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.

0 of 0 items showing

1 of 3 pages

Guest favorite

Home in Lockhart

4.98 out of 5 average rating, 117 reviews

Luxury Modern Farmhouse w/Pool. The Ellison House

This listing is for the entire venue. Historic 1880's Modern Texas Farmhouse restored w/care & historic charm.The Full Venue includes 4 large bedrooms w/ king beds, ensuite bathrooms. 5th Bedroom is The Shed w/Queen bed, shares a bathroom with the Christopher Suite. Outdoor Shower. Large private yard, deck, patio, pool , porches, hammocks & plenty of space to relax. Fire pit. 4 blocks to walk to square, BBQ joints, music, vintage stores, bars, wine shop, art gallery, restaurants, & coffee shop.

Guest favorite

Guest suite in Lockhart

4.96 out of 5 average rating, 54 reviews

The Art House - Writer's Room, walk to square

It would be listed as a house if it weren’t for one shared wall! Only 1,200 steps from Historic Lockhart Square, this bright and cozy room sits at the end of a freshly-remodeled artist's home with peaceful views of the courtyard and pool. Private, keyless, self-check-in. Dedicated work, eating, and sitting areas with mini-fridge, coffee maker, microwave, and more. Full access to a shared covered patio, backyard, grill, fire pit, and pool. Art gallery and studio tours are available upon request.

Guest favorite

Treehouse in Lockhart

4.93 out of 5 average rating, 89 reviews

Romantic Fall getaway! Treehouse in the Holler.

A Real Treehouse; Imagined with Adventure. Designed like a child. Built in integrity. Supported by Love. Maintained in Peace. Unwind in complete privacy! Robin's Nest Treehouse sits atop 7 oaks in the Circle R Sanctuary. Usually quiet, shaded & very private. Outside shower, Compost toilet, Swamp trails, Swimming Pond, canoe, kayaks, fire pit, hammocks, swinging day bed. Close to Hwy 183 & Lockhart's famous BBQ, cafes, shops, bars. F1 15 mins, Austin 30 mins. Everything you need to unwind.

Guest favorite

Guesthouse in Dale

4.99 out of 5 average rating, 157 reviews

The Bunk House 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 20 minutes from COTA and a mere 30 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 Bunk house 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!

Guest favorite

Home in Martindale

4.93 out of 5 average rating, 174 reviews

Lovely 3/2 Home-Texas State Tubes/Don's Fish Camp

25+ AGE REQ. Lovely Family Home (1500 Sq ft/without garage) 3 Bdrms/ 2 Bath. Large, Open Floor Plan. We have a deck with seating for 16. 1/2 acre, tons of trees. Retro soaking pool (May-September). Beautiful San Marcos River. Float, Kayak, Canoe, Paddle board, Fish! Texas State Tubes (back of neighborhood) and Don's are within walking distance. Racetrack, Weddings, Concerts, Small Town. Please keep in mind that this is our FAMILY home. 25+ AGE REQ. 6-8 guests TOTAL. Come RELAX and ENJOY!

Guest favorite

Home in Kyle

4.95 out of 5 average rating, 64 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.

Guest favorite

Farm stay in Rosanky

4.83 out of 5 average rating, 90 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

4.85 out of 5 average rating, 149 reviews

Family Fun Country Getaway with Firepit and Smores

The Prairie House at Sorry Charlie Ranch Resort awaits you! Nestled in the quiet countryside, this tiny house offers modern comforts for a peaceful stay. The tiny house is a great place for recreation and family fun. A variety of activities from the inground pool to the fully equipped outdoor kitchen will make this trip one to remember. Grab s'mores at the firepit, let the kids explore the outdoors, or just sit and relax letting the tranquility of country life rejuvenate you.

Guest favorite

Rental unit in Kyle

5 out of 5 average rating, 15 reviews

Charming Home: 2BD/2BA in Kyle, TX!

Welcome to our charming 2 bedroom, 2 bathroom apartment in Kyle, Texas! Nestled in a gated community, this oasis offers a serene courtyard, perfect for relaxation. Dive into the refreshing swimming pool, stay active at the fitness center, or let the kids have a blast at the playground. Enjoy modern comforts with high-speed internet and unwind in spacious, stylish interiors. Your Texan getaway awaits!

Guest favorite

Guesthouse in Prairie Lea

4.86 out of 5 average rating, 390 reviews

Small Town Studio Escape 1/2 mi from river

Welcome to small town living in Prairie Lea. The unit is a garage apartment with its own private entrance and a code lock. The unit does not have a kitchen but does have a coffee bar for your morning pick me up. We are only half a mile from the San Marcos river where you can take your own tubes. We are also very close to many popular tube rental companies! POOL HAS SHARED ACCESS WITH HOMEOWNER.

Guest favorite

Camper/RV in Buda

4.95 out of 5 average rating, 41 reviews

A Lakeside Airstream named Tomorrowland.

“Yesterday is today’s memory, and tomorrow is today’s dream.” Khalil Gibran The muse for this 30 foot vision of tomorrow is the electric feel and night sky above the world’s largest electronic music festival. Redefine modern luxury in this time capsule of Airstream design, when in 2012 this Christopher C. Deam International Signature model became a galactic turning point in the company’s history.

Guest favorite

Home in San Marcos

4.91 out of 5 average rating, 159 reviews

A Clean & Comfy Home

Quaint home in a clean and quiet h.o.a. manufactured home neighborhood. Located within 8 miles of TX. State University, 13 miles north of the San Marcos Outlet stores and 25 miles north of Comal/Guadalupe River tubing and Schlitterbahn water park. Suitable for 4 adults, and two vehicles. This is a great alternative to staying in hotel. For less money you can have an entire house to yourself!