Vacation rentals in Pleasanton

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Top-rated vacation rentals in Pleasanton

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Guest favorite

Home in San Antonio

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.

4.77 out of 5 average rating, 22 reviews

Top guest favorite

Guesthouse in Devine

Private Casita• Fire Pit• Washer Dryer• Sleeps 4

600 sq ft private casita in Devine. Renovated 1BR/1Bath w tub and full kitchen. Enjoy the comfy king bed, daybed, and air mattress, if needed. Relax in the backyard, Adirondack chairs, fire pit, watch Smart TVs, enjoy fast Wi-Fi and in-unit washer/dryer. Country setting yet not isolated-we face a country highway. Comes with morning rooster crows and yet close enough to town for groceries, etc. Perfect for traveling professionals, hunters, small families, weekend visitors, and extended stays.

5.0 out of 5 average rating, 40 reviews

Guest favorite

Home in Von Ormy

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.

4.94 out of 5 average rating, 112 reviews

Guest favorite

An open-concept living space features a modern dining area with a circular table and white chairs. A kitchen bar with sleek wooden countertops is complemented by black bar stools. The ceiling showcases wooden beams, while light floods through large windows, creating an airy atmosphere.

Home in Von Ormy

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.

4.92 out of 5 average rating, 76 reviews

Top guest favorite

Cottage in Jourdanton

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.

4.9 out of 5 average rating, 77 reviews

Top guest favorite

The interior space features wooden beams and rustic red wall paneling. A chandelier hangs from the ceiling, providing soft lighting. Two elegant sconces flank a trio of artwork depicting a Highland cattle, enhancing the warm ambiance of the room.

Apartment in Jourdanton

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.

5.0 out of 5 average rating, 16 reviews

Top guest favorite

Home in Jourdanton

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 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.

4.94 out of 5 average rating, 18 reviews

Top guest favorite

Home in Von Ormy

Pleasant Oasis in Texas - your home away from home

Family-friendly 4BR, 2BA home in peaceful Von Ormy, TX. Sleeps 8 with 5 comfy beds, open living/dining/kitchen, and a private primary suite. Enjoy a spacious backyard to play soccer or simply soak up the Texas sunshine. A 2-car garage adds extra convenience during your stay. Just a short drive to San Antonio attractions like the River Walk and SeaWorld—perfect for families or groups seeking comfort and convenience!

5.0 out of 5 average rating, 23 reviews

Superhost

A charming tiny home presents a welcoming entry with a bright turquoise door. Steps lead up to a covered porch, flanked by wooden railings. Surrounding the structure, gravel pathways and well-maintained grass create an inviting outdoor space.

Tiny home in San Antonio

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.

4.9 out of 5 average rating, 108 reviews

Guest favorite

Home in San Antonio

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.

4.91 out of 5 average rating, 69 reviews

Top guest favorite

The custom guest home features a welcoming front porch with two chairs and a table, surrounded by lush greenery and colorful flower beds. The light-colored exterior contrasts with the natural environment, creating a serene setting under the shade of mature trees.

Home in Floresville

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.

4.99 out of 5 average rating, 177 reviews

Superhost

A charming tiny home is nestled among mature trees, with a welcoming wooden porch and stairs leading to the entrance. The natural surroundings feature a canopy of leaves, creating a serene outdoor atmosphere.

Tiny home in Von Ormy

Tiny quiet Home, Von Army

Our Tiny home offers the best of both worlds: from a get away under the stars to a short drive to down town San Antonio. Enjoy a tranquil retreat with ample space for fun, furnished rooms , and fully equipped kitchen .

4.84 out of 5 average rating, 69 reviews