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Vacation rentals with a pool in Caldwell County

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Caldwell County

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

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Top guest favorite
A bright bedroom is presented with white walls and natural light filtering through sheer curtains. A metal bed frames a spacious sleeping area, complemented by a desk with a chair and a patterned accent chair. A decorative rug adds texture to the wooden floor.
Home in Lockhart
4.94 out of 5 average rating, 114 reviews

The Christopher Suite @The Ellison House w/ Pool

The Christopher Suite is charming attached one bedroom apartment to The Ellison House. It can be rented separately for 2 guests. It has its own private entrance with a porch and back door to the deck and back yard. The only shared space is the deck, patio, back yard and pool , if The Main Ellison House is rented. It has a separate living room and a kitchenette with a sink, mini retro fridge, coffee maker, microwave and toaster. Separate bedroom with king bed, desk, 2 chairs and luxury linens.

Guest favorite
A spacious living area features a comfortable seating arrangement, including a massage chair and a bright orange sofa. A ceiling fan gently cools the space, which is illuminated by natural light. The adjoining dining area includes a table suitable for group meals, enhancing the room's inviting atmosphere.
Home in Kyle
4.94 out of 5 average rating, 89 reviews

Close Mall, food, pool , pets friendly, self check

Welcome to your relaxing, memorable gateway located in Kyle, TX. This 3-bedroom, 6 beds. 2.5-bathroom house is designed to provide you with the ultimate blend of comfort and convenience, making your stay truly exceptional. Massage Chair & TVs are in the living & game room. Every room has work station (Computer table & chair). Pool access. Grill and dining set in the backyard. Close by convenience stores. Great and peaceful neighborhood. There is water floating/tubing San Marcos & Comal river.

Top guest favorite
Home in San Marcos
4.92 out of 5 average rating, 205 reviews

A Clean & Comfy Home

Quaint home in a clean & quiet h.o.a. manufactured home neighborhood. Located 12 minutes from TX State Tubes, 13 miles north of San Marcos Outlet stores & 25 miles north of Comal/Guadalupe River tubing & Schlitterbahn water park. Equipped with household essentials except an iron due to previous burned carpet damage. 2 bedroom queen bed each, suitable for 4 adults 2 per room, & two vehicles. It’s a great alternative to staying in hotel. For less money you can have an entire house to yourself!

Superhost
The exterior of a two-story home is visible, featuring a brick and light-colored siding facade. Windows are adorned with dark shutters, and a well-maintained front yard is present. A concrete driveway leads to a garage with a beige door, framed by soft evening light.
Home in Kyle
4.66 out of 5 average rating, 38 reviews

Right at Home - Spacious 2 Story Serene Abode*

Beautiful home in Kyle just 20 miles south of Austin and 8 miles north of San Marcos. Enjoy this spacious open floor plan, formal dining and large kitchen island for cooking, dining, playing, or just relaxing. You will find everything you need to be right at home! I-35 gives easy access to lakes, rivers, theme parks, concert venues, parks, and raceways, as well as dining and shopping. Large backyard for games or just stargazing and enjoying the peace and quiet. BOOK your home away from home!

Top guest favorite
A quaint mini-house features a red roof and beige exterior, set within a scenic rural landscape. A small wooden deck with steps leads to the entrance, while a picnic table and red chairs are positioned outside. Green grass and a gravel path surround the structure.
Guesthouse in Dale
4.99 out of 5 average rating, 186 reviews

The Bunkhouse on a working 60 acre cattle ranch

Welcome to the Bunk House. Come experience the "pretty place" in a 420 sq ft mini-house designed to provide a comfortable and secluded space within a ranch setting. It is located 25 minutes from COTA and a mere 40 minutes to AUS. We are 10 mi. from the BBQ capital of Texas in Lockhart. P-N Ranch is a working cattle ranch on 62 acres. The Bunkhouse has beautiful views of the hay fields and the pecan grove. It has a dock on a huge tank that is stocked with fish. Enjoy the country!

Top guest favorite
Home in Maxwell
4.95 out of 5 average rating, 21 reviews

Cozy Stay w/ Pool –Relax w/ Easy Access to Highway

Welcome to Hideaway — your ultimate escape packed with comfort, style, and fun. Designed to deliver a one-of-a-kind experience, every detail of Hideaway is crafted to maximize entertainment and relaxation. Each room features surround sound, blackout shades, remote-control lighting, and its own unique vibe. The neighborhood includes a pickleball court, two playgrounds, and a basketball court — and all the gear is provided. Swim, swing, toss, play, and most importantly enjoy your stay!

Guest favorite
A spacious living area is featured with light-colored sofas arranged around a coffee table. A large television is mounted on the wall, while natural light enters through multiple windows. A ceiling fan and a soft area rug contribute to the laid-back atmosphere.
Home in Kyle
4.94 out of 5 average rating, 107 reviews

Quaint Charm & Modern Comfort

Welcome to your new home away from home! This oasis is conveniently located 20 minutes from Austin, 45 minutes from San Antonio, and 10 minutes from San Marcos. Enjoy the nearby food trucks, or let the kids have a blast at the playground, or the neighborhood pool. The stylish interior comes with modern comforts like a 75" TV, internet, games, outdoor patio, fire pit, & more. You'll be less than a mile from the Hospital & minutes to restaurants, shops, H-E-B, dog park, & the I-35 freeway.

Top guest favorite
A wooden dock extends over calm waters, with a shaded gazebo providing a relaxing spot. Two chairs are occupied by individuals enjoying the serene surroundings, while a small boat drifts in the distance amid lush greenery and blue skies.
Farm stay in Rosanky
4.86 out of 5 average rating, 106 reviews

300Ac Baugh Farm btwn Austin & Round Top

Our family is moving into our 3rd generation of enjoying this 300-plus acre farm. It offers lots of space and a century old farmhouse for peaceful country nights. Bring your walking shoes to explore as numerous trails are available. We also have three well-stocked tanks for fishing. Separate from the house rental, we also have Syler Hall, a barn that's perfect for events, such as weddings and family celebrations. Send us a note and we'll get you a quote for the memory of a lifetime!

Guest favorite
Tiny home in Kingsbury
4.86 out of 5 average rating, 159 reviews

Family Fun Getaway + Outdoor Kitchen + Firepit

Welcome to The Prairie House at Sorry Charlie Ranch Resort! Nestled in the peaceful countryside, this tiny house offers modern comforts for a relaxing getaway. Perfect for recreation and family fun, you’ll enjoy a variety of activities—from the inground pool to the fully equipped outdoor kitchen, making this trip one to remember. Roast s’mores by the firepit, let the kids explore the outdoors, or simply sit back and relax, allowing the tranquility of country life to rejuvenate you.

Guest favorite
An inviting outdoor seating area is featured, surrounded by lush greenery. Four chairs with comfortable cushions are arranged around a central table, set on a colorful striped rug. A vibrant orange umbrella provides shade over the pool visible in the background.
Home in Lockhart
5 out of 5 average rating, 12 reviews

Lockhart House | 3BR | 2B + pool

Enjoy all that Lockhart has to offer whether it's BBQ, wine, great restaurants, Courthouse Nights or First Friday. This town will melt your stress away and increase your fun factor by 10. Casa Lockhart has been completely updated and is ready for you and your guests to relax, splash around in the pool and enjoy great proximity to the square, Lockhart State Park and so much more! There is a fully stocked gorgeous kitchen and plenty of space inside and out to spread out.

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
4.94 out of 5 average rating, 117 reviews

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.

Superhost
An open-concept living space showcases a modern design with a striking blue floral accent wall. A spacious dining table is set beside a cozy sofa adorned with decorative pillows. Natural light filters in through large windows, accentuating the warm wooden ceiling and inviting atmosphere.
Cabin in Kyle
4.85 out of 5 average rating, 212 reviews

Birdhouse - TX Hill Country - Cowboy Pool

This unique and modern birdhouse themed cabin features a cowboy pool, large outdoor deck, greenhouse coffee nook, multiple outdoor dining and relaxation areas, a fire pit, kids playhouse, hammocks, a swing and a variety of photo-worthy backdrops. 20 minutes to the Circuit of the Americas. 25 minutes to Zilker Park (ACL) / Downtown Austin 25 minutes to Darrel K Royal (Texas Longhorns) stadium 20 minutes to Lockhart, TX (TX BBQ capital)

Popular amenities for Caldwell County rentals with a pool