Holiday rentals 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 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

Superhost
Flat in San Antonio
4.88 out of 5 average rating, 8 reviews

The Modern | 3BR2BA | Pool | Gym | Lounge

Craving space, comfort, and a quiet place to recharge near San Antonio? This 3-bedroom home offers a peaceful escape just 20 min from Downtown and the River Walk, close to the essentials but tucked away from city noise. Designed for extended stays, work trips, families, and traveling professionals, this home delivers a clean and thoughtfully furnished environment where you can truly relax. Whether you're here for business or a break, it’s the ideal home base between your days out in the city.

Guest favourite
A cozy entertainment area is presented with artificial grass flooring and a lounge sofa. Arcade game machines line one side, while a small dining table and chairs are situated nearby. Ambient lighting illuminates the room, with a large screen displaying a serene landscape.
Earthen home in Adkins
4.96 out of 5 average rating, 82 reviews

Underground Bunker

Just 25 minutes from the downtown San Antonio, only 12 minutes from shopping, fun and restaurants in La Vernia, enjoy a stay 14 feet underground in an almost 500 square ft bunker. Have a cup of coffee listening to the sounds of nature and serene country views on the covered and secluded outdoor area above. Have a nice evening by the firepit or be entertained by nostalgic arcade games. Escape the daily traffic and fast lifestyle by being able to disconnect and relax at the underground bunker!

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, 329 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, 85 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, 53 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
An inviting porch area features rustic wooden flooring and is adorned with greenery and outdoor lighting. A comfortable rocking chair and a cozy seating area are positioned to enjoy the surrounding nature, creating a welcoming outdoor space for relaxation.
Cabin in Castroville
4.97 out of 5 average rating, 38 reviews

Charming Riverfront Windmill Cabin

Charming Cabin Features: 🏡Original 1938 architecture with modern amenities 🍽️ Full Kitchen: Equipped with a coffee bar for your convenience. 🌿 Intimate and Cozy Atmosphere: Perfect for romantic getaways or a retreat with friends. 🌊 Riverfront View: Overlooks the serene Medina River with direct access. Nearby Attractions: 🍵Discover great local restaurants and coffee shops, shopping and more. 🎦Enjoy a movie night at the newly renovated Rainbow Theater

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.
Flat 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.

Guest favourite
Home in Poteet
4.92 out of 5 average rating, 12 reviews

5BR Farmhouse | Sleeps 20| Gatherings: Leisure

Modern farmhouse home-away-from-home—Features high-speed Wi-Fi, smart TVs, work nooks, chef’s kitchen with SS appliances & wine fridge, in-unit laundry, gym (weights, squat rack, Elyptical ), covered patio,, private yard with turf, playset, trampoline & basketball court, porte-cochère parking, event lighting & power. Weekly/monthly rates. DM for info ! NO EVENTS unless otherwise approved by landlord .

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.

Top guest favourite
The exterior of the casita is highlighted by a wraparound deck, with a spacious patio area featuring comfortable seating. The structure is framed by a grassy lawn and trees, with a colorful sunset in the background, enhancing the tranquil setting.
Tiny home in Devine
5 out of 5 average rating, 160 reviews

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.

Popular amenities for Pleasanton holiday rentals

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