Vacation rentals with a pool in Guadalupe County

Find and book unique homes with a pool on Airbnb

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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Top guest favorite

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

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.

LocationValueAccess

4.96 out of 5 average rating, 206 reviews

Top guest favorite

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

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)

FamilyValueHospitality

4.98 out of 5 average rating, 104 reviews

Top guest favorite

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

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!

LocationFamilyOutdoor spaces

4.93 out of 5 average rating, 149 reviews

Top guest favorite

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 Cibolo

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.

LocationFamilyBathroom

4.9 out of 5 average rating, 396 reviews

Guest favorite

A serene view displays a staircase leading down to a calm river, bordered by lush greenery. Colorful inner tubes float on the water, contrasting with the clear blue. Steps are framed by sturdy railings, guiding visitors toward the riverbank.

Condo in New Braunfels

Comal Cotton Condo-Riverfront walk 2 Schlitterbahn

LOCATION LOCATION LOCATION. Your family will be close to everything when you stay at this centrally-located Comal riverfront condo. You are directly across the street from Schlitterbahn and walking distance to all the downtown New Braunfels HOT eating and shopping spots. If you want to venture to Gruene Hall for live music and a cold beer you are minutes away. This condo is ready for your family fun vacation. Please note - parking allows for two vehicles

ValueFamilySleep quality

4.79 out of 5 average rating, 175 reviews

Top guest favorite

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

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!

ValueLocationHeating

4.94 out of 5 average rating, 128 reviews

Guest favorite

Condo in New Braunfels

Retreat ON the River | Pool+Balcony | Float

Updated 2 beds/2 baths located on the Guadalupe River. Minutes to downtown New Braunfels and Schlitterbahn, this condo offers fantastic updates and a beautiful view of the wildlife and picnic areas. Granite counters, deep sink and newly renovated bathrooms. Smart thermostat and door lock. Float the Guadalupe River and exit at the Waterwheel location (no driving needed!). The complex has elevators, 2 pools, 4 hot tubs, picnic areas with tables and grills.

LocationValueLong stay

4.95 out of 5 average rating, 136 reviews

Top guest favorite

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

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.

FamilyLocationSleep quality

4.98 out of 5 average rating, 182 reviews

Guest favorite

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

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.

FamilyLocationPets

4.93 out of 5 average rating, 131 reviews

Top guest favorite

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

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.

FamilyValueLayout

4.99 out of 5 average rating, 164 reviews

Guest favorite

Home in Schertz

Serene Views | Luxury Pool Retreat Sleeps 10 +Fun!

Welcome to Serene Views—your private luxury retreat with a resort-style pool, designed for BMT families, group getaways, and extended stays. This designer 5BR/3.5BA home in Schertz sleeps 10 and features a private pool, game room, and stylish living spaces. Minutes to Randolph AFB and within the Lackland AFB travel radius. Enjoy Wi-Fi, full kitchen, washer/dryer, and pet-friendly comfort for a seamless, relaxing stay.

ValueLocationAir conditioning

4.89 out of 5 average rating, 213 reviews

Guest favorite

The multi-level ultra-modern house features large windows reflecting the vibrant sunset. A private pool stretches along the deck, with several reclined lounge chairs positioned nearby, all overlooking the expansive views of the surrounding Texas Hill Country and Canyon Lake.

Villa in Canyon Lake

SKYHOUSE Canyon Lake: Private Pool and Lake Views

SKYHOUSE Collection is your choice for sky high luxury. Set on a steep slope in the beautiful Texas Hill Country, the ultra-modern SKYHOUSE is an engineering marvel with sweeping views of Canyon Lake and the surrounding landscape. Although shopping, dining, and outdoor recreation are within easy reach, you may find you never want to leave this bright, airy sanctuary, high above the fray of everyday life.

ValueLocationLaundry

4.9 out of 5 average rating, 455 reviews