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
The exterior of the silo house is illuminated by a warm light, highlighting the metal siding. A welcoming porch with a swing chair invites relaxation. Large windows above offer a glimpse of the open space, creating an inviting entrance to the unique accommodation.
Barn in Rio Medina
4.93 out of 5 average rating, 271 reviews

Silo #1 @ Medina River- summer Staycation!!

The Silo house is a unique place to stay with amazing Medina River access!!! See pics!! We took an old grain silo and rebuilt it with an additional structure holding a bedroom and bathroom up and downstairs with 20 ft ceilings at the entrance. The silo has a small living room and kitchen downstairs and a loft upstairs. It has loads of charm and can sleep plenty of your family and friends. No kidding--We had a wedding in a hurricane here- thats how cool it is-- come and make your memories!

Guest favorite
Home in Jourdanton
4.93 out of 5 average rating, 15 reviews

JTown Junction • Stylish Small-Town Texas Stay

Skip the hotel. Stay in a full 3 BR home minutes from Pleasanton. J-town Junction is a fully furnished 3BR/2BA 1,523 sq. ft. home built for comfort, space & downtime. Ideal for energy sector professionals, families, hunters & small groups. It features comfy beds, Smart TVs, fast Wi-Fi, an equipped kitchen, full laundry & granite throughout. Whether you're working nearby or enjoying a weekend away, this quiet, updated home makes it easy to settle in & stay a while. Discounts for longer stays!

Top guest favorite
Industrial-style metal pipes are prominently featured, creating a unique steampunk aesthetic. An antique gauge with a circular face and clear numeric indicators is visible, contributing to the immersive atmosphere of the space.
Home in San Antonio
5 out of 5 average rating, 333 reviews

The Sherlock Home a House of Conundrums!

The Sherlock Home is an immersive overnight experience. Please note- due to its unique escape-like intricate game there is an extra guest fee of $40 per guest over the initial two guests. Become Sherlock Holmes surrounded by a Victorian/steampunk setting filled with puzzles and conundrums to solve while you stay. The Sherlock home is like no other Airbnb. If you are looking for a one-of-a-kind adventure, come stay and play at The Sherlock Home. Deduce, decode, decipher -The game is afoot!

Top guest favorite
A group of Suri alpacas stands gracefully in a grassy field, showcasing their distinct, luxurious fleece. Various shades of cream and brown are visible among the alpacas, with a backdrop of trees and a fence indicating a tranquil ranch setting.
Shipping container in Seguin
5 out of 5 average rating, 118 reviews

Peaceful Alpaca Ranch Stay & Tour

Welcome to Suri Alpacas of Crimson Ranch, nestled in the serene countryside of Seguin, Texas. Prepare to embark on an extraordinary stay unlike any other, as we invite you to experience the allure of our charming container home situated amidst a working alpaca ranch. The location is 15 minutes from the city of Seguin and the famous Burnt Bean Company. San Antonio and Austin are less than 1 hour away. There are many unique shopping opportunities and amazing restaurants for your enjoyment.

Guest favorite
Home in Von Ormy
4.93 out of 5 average rating, 91 reviews

Peaceful 4-Bedroom Escape sitting on 40 acres

Welcome to your serene 4-bedroom escape nestled on 30 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.

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
4.93 out of 5 average rating, 56 reviews

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.

Guest favorite
A private deck surrounds a large pool, equipped with lounge chairs and a dining table. String lights hang gently above, casting a soft glow. The backdrop features expansive green trees and open land, creating a peaceful outdoor setting.
Cottage in Jourdanton
4.88 out of 5 average rating, 69 reviews

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.

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
5 out of 5 average rating, 14 reviews

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.

Top guest favorite
The outdoor area features a serene in-ground pool surrounded by a spacious deck. Comfortable lounge chairs are set along the edges, and a pink inflatable float adds a pop of color. Natural greenery offers a sense of privacy in the fenced yard.
Home in Dellview
5 out of 5 average rating, 209 reviews

Alamo City Oasis: pool, putt, close & convenient

San Antonio meets Palm Springs. Make forever memories at our comfortable mid-century modern home. Centrally located for easy access to all the sights and shopping in this welcoming TX city. Designed for outdoor living with a heated pool, BBQ and patio. Even a small putting green in the back yard! Stylish comfort for your family and friends with two living areas, three bedrooms and two full baths. Driving a Tesla? Convenient on site, free charging.

Top guest favorite
Guesthouse in Devine
5 out of 5 average rating, 29 reviews

Private Casita• Fire Pit• Washer Dryer• Sleeps 4

Private Casita in Devine, TX! Renovated 1BR with comfy king bed, daybed, and air mattress, if needed. Relax in the backyard with a fire pit, cook in the full kitchen, watch Smart TVs, enjoy fast Wi-Fi and in-unit washer/dryer. Country setting that comes with morning rooster crows and just minutes from town. Perfect for traveling professionals, hunters, small families, weekend visitors, and extended stays. 25 five-star reviews and counting!

Top guest favorite
Home in Von Ormy
5 out of 5 average rating, 14 reviews

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!

Superhost
A charming tiny home features a welcoming front porch with railings and two planters containing vibrant plants. A bright yellow door serves as a focal point, while large windows allow natural light to brighten the entryway. The surrounding area is open, with a view of the countryside.
Tiny home in San Antonio
4.86 out of 5 average rating, 121 reviews

Lovely Cottage by TX A&M & Palo Alto College

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 15 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.

Popular amenities for Pleasanton vacation rentals

  1. Airbnb
  2. United States
  3. Texas
  4. Atascosa County
  5. Pleasanton