Discover a selection of 1,000 vacation rentals in Pleasanton, CA that are perfect for your trip. Whether you’re traveling with friends, family, or even pets, Vrbo vacation homes have the best amenities for hanging out with the people that matter most, including swimming pools and kitchens. Prices start at $131 per night, and houses and condos are popular options for a stay in Pleasanton. Either way, you'll find a rental for everyone's needs.
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.

How many vacation rentals are available around Pleasanton, CA?

Our 2020 property listings offer a large selection of 859 vacation rentals around Pleasanton. From 345 house rentals to 224 condo and apartment rentals, find a unique house rental for you to enjoy a memorable holiday or a weekend with your family and friends.

Can I rent a city-center property in Pleasanton?

One word (or perhaps three) — location, location, location! There's nothing more thrilling than basing yourself in the heart of the action. Vrbo has 85 centrally located rental homes available. Alternatively, you might like to go for a different sort of vacation setting. Vrbo has plenty of options to pick from, including:

  • 39 mountain-view vacation rentals.
  • 16 town vacation rentals.
  • 12 water-view vacation rentals.

Can I rent a house in Pleasanton?

Forget about standardized, cookie cutter hotel rooms. Our house vacation rentals offer a personal touch — and all the space you could need! There are 367 options currently listed on Vrbo. Prices start at $45 a night. Or perhaps you'd prefer one of the area's other sought-after lodging types, such as:

  • Hotel: 216 vacation homes. Prices start from $58 per night.
  • Apartment: 201 vacation homes. Prices start from $64 per night.
  • Condo: 70 vacation homes. Prices start from $80 per night.

Can I stay in Pleasanton in a large group?

There's nothing quite as exciting as exploring somewhere totally new with friends and family. The good news is Vrbo has some places suitable for big groups. House vacation homes are the most popular choice for large groups, with 72 featured here. Rental options in the area that can house large groups include:

  • On the hunt for vacation homes that can hold 6 guests? We have 366 that will be perfect. Prices begin from just $119 per night.
  • If you've got 5 in your crew, you'll be thrilled to discover that there are 160 vacation homes suitable. You can get one for as little as $107 per night.
  • On a trip away with a group of 8? We have 146 vacation homes that match your requirements. Prices begin at just $119 per night.

Your whole squad will be in good hands when you plan your Pleasanton escape with us!

Where are the cheapest rentals in Pleasanton?

Give the flick to sterile, drab chain-hotel rooms! Revel in the freedom of living like one of the locals in a cost-effective rental instead. Check out all the amazing options available for you now on Vrbo. Skyline-Hillcrest Estates has bargain written all over it. And with 11 Vrbo rentals at an average price of $149 a night, you can see why. There are another 162 Vrbo rentals awaiting you in or around North San Jose. The average price here is $186 per night.

Explore destinations around Pleasanton

San Jose
1,041 vacation rentals
Santa Clara
850 vacation rentals
1,690 vacation rentals
1,581 vacation rentals
Discovery Bay
47 vacation rentals
Palo Alto
711 vacation rentals
913 vacation rentals
Menlo Park
423 vacation rentals
1,608 vacation rentals
Mountain View
806 vacation rentals
1,875 vacation rentals
743 vacation rentals
2,276 vacation rentals
Walnut Creek
1,514 vacation rentals
209 vacation rentals
Castro Valley
773 vacation rentals
73 vacation rentals
Redwood City
623 vacation rentals
1,478 vacation rentals
East Palo Alto
528 vacation rentals