Holiday rentals in Pleasanton

Romantic Couples Cabin with Private Hot Tub

•Where love settles in and time slows down. •Grantham House is a romantic couples cabin designed for connection, comfort, and unforgettable moments. A guest favorite with outstanding reviews. Awarded Airbnb’s top 1% of homes. •Nestled in the Texas Hill Country, this private retreat offers beautiful views, a warm hot tub, and a cozy space made for two. •Whether you are celebrating something special or simply escaping the everyday, this is a place to relax, reconnect, and enjoy time together.

Charming Country Cottage situated on 1.5 acres.

Located 25 mins.from downtown San Antonio, The Alamo & The Pearl, our cottage situated on 1.5 acres of land is perfect for some quiet time. Relax on the porch & watch the cattle graze just beyond the fenceline, or step outside after sunset & see the sky light up with a million stars. The cottage boasts plenty of natural light in every room & features 2 well appointed bedrooms, a cozy kitchen with eat-in bar, a living/dining combo, & bright bathroom. This enchanting cottage is a perfect retreat.

Peaceful 4-Bedroom Escape sitting on 40 acres

Welcome to your serene 4-bedroom escape nestled on 40 acres of natural beauty. The house is located on a ranch (The ranch by GMV) a wedding venue is located in front of the property; the house is located at the back of the road. This spacious house offers an idyllic getaway in a gated site, complete rustic comforts and outdoor delights. Enjoy a view at the pond, you can feed the ducks and immerse yourself in the tranquil surroundings, create cherished memories. Your perfect retreat awaits.

JTown Junction•5 Beds•Comfortable Extended Stay

More beds, more space & the comforts that matter for longer stays. JTown Junction is a fully equipped 3BR/2BA home with 5 beds, ideal for traveling professionals, work crews & extended stays in the Jourdanton–Pleasanton area. Guests enjoy the privacy of an entire home w/ a stocked kitchen, washer & dryer, comfortable living space, fast WiFi, easy self check in —making it easy to settle in for a few days or several weeks. Convenient to the Eagle Ford Shale & emerging data center projects.

The black stone luxury retreat

Discover a perfect blend of city convenience and serene and unique retreat just outside San Antonio! Located on 40 acres of peaceful land that was once a golf course, this luxury modern getaway offers the best of both worlds—just a short drive from downtown attractions like the River Walk, Alamo, and SeaWorld, but far enough from city. Our spacious, modern retreat is ideal for families, couples, or contractors in the area, it’s perfect for those who want to relax and reconnect with nature.

Private country cottage. pool deck bball court bbq

Cute, cozy home in the peaceful country. PRIVATE deck and large pool! (33 acre ranch) Only 5 miles to shopping. This is a perfect romantic getaway or peaceful getaway from the city. Sleeps 3 adults or 2 adults/2 children House is fully stocked for all your needs. Full laundry- Automated gated entry for security. Outdoor lounge and dining area. Beautiful sunrises and sunsets. Walk out on the deck and right into the pool. Only 30 miles to San Antonio Riverwalk, Sea world, Fiesta Texas.

Rockin’ N- Jourdanton, TX

This reclaimed 19th century buggy barn tells a unique story featuring heirloom furniture and nostalgic touches branded with my husband’s cattle brand! The ROCKIN’ N is a one-of-a-kind space in the heart of Jourdanton, Tx. Being centrally located to all the essentials, the Rockin’ N is great for special occasions, getaways (30 minutes from San Antonio) and work (especially extended stays)! Whether coming to play, work or relax, you will relive the romance of a simpler life.

Lovely Cottage South San Antonio

This memorable place is anything but ordinary. It's fully equipped to be very comfortable and cozy. You will be able to feel right at home but with a touch of the country with cows and nature on sight. This tiny home is located 20 min from downtown, less than 10 minutes from Texas A&M University and Palo Alto College. 281 Country Club is located 2 min away for off-roading and ATV park.

Relax, Recharge at our Romantic Casita in Devine

Welcome to our Simpli Devine Casita, a beautiful, peaceful, private 400 sq ft living space with stylish décor, indoor fireplace & 12-foot ceilings. If you’re looking to unwind and get away from the everyday city life our Casita is the perfect little getaway. Relax with a good book or a glass of wine on the wraparound deck and enjoy the calm peaceful natural setting.

Where Families Gather –Comfort, Space & Connection

Enjoy a cozy, family-friendly stay just 20 mins from the airport, 13 mins from downtown, 8 mins from great shopping and dining, and 5 mins from Braunig Lake. With 3 queen and 3 full beds, our clean, comfortable home offers plenty of space to relax, reconnect, and make lasting memories — all at a family-friendly price.

Old Gate Cottage

A peaceful, stylish country home just 35 minutes from downtown San Antonio. This cozy ranch cottage sits on 4 acres of secluded land surrounded by wildlife, grazing goats and cattle, and the calm beauty of South Texas; perfect for slow mornings and restful nights.

Cooper's Garden Place Guest House

This beautiful, quiet and peaceful custom guest home is a nature lover's dream. Located in the countryside of Floresville Texas (just south of San Antonio), we have the perfect weekend getaway paradise. Come relax in our gardens with the birds.