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Vacation rentals in Pleasanton

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Vacation rentals for every style

Get the amount of space that is right for you

Popular amenities for Pleasanton places to stay

Gym
BBQ grill
Laptop-friendly workspace
Wifi
Air conditioning

Pet-friendly places to stay in Pleasanton

Top guest favorite
The exterior of the tiny home showcases a welcoming front porch with two rocking chairs positioned under a covered entryway. Soft outdoor lighting highlights the entrance, while lush greenery and blooming plants surround the area, creating a serene atmosphere.
Tiny home in Walnut Creek
4.99 out of 5 average rating, 157 reviews

New, Secluded Tiny Home on a creek with a fire pit

Guest favorite
A silver Airstream is nestled among lush greenery, situated on a wooden deck. The scene is framed by trees, providing a sense of privacy. The ocean is visible in the background, suggesting a tranquil retreat surrounded by nature.
Camper/RV in Half Moon Bay
4.97 out of 5 average rating, 121 reviews

Beach Airstream (Bliss) - New Listing

Guest favorite
A queen-size bed is centered between two light, airy curtains and adorned with a colorful patterned throw blanket. Framed wall art in earthy tones flanks the headboard, while bedside tables house decorative items. Natural light filters in through the window, creating a serene atmosphere.
Bungalow in Milpitas
4.95 out of 5 average rating, 220 reviews

Casa Blanca - Mediterranean inspired Serene and Minimal Abode

Guest favorite
The exterior of a well-maintained home is shown, featuring a combination of stucco and stone elements. Windows with shutters allow natural light, while landscaped plants and trees add greenery to the front yard. A driveway accommodates vehicles.
Guest suite in Tracy
4.87 out of 5 average rating, 347 reviews

Cozy Casita/private entrance in Mountain House

Guest favorite
The sleeping area is adorned with warm wood finishes, featuring a spacious bed with soft linens. Natural light filters in through circular porthole windows, enhancing the classic nautical ambiance. A wooden dresser is positioned nearby, and a doorway leads to the bathroom, which is tastefully designed.
Boat in Alameda
4.87 out of 5 average rating, 901 reviews

Step back in time on this beautiful classic yacht

Superhost
The bedroom features a spacious bed with a textured blanket draped across it, and soft ambient lighting enhancing the surroundings. Decorative wall hangings add interest, while a mirror and a hanging rack are present for convenience.
Home in Hayward
4.95 out of 5 average rating, 113 reviews

Emerald stay. Timeless. Relaxing

Guest favorite
A bright living area features a dark brown sofa and two modern chairs around a small table. A flat screen TV and a desk with a lamp are visible. The windows allow natural light to illuminate the space while a decorative rug adds warmth.
Home in Fremont
4.94 out of 5 average rating, 150 reviews

Entire quest suite w/separate living room 1stfloor

Guest favorite
Guesthouse in Danville
4.88 out of 5 average rating, 284 reviews

Welcoming Private Guesthouse

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Pleasanton houses

Guest favorite
A small, stylish console table is positioned against a light blue wall. A round mirror with a dark frame hangs above. Several decorative items, including potted orchids and colorful flowers, are arranged on the table, complemented by a vibrant plant in the corner.
Home in Hayward
5 out of 5 average rating, 6 reviews

High quality 2BR 1B in Hayward and San leandro

Guest favorite
A cozy sleeping area features a bed with a floral-patterned green cover. The wall is adorned with vertical wood accents, complemented by a desk and a bright red chair. A window with blinds provides natural light, enhancing the serene atmosphere.
Home in Livermore
4.87 out of 5 average rating, 23 reviews

Cozy Two Rooms Set, Shared Bath

Superhost
A spacious bedroom features a queen bed with white linens and patterned cushions, accompanied by a modern lamp and artwork on the blue accent wall. A cozy seating area includes a grey sofa and a coffee table, with large windows offering scenic views and natural light.
Home in Castro Valley
4.92 out of 5 average rating, 12 reviews

Artist's home Retreat | Fun Decor & Scenic Deck

Top guest favorite
The exterior view showcases a modern one-story house with a pitched roof and a welcoming porch. Stone steps lead to the entry, complemented by landscaped gardens featuring boulders and colorful plants. Outdoor furniture can be seen on the patio, providing a relaxed atmosphere.
Home in Sunol
5 out of 5 average rating, 5 reviews

Hillside Haven - East Bay

Top guest favorite
The modern kitchen features white cabinetry, stainless steel appliances, and a stylish tile backsplash. A round glass dining table with black chairs is situated nearby, while a colorful artwork adorns the wall, adding a vibrant touch to the space.
Home in Livermore
5 out of 5 average rating, 23 reviews

New to Livermore California, The Acacia House

Guest favorite
A single-story home is shown with a well-maintained front yard featuring a large tree. A wide driveway leads to a garage, while a walkway directs visitors to the entrance. Lush greenery and landscaped beds frame the property, contributing to its inviting curb appeal.
Home in San Ramon
4.95 out of 5 average rating, 19 reviews

The Valley Oak | Sunroom • Office • Dog Friendly

Top guest favorite
A modern home is positioned on a hillside, showcasing a spacious outdoor deck and well-maintained landscaping. The structure and patio area are bathed in soft golden light from the sunset, highlighting the surrounding greenery and distant views of the Bay Area.
Home in Noble
5 out of 5 average rating, 14 reviews

Stunning Modern Home with Amazing Views of Valley

Guest favorite
The exterior of a three-story home is shown, featuring a light-colored facade with modern architectural details. A balcony is visible on the second level, surrounded by greenery. A chimney and window accents add character to the front of the property.
Home in Dublin
5 out of 5 average rating, 10 reviews

Lovely getaway single family home

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Pet-friendly house rentals Pleasanton

Guest favorite
An open-concept kitchen and dining area is displayed, featuring dark cabinetry and new stainless steel appliances. A dining table with wooden chairs sits adjacent to a spacious island. Soft lighting from pendant fixtures complements the natural light flowing through large windows.
Home in San Jose
4.92 out of 5 average rating, 412 reviews

Comfortable Whole Home on two house lot

Superhost
A bright living room features a comfortable white sofa adorned with orange and patterned pillows. A large television sits on a light wooden media console, while a small decorative table holds a plant. An office chair is positioned nearby, contributing to the inviting atmosphere.
Home in Cabrillo
4.9 out of 5 average rating, 125 reviews

Cheerful 4 Bedroom Home With an Outdoor Pergola

Guest favorite
A cozy living room features a gray sofa paired with colorful ottomans on a soft area rug. Two windows allow natural light to brighten the space, supplemented by a floor lamp and a desk in the corner, along with a small side table for convenience.
Home in Alameda
4.92 out of 5 average rating, 118 reviews

Peaceful 2-BR Bungalow w/Parking and Patio Deck

Guest favorite
The spacious bedroom features a large queen-sized bed with tatami mats, accompanied by warm wooden ceilings and natural light from a large window. A cozy reading chair is positioned beside a bookcase, while a simple dresser and a decorative basket provide storage.
Home in Claremont Elmwood
4.87 out of 5 average rating, 150 reviews

Hillside Hideaway near Claremont Hotel

Guest favorite
An aerial view of the coastal house is presented, surrounded by open green spaces and a road. The ocean is visible in the background, enhancing the serene natural environment. Nearby homes are also displayed, contributing to a peaceful neighborhood setting.
Home in Half Moon Bay
4.96 out of 5 average rating, 134 reviews

Beach Cottage Near Coastal Trail & Ritz

Guest favorite
A spacious living room features a vaulted wood ceiling and large windows allowing natural light to fill the space. Comfortable seating includes a gray sofa and two armchairs. A central wooden table is placed on a decorative rug. Green curtains add a touch of color and style.
Home in Gerstle Park
4.98 out of 5 average rating, 205 reviews

Marin Retreat: large deck + expansive views

Guest favorite
The modern exterior of the house features a combination of wood and light-colored siding. A covered porch is highlighted by vertical lighting, while large windows provide views of the surrounding landscape. A manicured lawn and driveway contribute to the welcoming entryway.
Home in Mountain View
4.92 out of 5 average rating, 148 reviews

Upscale Modern House Near Mountain View Downtown

Superhost
Home in Montara
4.91 out of 5 average rating, 128 reviews

Entire Private Coastal Retreat - Spectacular Ocean

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Quick stats about vacation rentals in Pleasanton

  • Total rentals

    160 properties

  • Total number of reviews

    2.4K reviews

  • Family-friendly rentals

    50 properties are a good fit for families

  • Pet-friendly rentals

    60 properties allow pets

  • Rentals with a pool

    50 properties have a pool

  • Rentals with dedicated workspaces

    90 properties have a dedicated workspace

Your guide to Pleasanton

All About Pleasanton

Pleasanton is an East Bay suburb tucked between the rolling greenery of Morgan Territory Regional Preserve an hour east of San Francisco and around 45 minutes east of Oakland. The city’s perennial Mediterranean climate brings people outdoors throughout the year here, whether that’s for mountain biking along the 9,090-acre Pleasanton Ridge Regional Park — where peaks exceed heights of 1,600 feet, providing spectacular vistas for miles around — or enjoying a round of golf at a local course.

Downtown, you’ll find brightly colored storefronts, restaurants, and cafes in historic buildings, some of which were once connected through underground tunnels that ran below Main Street. You can learn more about the architecture, which spans Victorian, Italianate, and Richardson Romanesque, among other styles, and the stories behind the famous people who populated these buildings, on self-led cellphone walking tours from the Museum on Main.

Pleasanton is also host to the popular Alameda County Fair, one of the largest fairs in the Bay Area.

The best time to stay in a vacation rental in Pleasanton

Conditions are balmy and days are warm in Pleasanton no matter the season. You’ll be able to hike, trek, and explore the nearby parks without fear of being rained on. If you book a Pleasanton vacation rental in the fall or winter, you can check out the area’s biggest annual events. The Alameda County Fair at the end of October is one of the Bay Area’s largest fairs and features food stalls, trucks, and rides. In November, the Holiday Train of Lights is a festive 1.5-hour round trip aboard antique coaches and open cars through Niles Canyon.

Top things to do in Pleasanton

Pleasanton Farmers’ Market

Held every Saturday on Pleasanton’s Main Street and West Angela Street, Pleasanton Farmers’ Market brings together local farmers and eateries to showcase fresh produce, from artisanal cheeses to indulgent pastries and vibrant flowers. Minutes walk away are Delucchi Park and Lions Wayside Park, scenic spots to sit and savor your finds.

Museum on Main

Located under the arch in downtown Pleasanton, the Museum on Main is a Smithsonian outreach program devoted to documenting the history of the Tri Valley area, from the earliest records of Native American inhabitants to Pleasanton in the present. Permanent and traveling exhibits showcase the region’s work history, culinary traditions, and sports with presentations, tours, and panel discussions. The museum is closed on Sundays and Mondays.

Shadow Cliffs Regional Recreation Area

A former gravel quarry turned bountiful regional park, Shadow Cliffs is an 80-acre recreational area with a lake and picnic facilities that’s a popular place for water sports. You can fish, boating, and swim here year round, and a refreshment stand serves up drinks and snacks in the summer.

Frequently Asked Questions

  • Are there vacation rentals with a dedicated workspace in Pleasanton?

    Yes! Work meets play with ease at over 90 vacation rentals in Pleasanton featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • How much does it cost to stay in guesthouse rentals in Pleasanton?

    Experience the best of Pleasanton with our guesthouse rentals, starting at about $20 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Are there pet-friendly vacation rentals in Pleasanton?

    Four-legged friends are welcome in Pleasanton. Choose from more than 60 vacation rentals for guests traveling with pets.

  • Are there Pleasanton vacation rentals on Airbnb with pools?

    Yes! Dive into the perfect getaway at one of over 50 vacation homes with pools in Pleasanton, available on Airbnb. Make a splash and soak up the sun in style!

  • Do house rentals in Pleasanton have a bbq area?

    Absolutely! We offer over 10 house rentals with a bbq area in Pleasanton. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Pleasanton have wifi?

    Absolutely! We offer over 70 house rentals with wifi in Pleasanton. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Pleasanton have air conditioning?

    Absolutely! We offer over 70 house rentals with air conditioning in Pleasanton. Enjoy a tailored experience with all the comforts you desire.

  • Do hotel rentals in Pleasanton have a gym?

    Absolutely! We offer over 20 hotel rentals with a gym in Pleasanton. Enjoy a tailored experience with all the comforts you desire.

  • Are there family-friendly house rentals in Pleasanton?

    Pleasanton has more than 20 family-friendly house rentals. Amenities on the property may include high chairs, travel cribs, or strollers.

  • What are the most popular amenities for Hotel Rentals in Pleasanton?

    Enhance your stay in our Hotel Rentals with the most popular amenities: over 20 homes with a gym, over 20 homes with wifi, over 20 homes with air conditioning, and more. Indulge in the ultimate retreat, tailored to your preferences.

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