Holiday houses in Pleasanton

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Top-rated holiday rentals in Pleasanton

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

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Top Guest favourite
A hot tub is positioned on a wooden deck, offering expansive views of a vibrant sunset sky. The scene features relaxing outdoor seating, with rich colors of orange and pink reflecting upon the landscape, enhancing the serene ambiance.
Cabin in San Antonio
4.97 out of 5 average rating, 249 reviews

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.

Guest favourite
Home in San Antonio
4.78 out of 5 average rating, 18 reviews

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.

Top Guest favourite
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, 343 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 favourite
Home in Von Ormy
4.94 out of 5 average rating, 103 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.

Top Guest favourite
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
4.94 out of 5 average rating, 66 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 favourite
Home in Jourdanton
4.94 out of 5 average rating, 17 reviews

JTown Junction• 3BR Work Housing & Extended Stay

Skip the hotel & settle into a clean, comfortable full home in Jourdanton — just minutes from Pleasanton. JTown Junction is a fully furnished 3BR/2BA home ideal for work stays, families, wedding weekends, hunting trips, insurance/displacement stays, & longer visits. Fast WiFi, Smart TVs, full laundry, comfortable beds, stocked kitchen, quiet neighborhood & easy self check-in make it easy to feel at home. Perfect for oilfield workers, families, traveling prof & guests needing temp housing.

Top Guest favourite
Cottage in Jourdanton
4.89 out of 5 average rating, 72 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 favourite
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, 15 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.

Guest favourite
A tiny house cabin features a welcoming front porch adorned with potted plants. A deer can be seen standing on the porch, surrounded by greenery. The cabin is framed by tall trees, with sunlight filtering through, highlighting the natural setting.
Cabin in Somerset
4.84 out of 5 average rating, 98 reviews

"Oh Deer B&B" secluded cabin, tame deer, Unique

Soak up the stars & peaceful sounds of nature in my unique tiny house cabin I designed solely on Pinterest pictures ! Pet the friendly minature longhorn cows. Shower under the stars, eat dinner on the porch under the fans, & sleep on the most comfortable king mattress you've ever slept in. You'll feel like you are in the middle of no where but restaurants, gas stations, and the grocery store are all 5 minutes away. A very unique spot. New Cleaner 7/23/25

Top Guest favourite
A modern bungalow is surrounded by lush trees, showcasing large windows that invite natural light. The spacious balcony features outdoor seating, providing a tranquil space to enjoy the scenic natural environment.
Tiny home in New Braunfels
4.95 out of 5 average rating, 184 reviews

Naomi's Nest: Private Jacuzzi in the Treetops

Enjoy a peaceful stay in our cozy, fully furnished bungalow while taking in the picturesque scenery from your own private jacuzzi and balcony. The perfect getaway for nature lovers and those seeking a peaceful escape. Centrally located near Lake Dunlap and minutes away from both the Comal and Guadalupe rivers, downtown New Braunfels and the Historic Gruene District. Book now and experience the beauty and charm of New Braunfels like never before!

Top Guest favourite
A charming home is nestled amidst vibrant wildflowers, showcasing a colorful landscape of bluebonnets and yellow blooms. A backdrop of fluffy clouds and a setting sun creates a serene atmosphere, enhancing the peaceful countryside scenery surrounding the property.
Home in Devine
4.99 out of 5 average rating, 141 reviews

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.

Top Guest favourite
Barn in Floresville
5 out of 5 average rating, 16 reviews

Mandyland Retreat • Runway Access •

Welcome to Mandyland, a peaceful country retreat in Floresville, Texas — Enjoy a quiet studio stay surrounded by pastureland, wildlife, and Texas skies, with the unique option to arrive by car, truck/trailer, or even aircraft using the private grass airstrip. Whether you’re visiting San Antonio, passing through for a rodeo or show, or simply needing a quiet getaway. Mandyland offers privacy and comfort.

Popular amenities for Pleasanton holiday rentals

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