Destination guide

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.

Things to do

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.

Natural features

Float like a butterfly in Pleasanton

One of the most scenic spots in Pleasanton is the Callippe Preserve Golf Course, in a protected valley with scenic views of Mt Diablo and Pleasanton Ridge. The course is named after the endangered Callippe Silverspot butterfly – follow one of the hiking trails around the course and you might be lucky enough to spot one in the grasslands. The 80-acre Shadow Cliffs Lake is well stocked with trout, catfish, bluegill, and black bass, and you’ll also find waterbirds in the more secluded parts of Shadow Cliffs Park, close to most Pleasanton vacation rentals.

How to get there

Transportation to and around Pleasanton

The nearest airport is in Hayward, CA (HWD-Hayward Executive), located 13.2 mi (21.3 km) from the city center. If you can't find a flight that works for your travel itinerary, you can also fly into Oakland, CA (OAK-Oakland Intl.), which is 18.8 mi (30.3 km) away.

If you're traveling by train, the main station is Pleasanton Station. Consider catching the metro at Dublin-Pleasanton BART Station or West Dublin-Pleasanton Station to more easily navigate the city.

Where to stay around Pleasanton?

Our 2019 property listings offer a large selection of 679 vacation rentals near Pleasanton. From 325 Houses to 247 Condos/Apartments, find a unique house rental for you to enjoy a memorable stay with your family and friends. The best places to stay near Pleasanton for a holiday or a weekend are on HomeAway.

What is the best area to stay when traveling to Pleasanton?

Whether you're traveling with family or friends, here are the areas with the largest selection of vacation rentals for a holiday trip or just for a weekend in Pleasanton:

  • Allied Arts: 19 vacation rentals
  • Central San Jose: 202 vacation rentals
  • Berkeley Hills: 186 vacation rentals
  • Rockridge: 145 vacation rentals
  • North San Jose: 138 vacation rentals

For other neighborhoods, please use our search bar to access the selection of vacation rentals available.

What are the popular points of interest near where I can stay when traveling to Pleasanton?

HomeAway offers a large selection of vacation rentals near lovely places in Pleasanton. From HomeAway travelers, the most popular points of interest to stay for a holiday trip or just for a weekend are:

  • Shadow Cliffs Regional Recreation Area: 234 vacation rentals
  • Pleasanton Golf Center: 301 vacation rentals
  • Alameda County Fairgrounds: 302 vacation rentals
  • Tommy T's Comedy House: 289 vacation rentals
  • Mitchell Katz Winery: 236 vacation rentals

But there are many other points of interest around Pleasanton listed on HomeAway where you can find your place to stay. Please use our search bar to access the selection of vacation rentals available near the point of interest of your choice.

Can I rent Houses in Pleasanton?

Yes, of course. HomeAway has 325 Houses in Pleasanton. Our other popular types of vacation rentals in Pleasanton include:

  • Condos/Apartments: 247 rentals available
  • Villas: 9 rentals available
  • Townhouses: 38 rentals available

But you can also enjoy a great stay in one of our other vacation rentals including Bungalows and more.

Can I find a vacation rental with pool in Pleasanton?

Yes, you can select your preferred vacation rental with pool among our 125 vacation rentals with pool available in Pleasanton. Please use our search bar to access the selection of vacation rentals available.

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