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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Guest favourite
Home in Von Ormy
4.93 out of 5 average rating, 73 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
Home in Jourdanton
5 out of 5 average rating, 11 reviews

Better Than a Hotel for Work Trips•Jtown Junction

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. Whether you're working nearby or enjoying a weekend away, this quiet, updated home makes it easy to settle in & stay a while. Hefty discounts for longer stays!

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, 7 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 spacious living area features large glass doors that open to a private deck, offering views of lush greenery. A sleek sectional sofa and a recliner provide comfortable seating, complemented by a round coffee table on a soft area rug. Natural light fills the space through multiple windows.
Home in San Antonio
5 out of 5 average rating, 242 reviews

The Plumeria Retreat on the Lake

This recently built 2-bedroom, 2-bath San Antonio vacation rental is the perfect home base for a relaxing retreat with family or friends! This home features FREE Level-2 EV (CCS) charging, three Smart TVs & a fully equipped kitchen. Sip your coffee from the deck & enjoy the lake and plumeria garden views. Spend your time hiking local trails before heading out for shopping/sightseeing. Please note: This property is on the 2nd floor & requires stairs to access.

Guest favourite
A comfortable family room is equipped with a large flat-screen television mounted on the wall. A small desk and chair are positioned beside the door, and a cozy sofa is complemented by a side table. A window allows natural light to fill the space.
Guest suite in Denver Heights
4.92 out of 5 average rating, 38 reviews

Spacious Private Guest Suite

It is my pleasure to welcome you to my home. I have a spacious guest unit, perfect for two. It is available on a quiet street. 🏡✨😊 Conveniently located for easy access to downtown, the Frost Bank Center, the Alamodome, and Fort Sam Houston. 🏙️📍🚗 Situated near St. Philip's College, it offers a quick walk to the campus area. 🏫📚👍 The unit includes fast AT&T Fiber wifi for fast streaming and remote work. 💻📡🚀

Top Guest favourite
Barn in Floresville
5 out of 5 average rating, 13 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.

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
4.84 out of 5 average rating, 108 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.

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
4.9 out of 5 average rating, 93 reviews

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.

Guest favourite
A modern kitchen is presented with sleek white cabinetry and a stainless steel refrigerator. A marble countertop offers ample workspace, and natural light filters through a nearby window, highlighting the clean appliances and organized utensils within reach.
Guesthouse in San Antonio
4.9 out of 5 average rating, 41 reviews

The Downtown Nest

Welcome to Your Perfect Urban Getaway Escape to our beautifully renovated guesthouse, a stylish one-bedroom, one-bath retreat designed for comfort and relaxation. Nestled in a prime location just minutes from downtown, you’ll enjoy the best of city living with a touch of serenity. Book your stay and make this charming oasis your home away from home!

Top Guest favourite
Apartment in Dignowity Hill
4.92 out of 5 average rating, 85 reviews

Ground-floor independent studio near the Alamodome

Welcome to The Artsy Studio! This stylish ground floor studio apartment (built in 2023) is just steps away from Downtown, San Antonio, the Alamo and the River Walk. + Private entrance + Modern finishings + High ceilings + Beautiful kitchen + Queen sized bed + Spa bathroom with rain shower + New LG washer & dryer

Guest favourite
A cozy bedroom features a spacious bed with neutral bedding and decorative pillows. Soft, flowing curtains frame two large windows, allowing natural light to brighten the space. A comfortable sofa and two armchairs provide additional seating, complemented by wooden accents and bedside tables.
Tiny home in Von Ormy
4.9 out of 5 average rating, 58 reviews

Relaxing Pond view cabin!

Located on a 40 acres of former golf course, this beautiful cabin can be used as your ultimate gateway! Plenty of parking available for guests, you can also fit a work vehicle. One bedroom with plenty of space. Recently renovated enjoy the view at the pond onsite a getaway or simply stay close from work.

Popular amenities for Pleasanton holiday rentals

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  2. United States
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  4. Atascosa County
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