Vacation 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.

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.

Stunning Downtown 6BR w BBQ, Game Room, 85" TV!

No cleaning fees! Gorgeous gem just 4 miles south of downtown! 5 miles from River Walk, Alamodome, Alamo, Historic Gardens, Public Parks, and 15 miles from Sea World 6 bedrooms 4.5 bath, 11 beds. Sleeps 16+ comfortably. Perfect for large groups! Modern smart home filled with perks: pickleball court, air hockey, pool table, ping pong, foosball, 8 big screen TVs including 85" Samsung QLED with surround sound, outdoor dining, charcoal grill, cornhole, dining room, game room, full kitchen.

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.

JTown Junction•5 Beds•King Suite•Extended Stay

More beds, more space & the comforts that matter for longer stays. JTown Junction is a fully equipped 3BR/2BA home w/ 4 standard beds + an optional 5th bed, 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.

Impeccably clean 2BR country home

Welcome to our charming country retreat! Nestled in the heart of serene countryside landscapes, our cozy 2-bedroom, 2-bathroom home offers the perfect escape from the hustle and bustle of city life. Missing the city?? Don’t worry, our home is only 30 minutes from downtown San Antonio. Book your stay with us and experience tranquility at its finest! Not only is our home impeccably clean, it has only been home to our Airbnb guests.

Bendiciones Ranch (Red)

Harley Davidson themed ranch house, cozy and private for those who want a break from the city life. Access to the San Antonio river is just a short five minute walk next door, complete with an access ramp and picnic tables. Located twenty minutes from the city of San Antonio, as well as the San Antonio Airport, Bendiciones Ranch offers an ideal blend of city convenience and a tranquil country side experience. Book today!

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.