Book Holiday Homes in Pleasanton

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Featured Holiday Homes in Pleasanton

Spacious 4-bedroom house with WiFi, AC in lovely Santa Clara

Spacious 4-bedroom house with WiFi, AC in lovely Santa Clara

santa clara
The price is AU$676 per night from 27 Dec to 28 Dec
AU$676
includes taxes & fees
27 Dec - 28 Dec
With a stay at this vacation home in Santa Clara, you'll be within a 5-minute drive of Santa Clara Convention Center and California's Great America.
Spacious 4-bedroom house with WiFi, AC in lovely Santa Clara
 4-bedroom house with WiFi in North San Jose, fully furnished.

4-bedroom house with WiFi in North San Jose, fully furnished.

San Jose
The price is AU$700 per night from 29 Dec to 30 Dec
AU$700
includes taxes & fees
29 Dec - 30 Dec
With a stay at this vacation home in San Jose (North San Jose), you'll be within a 15-minute drive of Levi's Stadium and Tesla Motors.
4-bedroom house with WiFi in North San Jose, fully furnished.
Marbella Lane Triplex San Jose

Marbella Lane Triplex San Jose

3.5 out of 5
475 N 18th St, San Jose, CA
With a stay at Marbella Lane Triplex San Jose in San Jose (Northside), you'll be within a 5-minute drive of CSU San Jose State University and San Jose Convention ...
Marbella Lane Triplex San Jose
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SJ Landmark The Hensley House Master Suite with Bathtub Unit 1

SJ Landmark The Hensley House Master Suite with Bathtub Unit 1

San Jose
The price is AU$331 per night from 26 Dec to 27 Dec
AU$331
includes taxes & fees
26 Dec - 27 Dec
With a stay at this vacation home, you'll be centrally located in San Jose, within a 5-minute drive of San Jose Convention Center and SAP Center at San ...
SJ Landmark The Hensley House Master Suite with Bathtub Unit 1
Downtown SJ The Hensley House

Downtown SJ The Hensley House

San Jose
The price is AU$371 per night from 26 Dec to 27 Dec
AU$371
includes taxes & fees
26 Dec - 27 Dec
With a stay at this vacation home, you'll be centrally located in San Jose, within a 5-minute drive of San Jose Convention Center and SAP Center at San ...
Downtown SJ The Hensley House
Brand New Designer Row Home 3BR

Brand New Designer Row Home 3BR

Oakland
With a stay at this vacation home in Oakland (Grand Lake), you'll be within a 10-minute drive of Jack London Square and University of California, Berkeley.
Brand New Designer Row Home 3BR
497-Upscale Home w/AC & Patio near Meta & Stanford

497-Upscale Home w/AC & Patio near Meta & Stanford

Menlo Park
The price is AU$1,243 per night from 5 Jan to 6 Jan
AU$1,243
includes taxes & fees
5 Jan - 6 Jan 2025
With a stay at this vacation home in Menlo Park, you'll be within a 10-minute drive of San Francisco Bay and Stanford University.
497-Upscale Home w/AC & Patio near Meta & Stanford
New4BR!  Spacious house Mins to Meta, San Mateo

New4BR! Spacious house Mins to Meta, San Mateo

2 out of 5
Hayward
With a stay at this vacation home in Hayward (Mount Eden), you'll be within a 15-minute drive of Oakland Arena and Chabot College.
New4BR! Spacious house Mins to Meta, San Mateo
MODERN 7BED 4BR 2BA HOME IN DOWNTOWN SAN JOSE

MODERN 7BED 4BR 2BA HOME IN DOWNTOWN SAN JOSE

San Jose
With a stay at this vacation home in San Jose (Northside), you'll be within a 5-minute drive of PayPal Park and CSU San Jose State University.
MODERN 7BED 4BR 2BA HOME IN DOWNTOWN SAN JOSE
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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Pleasanton Holiday Houses

Do you love last minute road trips and late-night food runs and sunrises on the beach? Do words like “schedule” and “calendar” make you shout, “Don’t box me in!”? You might be a little bit of a rebel. But you’re a rebel with a cause: having a smashing holiday. Itinerary? What’s that? Our Pleasanton vacation homes are the perfect way for you to wing it.

Holiday houses in Pleasanton let you live life on your own terms. You’ll have so much space, you’ll wish you had more friends and family—but you can always invite over the neighbours. You can often have luxury amenities, but with all the attractions of Pleasanton in your backyard, budget holiday homes will do just fine, too. That will just leave you more dough to spend on the important things: cocktails, brunch, and local Pleasanton adventures, obvs.

If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in Pleasanton with your name on it.

No need to spend big bickies for a holiday beach house the size of Buckingham Palace—unless you’re really in trouble with bae. We’ve got a great selection of Pleasanton vacation homes with everything you need for a seriously amazing getaway. Throw out that daily planner and hit “reject” on all those meeting invites. You’re off to a place where there are no rules.

Pleasanton Holiday Homes essential information

Accommodation
638 Holiday Homes
Lowest Price
AU$144
Highest Price
AU$1,243
Popular accommodation
Spacious 4-bedroom house with WiFi, AC in lovely Santa Clara, 4-bedroom house with WiFi in North San Jose, fully furnished. , Marbella Lane Triplex San Jose, SJ Landmark The Hensley House Master Suite with Bathtub Unit 1, Downtown SJ The Hensley House, Brand New Designer Row Home 3BR, 497-Upscale Home w/AC & Patio near Meta & Stanford, New4BR! Spacious house Mins to Meta, San Mateo, MODERN 7BED 4BR 2BA HOME IN DOWNTOWN SAN JOSE

Top trending hotels in Pleasanton

Larkspur Landing Extended Stay Suites Pleasanton

Larkspur Landing Extended Stay Suites Pleasanton

3 out of 5
5535 Johnson Drive, Pleasanton, CA
Fully refundableReserve now, pay when you stay
The price is AU$144 per night from 25 Dec to 26 Dec
AU$144
includes taxes & fees
25 Dec - 26 Dec
With a stay at Larkspur Landing Extended Stay Suites Pleasanton in Pleasanton, you'll be in the business district, just a 2-minute walk from Tommy T's Comedy ...
Larkspur Landing Extended Stay Suites Pleasanton
Four Points by Sheraton Pleasanton

Four Points by Sheraton Pleasanton

3 out of 5
5115 Hopyard Rd, Pleasanton, CA
Fully refundableReserve now, pay when you stay
The price is AU$166 per night from 27 Dec to 28 Dec
AU$166
includes taxes & fees
27 Dec - 28 Dec
Located in Pleasanton, Four Points by Sheraton Pleasanton is a 4-minute walk from Tommy T's Comedy House and a 4-minute drive from Stoneridge Shopping ...
Four Points by Sheraton Pleasanton
Sonesta Silicon Valley

Sonesta Silicon Valley

4 out of 5
1820 Barber Ln, Milpitas, CA
Fully refundableReserve now, pay when you stay
The price is AU$217 per night from 27 Dec to 28 Dec
AU$217
includes taxes & fees
27 Dec - 28 Dec
When you stay at Sonesta Silicon Valley in Milpitas, you'll be in the business district, within a 10-minute drive of Levi's Stadium and PayPal Park.
Sonesta Silicon Valley
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The Marina Inn on San Francisco Bay

The Marina Inn on San Francisco Bay

2.5 out of 5
68 Monarch Bay Dr, San Leandro, CA
Fully refundableReserve now, pay when you stay
The price is AU$179 per night from 24 Dec to 25 Dec
AU$179
includes taxes & fees
24 Dec - 25 Dec
With a stay at The Marina Inn on San Francisco Bay in San Leandro, you'll be next to a golf course, within a 15-minute drive of Jack London Square and Monarch ...
The Marina Inn on San Francisco Bay
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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

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^Subject to availability and chosen travel dates.