charming downtown Gruene, hiking, wineries. Enjoy the outdoors, shopping, dining, or simply relaxing with a view at Canyon Lake!

Secluded Summer Retreat! Treehouse in the Holler.

A real treehouse, built with wonder and wild imagination—just like the one you dreamed of as a kid. Swing, climb, soak, paddle, and play among the trees. 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. 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.

Comal riverfront condo, walk to the Bahn, 2b/2b

Welcome to Stillwater retreat! Nestled directly on the scenic Comal river, this condo offers direct private river access for floating fun, just steps away from Schlitterbahn waterpark. Explore downtown's vibrant hot spots on foot and take a quick 5-minute drive to Gruene for more excitement. With a private river park, grill stations, lounging areas, a sparkling pool, and your very own entrance to the Comal river, this spot cannot be beat!

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.