Pleasanton vacation rentals

We found 1,763 vacation rentals — enter your dates for availability

Discover a selection of 19 homes and other vacation rentals in Pleasanton that are perfect for your trip. Whether you’re staying in a vacation home with your kids and pets or just with friends, you'll have the best amenities for spending time at your home away from home, which might include parking and a garden. Whatever you're looking for, you'll be able to choose a rental to meet everyone's needs, including a place that is accessible or non-smoking.

Vacation rentals with weekly discounts - Pleasanton

Showing deals for:Nov 14 - Nov 21

Image gallery for By The Bay Retreat

Living area
10 out of 10 rating
Exceptional
(5 reviews)

By The Bay Retreat

Castro Valley, CA

16% off
Price is $441
$3,089 for 7 nights
All fees included
By The Bay Retreat

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Find out more about Pleasanton

Find out more about Pleasanton

Why visit Pleasanton

  1. Outdoor Adventures: Enjoy a variety of outdoor activities in Pleasanton's parks and nature preserves, perfect for hiking and picnicking.
  2. Family-Friendly Atmosphere: Experience a welcoming environment with attractions suitable for all ages, ensuring fun for the entire family.
  3. Charming Downtown: Stroll through Pleasanton's vibrant downtown, filled with friendly locals, unique shops, and delightful eateries.
  4. Diverse Accommodations: Choose from a range of lodging options, including cozy vacation homes and convenient apartments.
  5. Urban and Natural Blend: Discover the perfect mix of urban experiences and natural beauty for a well-rounded vacation.

Popular types of accommodation in Pleasanton

Planning a getaway to Pleasanton? The next step is selecting the perfect place to stay! Explore our top options, including houses, charming cottages, and convenient apartments. Whether you're searching for home rentals, houses for rent, or apartments for rent, you'll find a variety of choices to suit your needs. Enjoy transparency, savings, and reassurance as you dive into your Pleasanton vacation rental experience!

  • Houses: The top choice for travelers in Pleasanton, offering spacious and comfortable accommodations ideal for families or groups.
  • Apartments: A popular option for those seeking a convenient and modern living space, perfect for both short and extended stays.
  • Cottages: These quaint and charming retreats provide a cozy atmosphere for a peaceful getaway.
  • Condos: A great alternative for travelers looking for a blend of home-like comforts and resort-style amenities.
  • Villas: Luxurious and spacious, villas offer an upscale experience for those wanting extra comfort and privacy.**

Top attractions in and around Pleasanton

Pleasanton, California, is the perfect destination for outdoor enthusiasts, families, and business travelers alike. With a variety of attractions such as urban parks, modern colleges, and nature preserves, visitors can enjoy a blend of city experiences and natural beauty. Whether you're exploring with family or seeking outdoor adventures, Pleasanton offers something for everyone, making it an ideal vacation spot.

  1. Tesla Motors: Located 12 miles from Pleasanton, Tesla Motors offers an exciting glimpse into the future of automotive innovation with friendly vibes and a chance to see cutting-edge electric vehicles being manufactured.
  2. Alameda County Fairgrounds: Situated within Pleasanton, this vibrant fairground is perfect for families, featuring outdoor events, festivals, and a lively atmosphere that fosters community engagement.
  3. California State University East Bay: Just 10 miles away, this modern university boasts a dynamic campus with city vibes, offering scenic views and a thriving academic environment.

Things to do recommended for couples

For a romantic getaway in Pleasanton, indulge in wine tasting at Ruby Hill Winery, savor a delicious meal at Wente Vineyards just 7 miles away, and rejuvenate together at Zen Wellness for a relaxing spa experience. These activities promise unforgettable moments for couples.

Things to do recommended for families

Experience the great outdoors at Shadow Cliffs Regional Recreation Area for relaxation, or enjoy thrilling arcade games at Boomers, just 4 miles away. For aquatic fun, visit Aqua Adventure Water Park, located 9 miles from Pleasanton, offering family-friendly entertainment and adventure for all ages.

What do I need to keep in mind when booking a vacation in Pleasanton

When traveling with a group, family, or pets, or if you're planning an extended stay, be sure to set the right filters to match your priorities. Here are some helpful booking tips for Vrbo.

  • Traveling to Pleasanton with a group: Think about how many bedrooms you'll require, along with features like a complete kitchen or outdoor areas for group gatherings. Luckily, you can easily filter for these options and many others on Vrbo.
  • Traveling to Pleasanton with young kids: Traveling with young kids can be tough. It's important to prioritize their comfort and safety, along with suitable amenities like a private pool. Additionally, think about how close you’ll be to attractions that are fun for families.
  • Taking your pets with you to Pleasanton: For many families, a trip isn’t truly complete without their furry companions. If that resonates with you, explore Vrbo listings that welcome pets. Many of these pet-friendly properties come equipped with feeding bowls and cozy beds, ensuring that everyone feels at home.
  • Planning for a long term stay visiting Pleasanton: If you're in search of vacation rentals with great deals for stays of a month or more, you've come to the right spot. By using the appropriate filters, you can effortlessly discover and save on monthly rentals. Don’t forget to include options like a parking space, a well-equipped kitchen, or a private pool in your search as well.

Where to stay in and around Pleasanton

Exploring Pleasanton, California, offers a delightful blend of outdoor adventures and family-friendly experiences. Stroll through charming downtown Pleasanton, where friendly people and vibrant neighborhoods create a welcoming atmosphere. Nearby attractions provide the perfect backdrop for relaxation and urban exploration, making it an ideal destination for both leisure and business travelers. With picturesque map views and family homes dotting the landscape, Pleasanton is truly a perfect place to unwind and enjoy your vacation.

  • Asco: Nestled within the Pleasanton area, Asco is a charming village that offers a unique blend of business and family experiences. Travelers are drawn to its accessible shopping centers and malls, making it a convenient destination for those looking to enjoy a leisurely day of retail therapy. The welcoming atmosphere and local amenities ensure that visitors can relax and enjoy their stay, whether for work or pleasure. Asco is an ideal spot for families seeking a community-oriented experience while exploring the greater Pleasanton area.
  • Livermore: Located 6 miles from Pleasanton, Livermore is a vibrant city that appeals to families, business travelers, and city explorers alike. Known for its shopping centers and educational institutions, Livermore also boasts nearby attractions like beautiful bays, beaches, and a thrilling theme park. These features provide visitors with a wonderful mix of relaxation and excitement. Livermore's welcoming community and engaging activities make it a must-visit destination during your vacation.
  • Dublin: Just 4 miles from Pleasanton, Dublin is a lively city that beckons outdoor enthusiasts and families. With a range of shopping centers and educational venues, Dublin offers plenty of options for a day out. Notable local landmarks include a modern event conference venue, a stadium, and a historic college university that showcase the city's rich culture and community spirit. Dublin's blend of urban charm and outdoor experiences makes it a fantastic addition to your travel itinerary.

Best time to go to Pleasanton

If you're planning a trip to Pleasanton, it's a good idea to check both the weather and property rates. The warmest month is August. Peak season runs in April and June to July, while off-peak times, like October to December tend to have fewer bookings and better deals.

calendar iconCalendar Monthtemperature iconTemperaturerain iconPrecipitationmostly cloudy iconCloudinessoccupation rate iconOccupancyprice iconPricing
January49.5°F (9.7°C)Light RainMostly SunnyAverageSlightly Low
February50.7°F (10.4°C)Light RainMostly SunnyAverageSlightly Low
March52.7°F (11.5°C)Light RainMostly SunnyAverageSlightly Low
April56.7°F (13.7°C)No Rain (Dry)SunnySlightly HighAverage
May61.0°F (16.1°C)No Rain (Dry)SunnyAverageAverage
June67.1°F (19.5°C)No Rain (Dry)SunnySlightly HighSlightly High
July70.3°F (21.3°C)No Rain (Dry)SunnySlightly HighSlightly High
August70.5°F (21.4°C)No Rain (Dry)SunnyAverageSlightly High
September69.3°F (20.7°C)No Rain (Dry)SunnyAverageAverage
October64.2°F (17.9°C)No Rain (Dry)SunnySlightly LowAverage
November55.2°F (12.9°C)No Rain (Dry)SunnySlightly LowAverage
December49.3°F (9.6°C)Light RainMostly SunnySlightly LowAverage

Booking with Vrbo is a breeze

Are you hoping to save money on your upcoming trip? Being flexible with your travel dates can really make a difference, as prices often fluctuate. Additionally, booking a longer stay can lead to substantial savings. To discover a Vrbo property that aligns with your budget, feel free to use our filters to sort by price, location, and type of vacation rental. We're here to help you find the perfect fit for your travel needs!

Unlock savings with One Key

Reserve a qualifying Vrbo for your group getaway and earn OneKeyCash™ on your booking. Being the planner truly benefits you! By enrolling in our travel rewards program, One Key, you'll gain immediate access to member discounts and the opportunity to earn and redeem OneKeyCash™ on eligible reservations. Sign up today and begin enjoying your savings!

Vrbo Trips: Planning as easy as it gets

Vrbo's cutting-edge Trip Board offers a convenient way for you to plan your travels. Whether you're starting a new trip, picking up where you left off, or organizing your itinerary, Trip Boards have you covered. You can easily access the properties you've saved or booked by checking the Potential, Upcoming, or Current Trips sections. To explore Trip Boards, simply visit: https://www.vrbo.com/en-ca/trips.

**Based on Vrbo properties bookings.

Live like a local in Pleasanton

Set in the East Bay area of Northern California, the charming city of Pleasanton lives up to its name in every way. Whether you’re in search of rural or urban pursuits, Pleasanton gives you access to both, with more than 1,200 acres of parks, open space and trails, alongside bustling markets and shops, fine dining and cafes – not to mention festivals, parades, and free outdoor concerts. It’s no wonder Pleasanton is considered to be one of the best cities to live in – and you can live like a local when you book a Pleasanton vacation rental.

Open-air art and underground fun in Pleasanton

Head to the state-of-the-art Firehouse Arts Center for music, art, poetry, theater, and more. Or to the Museum on Main, which holds free open-air family days from June through September. Download the free ‘Guide by Cell’ from the museum’s website, and learn more about the historic old buildings – and secret underground tunnels! – of Downtown Pleasanton. The Alviso Adobe house is a rare example of an early American adobe, and there’s a replica old dairy in the surrounding park. Kids will go wild for the elephant exhibit at Oakland Zoo, while parents can visit a local winery.

Aquatic adventures in Pleasanton

On hot summer days, a visit to the peaceful Shadow Cliffs Park is a must. Shadow Cliffs Lake has a swimming beach which is open daily, but has lifeguards on duty during summer months only. Boats can be rented from late spring to early fall, and fishing is also popular. You’ll find plenty of hiking trails in the area, and golfers will appreciate the challenging Callippe Preserve Golf Course, while shoppers can fill their boots on the tree-lined streets of historic Downtown, or at nearby Stoneridge mall. There’s also a year-round weekly farmers’ market.

You’ll be walking on sunshine

Pleasanton residents clearly love a festival, and there are events, concerts and parades throughout the year, particularly in the summer months, when it’s sunny and warm. June and July are popular times to visit, with the county fair taking place at the Alameda County Fairgrounds and weekly open-air concerts in Lions Wayside Park. Temperatures have been known to top the 100 mark in the summer months, but usually hover around 70-80 degrees, dropping into the 50s in the winter. Pleasanton vacation rentals are in particularly high demand during the summer peak.

Exploring the natural features in Pleasanton

Whether you're looking for exciting outdoor activities or just want to take in the scenery, Pleasanton is a great spot to appreciate mother nature. Here are a few of the area's noteworthy sights, all within 30 miles (48.2 km) of the city center:

  • San Francisco Bay (23.2 mi / 37.3 km)
  • Lake Elizabeth (9.2 mi / 14.8 km)
  • Mount Diablo State Park (15.3 mi / 24.6 km)
  • Alum Rock Park (18.8 mi / 30.2 km)
  • Bishop Ranch Regional Preserve (7.7 mi / 12.4 km)
  • Fremont Central Park (9.2 mi / 14.8 km)

How to get to and around Pleasanton

The nearest airport is in Oakland Intl. Airport (OAK), located 18.8 mi (30.3 km) from the city center. If you can't find a flight that works for your travel itinerary, you could also fly into San Francisco Intl. Airport (SFO), which is 28.3 mi (45.5 km) away.

If you prefer train travel, the main station is Pleasanton Station. Utilize the area's public transportation and catch a ride on the metro at Dublin/Pleasanton Station or West Dublin-Pleasanton Station to easily get around the city.

Frequently asked questions

What is the best area to stay in Pleasanton when booking a vacation rental?
When looking for the best area to stay in Pleasanton, California, the downtown district stands out as a prime choice for vacation rentals. This charming neighborhood is known for its vibrant atmosphere, featuring a mix of boutique shops, restaurants, and cafes that cater to a variety of tastes. One of the top attractions nearby is the Pleasanton Farmers' Market, which takes place every Saturday and offers a delightful selection of fresh produce and artisanal goods. Additionally, the historic Pleasanton Hotel adds a touch of local heritage to the area, making it a picturesque spot to explore.

Another excellent option is the area around the Pleasanton Ridge Regional Park, ideal for nature lovers and outdoor enthusiasts. This neighborhood provides easy access to hiking trails with stunning views of the surrounding hills and valleys. The park itself is a great place for picnics and offers plenty of opportunities for recreational activities.
How much does it cost to rent a vacation home in Pleasanton?
Prices for vacation rentals in Pleasanton vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're traveling solo, as a couple, with family, or in a group. Vrbo offers something for every taste and budget, from affordable rentals in Pleasanton to more spacious homes. To get the best value, book early and take advantage of Vrbo's free rewards program.
Are there any discounts for Pleasanton vacation house rentals?
You can find great discounts on house rentals in Pleasanton on Vrbo, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for Last minute bookings, and Early bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
What is the most popular type of vacation rental accomodation in Pleasanton?
In Pleasanton, vacation houses are the most popular type of rental accommodation, with about 18 available throughout the city. These homes are typically situated in family-friendly neighborhoods, providing a sense of community and comfort. Most vacation houses come equipped with multiple bedrooms, spacious living areas, and fully stocked kitchens, making them ideal for families or larger groups looking to enjoy a cozy feel. Many properties also feature outdoor spaces such as patios or gardens, superb for relaxation after exploring local attractions like the Pleasanton Ridge Regional Park or the historic downtown area.
Are there any family house rentals in Pleasanton?
In Pleasanton, California, there are around ten family-friendly house rentals to choose from, making it a suitable destination for those traveling with children. The downtown area features charming homes that provide spacious living rooms, fully equipped kitchens, and outdoor patios where families can enjoy barbecues and playtime. Many properties also include amenities such as Wi-Fi, air conditioning, and laundry facilities for added convenience.

Nearby, visitors can explore beautiful parks like Shadow Cliffs Regional Recreation Area, which offers picnic spots, walking trails, and opportunities for fishing and swimming. Additionally, the historic Main Street is just a short drive away, lined with family-friendly restaurants, shops, and local attractions.
Can I rent a vacation home with a pool or hot tub in Pleasanton?
In Pleasanton, there are several vacation homes available for rent that feature pools and hot tubs, making it a great choice for travelers seeking relaxation and leisure. This charming city, located in the East Bay region of California, offers a variety of neighborhoods where these properties can be found, including the picturesque downtown area, known for its vibrant atmosphere and local shops, as well as the more serene residential neighborhoods that provide a tranquil escape.

Travelers can expect a range of amenities in these rentals, including private swimming pools, outdoor hot tubs, spacious backyards, and fully equipped kitchens, ideal for enjoying meals in a relaxed setting. Many properties may also offer additional features such as outdoor dining areas, barbecue grills, and landscaped gardens, enhancing the overall vacation experience.
Can I find long-stay vacation rentals in Pleasanton?
A long-stay vacation rental in Pleasanton is the best way to experience local living. Plus, you can make the most of long-stay discounts. For month-long stays, save an average of 19%, and for week-long bookings you can save an average of 10%.* Long-stay discounts are applied automatically when you enter your vacation dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
Are there pet-friendly house rentals in Pleasanton?
In Pleasanton, travelers can find several pet-friendly house rentals that cater to those looking to enjoy a comfortable stay with their furry companions. Many of these properties are equipped with modern amenities such as spacious backyards, fully stocked kitchens, and cozy living areas, making them ideal for family gatherings or longer stays.

The Pleasanton Ridge Regional Park is a nearby point of interest, offering scenic trails and open spaces great for walks with pets. Additionally, the downtown area features pet-friendly cafes and shops, adding to the overall experience for guests traveling with pets.
Are there any remote work vacation rentals in Pleasanton?
In Pleasanton, California, there are several remote work vacation rentals available, with about 13 options to choose from. This charming town offers a blend of suburban comfort and accessibility to nearby attractions. Many of the properties cater specifically to remote workers, featuring amenities such as high-speed Wi-Fi, dedicated desk spaces, and ergonomic chairs to ensure a productive environment. Additionally, travelers can expect comfortable living areas for relaxation and the possibility of outdoor spaces for a refreshing break during work hours.

Pleasanton is known for its picturesque downtown area, where visitors can enjoy local shops, cafes, and parks. The proximity to the Livermore Valley wine region also provides opportunities for leisure activities after work. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
Are there any Pleasanton vacation rentals with parking?
Vrbo offers a wide selection of vacation rentals in Pleasanton with parking available—perfect for families or travelers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details on Vrbo and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
What are popular rental amenities in Pleasanton?
In Pleasanton, popular vacation rental amenities include WiFi, kitchens, coffee and tea makers, and onsite parking. Many rentals also offer complimentary breakfast, making them convenient for travelers looking to start their day off right.
When is the best time to visit Pleasanton for a vacation rental?
The best time to book a vacation rental in Pleasanton is during the peak season from May to July, with July being particularly popular among travelers. This vibrant period is characterized by warm, sunny days, making it ideal for outdoor activities, local festivals, and enjoying Pleasanton's charming downtown area.

During these summer months, daytime temperatures typically range from the mid-70s to mid-90s Fahrenheit. Visitors can take advantage of Pleasanton's lush parks, hiking trails, and the nearby Livermore Valley wine country, where wine tastings and scenic vineyard tours abound. The pleasant climate enhances the experience, allowing for endless opportunities to explore and unwind.

If you're looking for a more budget-friendly time to visit, consider planning your trip in December. While this month may be quieter, it offers a unique charm with festive decorations and holiday events. You can enjoy cozy winter activities and still take in the beauty of the surrounding landscapes without the crowds.

Ultimately, the choice between the energetic summer atmosphere and the serene winter vibe will depend on your travel preferences.
How early should I book a Pleasanton vacation rental?
Book your Pleasanton vacation rental at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your vacation rental, the better the price.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
What are the top attractions in Pleasanton?
In Pleasanton, visitors can enjoy a variety of attractions that showcase the area's charm and natural beauty. The historic downtown area is a vibrant hub featuring a mix of boutique shops, restaurants, and the popular Pleasanton Farmers' Market, held weekly. Nearby, the Pleasanton Ridge Regional Park offers hiking trails with stunning views of the Tri-Valley, making it a great spot for outdoor enthusiasts.

For families, the Alameda County Fairgrounds hosts numerous events throughout the year, including the county fair itself, which features rides, games, and live entertainment. Wine lovers can explore the nearby Livermore Valley Wine Country, where numerous wineries offer tastings and tours, contributing to a picturesque and relaxing experience.

Additionally, the Museum on Main provides insights into the local history and culture, with engaging exhibits that are great for a family outing.
Can I change or cancel my Pleasanton home rental booking on Vrbo?
To find Pleasanton vacation rentals with free cancellation, just use Vrbo's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Vrbo rentals give you the privacy of having the entire place to yourself, and for extra flexibility, some travelers can choose to pay over time with Affirm. Whether you're adjusting your plans or looking for flexible payment options, Vrbo makes it easy to book with confidence.
Why should I join Vrbo as a host?
Joining Vrbo as a host opens the door to a global community of travelers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Vrbo makes it easy to list, manage, and succeed. Whether it's a cozy flat or a countryside retreat, you can turn your space into a standout destination—become a host and let Vrbo handle the heavy lifting to help you thrive.
Are all fees included in the Pleasanton vacation rental prices shown on Vrbo?
Vrbo provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.