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 cozy balcony features a wicker chair and a small table, framed by a tree adorned with string lights. A sunset casts warm hues across the landscape, highlighting the serene surroundings of the property.
Cottage in Lakehills
4.91 out of 5 average rating, 243 reviews

Cozy Riverfront Cottage w/ Stunning Hilltop Views

Casa Avecita at Sparrow Bend offers breathtaking views of the Medina River through its stunning wall of windows, filling the space with natural light. Set on 8 private riverfront acres, this 1-bedroom, 1-bath retreat features a stunning views from a wall of windows, a cozy patio, and a fantastic kitchen Enjoy private river access to swim, tube, kayak (rent onsite), fish, or explore. Relax by the fire, grill out, or play yard games. Need more space? Try Casa Topo (4 bedrooms, sleeps 12). 🌿

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
4.96 out of 5 average rating, 222 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.

Top Guest favourite
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. House is fully stocked for all your needs. Full laundry- 3 people MAX. Automated gated entry for security. Outdoor lounge and dining area. Beautiful sunrises and sunsets. Walk out on the deck and right into the pool. Poteet Strawberry festival 5 miles away. Only 30 miles to San Antonio Riverwalk, Sea world, Fiesta

Top Guest favourite
A wooden deck perches amidst trees, softly illuminated by string lights. A large suspended hammock invites relaxation, surrounded by lush greenery. The tranquil setting offers a peaceful retreat, integrated into nature's beauty.
Tiny home in Pipe Creek
5 out of 5 average rating, 198 reviews

Secluded Nest in the Trees w/ Suspended Hammock

• Secluded couples getaway in the Texas Hill Country - Awarded Airbnb’s coveted top 5% of homes and “Guest Favorite”. • Nestled in the trees on a hilltop (elevation 1800 feet!) in the beautiful Texas Hill Country. Designed with the sole purpose of creating a cozy space for couples to share a special occasion or to just getaway from the stress and busyness of everyday life. • Enjoy the hiking trails or just relax in the treehouse hammock overlooking the beautiful valley. • Breakfast Included!

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

SPECIALS•NEW•Jtown Junction•Luxe•FastWifi•Patio

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 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, 328 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!

Guest favourite
Home in Von Ormy
4.93 out of 5 average rating, 84 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, 52 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.

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, 13 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 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, 148 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 peaceful outdoor area features a stone patio with four white chairs and a small table, surrounded by lush green grass and trees. The tranquil waterfront is visible in the background, with a scenic view of the lake and nearby foliage.
Cottage in New Braunfels
4.86 out of 5 average rating, 153 reviews

River Roost

River Roost is a family vacation spot on the lake that sleeps 6. It is 3 miles off Interstate 35, located in a quiet neighborhood with access to 50 feet of waterfront. It is a quick trip to downtown New Braunfels with features such as Schlitterbahn waterpark, tubing, antique and grocery stores, department stores, and a great selection of restaurants. A guest binder is provided with information about the area and surrounding communities.

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, 118 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 holiday rentals

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