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Holiday rentals with a pool in Guadalupe County

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Top-rated rentals with a pool in Guadalupe County

Guests agree: These homes with a pool are highly rated for location, cleanliness and more.

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A cozy living area features a dark blue sofa with orange accent pillows, complemented by a patterned armchair. A circular coffee table sits on a neutral-colored area rug, and large windows allow natural light to brighten the space, framed by stylish blinds.
Apartment in New Braunfels
4.86 out of 5 average rating, 159 reviews

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

Top Guest favourite
A colorful structure features vibrant blue walls with orange trim and a creatively painted door. Two red adirondack chairs and a picnic table provide outdoor seating, with a covered porch area extending along the front under a blue roof, framed by lush green grass.
Tiny home in Cibolo
4.97 out of 5 average rating, 206 reviews

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.

Guest favourite
A spacious living area is equipped with a comfortable sofa and a decorative coffee table made of wood. The open kitchen features modern appliances and three bar stools at a counter. Natural light fills the room through large windows, enhancing the welcoming ambiance.
Condo in New Braunfels
4.95 out of 5 average rating, 116 reviews

Guadalupe Rivers Edge Retreat Private River Access

Guadalupe Rivers Edge is a privately owned condo at Waterwheel Condominiums on the Guadalupe River in New Braunfels. This 3rd-floor, 2-bed, 2-bath condo sits with a balcony overlooking a large expanse of luscious lawn shaded by pecan trees and a large beach entry pool near the rivers edge.You'll enjoy two pools(heated)and 4 hot tubs. The complex has private river access and next to Schlitterbahn. It’s around the corner from local parks, Downtown, & Historic Gruene. This location can’t be beat!

Top Guest favourite
The cabin's exterior is showcased, featuring a blend of stone and metal finishes. A spacious covered porch with wooden flooring invites relaxation, while large windows provide visibility into the warm and welcoming interior. Surrounding trees and landscaping enhance the natural setting.
Cabin in San Marcos
4.96 out of 5 average rating, 205 reviews

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.

Top Guest favourite
The exterior of the home is showcased at night, highlighted by soft landscaping lights. Surrounding trees create a natural canopy, framing the welcoming entrance, while the charming architecture features a prominent front door and expansive windows.
Home in Canyon Lake
4.99 out of 5 average rating, 100 reviews

Lake & River Getaway: Relax, Entertain & Recharge

Discover the allure of Texas Hill Country at our 3BR/2BA lakeside retreat. Immerse yourself in a tranquil setting, perfect for both relaxation and adventure. With a private, fully-fenced property, you're just moments away from Canyon Lake, The Guadalupe River, Schlitterbahn Waterpark and Whitewater Amphitheater. ✔ Game Room: Pool, Ping Pong ✔ Patio: TV, Fridge, Music, BBQ ✔ Gazebo: Fire Pit ✔ Living Room: 2 Queen Pullout Beds ✔ Garage Access ✔ BoatRamp #2 (less than 2 minutes)

Top Guest favourite
An aerial view captures a private pool area surrounded by lush greenery. The rectangular pool is complemented by a small spa and two lounge chairs are positioned near an umbrella table. Two cabanas and a residential structure are visible, providing a serene escape.
Guesthouse in Schertz
4.93 out of 5 average rating, 141 reviews

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!

Top Guest favourite
A two-story guest house is surrounded by greenery. A spacious deck features outdoor seating and is set under a clear blue sky. The structure displays a white exterior with large windows, providing ample natural light.
Guesthouse in Marion
4.89 out of 5 average rating, 390 reviews

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.

Guest favourite
The image captures a stunning view of Canyon Lake from the outdoor patio area. A large infinity pool and spa are visible, surrounded by stone walls. Lush greenery and the expansive lake stretch into the distance under a clear blue sky.
Guest suite in Canyon Lake
4.95 out of 5 average rating, 133 reviews

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.

Top Guest favourite
A private heated pool is surrounded by a deck featuring a patio umbrella and comfortable seating. Scenic views of the hill country are visible in the background, with a clear blue sky overhead. The area offers space for relaxation and enjoyment.
Home in Canyon Lake
4.93 out of 5 average rating, 117 reviews

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!

Top Guest favourite
The modern shipping container home features a covered porch area with seating options. A gravel pathway leads to the entrance, surrounded by natural landscaping and greenery. The structure is set against a dramatic sky, hinting at the peaceful surroundings.
Home in New Braunfels
4.98 out of 5 average rating, 177 reviews

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.

Guest favourite
A rustic treehouse is elevated among trees, accessible by a wooden footbridge. A staircase leads to the entrance, surrounded by natural foliage, providing a sense of seclusion. The structure features wooden exteriors and multiple windows, reflecting a harmonious blend with the environment.
Treehouse in Lockhart
4.94 out of 5 average rating, 128 reviews

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.

Top Guest favourite
A modern cabin is set against a natural landscape, characterized by a blend of wooden and metal finishes. Large windows and a covered deck provide outdoor access, while native plants and rocks surround the structure, enhancing its connection to the environment.
Cabin in New Braunfels
4.99 out of 5 average rating, 156 reviews

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.

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