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
Home in Lockhart
4.94 out of 5 average rating, 108 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.

Top guest favorite
Guest suite in Lockhart
5 out of 5 average rating, 72 reviews

The Art House - Master Suite, walk to square

If it didn’t share 1 wall, it’d be listed as a house! 1,200 steps from Lockhart Square, this huge primary suite with spa-like bathroom sits at the end of a newly-remodeled artist's home with peaceful views of the courtyard and pool. Private, keyless, self-check-in. Dedicated work, eating, and lounge areas with mini-fridge, coffee maker, microwave, record player, and more. Full access to a shared covered patio, backyard, grill, fire pit, and pool. Art gallery/studio tour available upon request.

Guest favorite
Home in Kyle
4.95 out of 5 average rating, 73 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.

Guest favorite
Home in San Marcos
4.92 out of 5 average rating, 196 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
Apartment in Kingsbury
4.92 out of 5 average rating, 13 reviews

30+day Nomadic Worker's Country Comfort

We designed this apartment with the traveling contract worker in mind. The apartment has black out curtains, a workstation with two monitors, washer/dryer in unit, kitchen/bathroom amenities (cleaners, spices, blender, coffee maker, mixer, vacuum, hair dryer, linens, paper products..) for move in ready use, furnished with fine furniture, comfortable lounge chair to watch TV in each room, parking outdoors for two, peaceful country living to get away from traffic/noise, shade tree picnic area.

Superhost
Home in Lockhart
4.56 out of 5 average rating, 18 reviews

Lockhart Getaway | Sauna & Cowboy Pool

A short stroll from the lively downtown square, the front house offers an unforgettable retreat with Spa & Bathhouse amenities. Unwind in the sauna, dip in the cowboy pool, gather around the firepit, or enjoy lawn games and a shaded dining deck. This home is designed to provide a stylish and cozy atmosphere. Ideal for couples, solo travelers, or friend groups- it’s the ultimate getaway for those seeking peace and a bit of adventure. For a limited time, message us "BBQ" for a 10% discount!

Top guest favorite
Guesthouse in Dale
4.99 out of 5 average rating, 179 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!

Guest favorite
Home in Kyle
4.94 out of 5 average rating, 98 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
Farm stay in Rosanky
4.86 out of 5 average rating, 105 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, 158 reviews

Family Fun Getaway w/ Pool and Outdoor Kitchen

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
Home in Lockhart
5 out of 5 average rating, 11 reviews

Casa Lockhart | 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
Home in Red Rock
4.92 out of 5 average rating, 59 reviews

The Outdoor Oasis-Pool (no Heat)/Fire Pit/Ponds

Come relax and enjoy the outdoors at this peaceful country escape on 3 acres! Around the property you will find, an in-ground pool surrounded by an extensive deck, two ponds stocked with bass, catfish, and perch for catch and release fishing, a covered outdoor eating space, and a large outdoor fire pit. Conveniently located for easy travel to COTA for F1 and other events. Many of our guests choose to avoid the hussle and bustle of Austin when going to SXSW and ACL.

Popular amenities for Caldwell County rentals with a pool