A golf course with a backdrop of hills and scattered houses.

Pleasanton Holiday Rentals

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Our top choices for Pleasanton holiday rentals

Hills Cottage with Panoramic Views & Hot Tub. Pet Friendly!

Hills Cottage with Panoramic Views & Hot Tub. Pet Friendly!
Oakland
9.0 out of 10, Wonderful, (21 reviews)
"I really enjoyed my stay in this lovely and quiet cottage!"
United States
Tovah A.
The price is NZ$393
includes taxes & fees
29 June - 30 June
Hills Cottage with Panoramic Views & Hot Tub. Pet Friendly!

25 Dollar Holiday Specials! BBQ, Trails. Camp Over 300 Acers TEXT/650-781-2139

25 Dollar Holiday Specials! BBQ, Trails. Camp Over 300 Acers TEXT/650-781-2139
Livermore
The price is NZ$115
includes taxes & fees
28 June - 29 June
25 Dollar Holiday Specials! BBQ, Trails. Camp Over 300 Acers TEXT/650-781-2139

Walk Downtown + Beach • King Beds • Family-Friendly

Walk Downtown + Beach • King Beds • Family-Friendly
East End
The price is NZ$658
includes taxes & fees
9 July - 10 July
Walk Downtown + Beach • King Beds • Family-Friendly

Kasa University-Airport Santa Clara

Kasa University-Airport Santa Clara
4.0 star property
Santa Clara
9.0 out of 10, Wonderful, (68 reviews)
",Clean modern and comfortable facility. The amenities were perfect! "
United States
Elizabeth
The price is NZ$308
includes taxes & fees
29 June - 30 June
Kasa University-Airport Santa Clara

Lakefront Haven • Boat Rental • Sleeps 4 people

Lakefront Haven • Boat Rental • Sleeps 4 people
Discovery Bay
8.8 out of 10, Excellent, (22 reviews)
"Super easy check in, convenient location."
United States
LINDA J.
The price is NZ$531
includes taxes & fees
26 July - 27 July
Lakefront Haven • Boat Rental • Sleeps 4 people

Affordable 2BR Apt | Uptown + Parking + Near Shops & Dining

Affordable 2BR Apt | Uptown + Parking + Near Shops & Dining
Oakland Ave - Harrison St
10.0 out of 10, Exceptional, (4 reviews)
"It was perfect for what we were doing and easy to get to"
United States
Julie R.
The price is NZ$718
includes taxes & fees
1 July - 2 July
Affordable 2BR Apt | Uptown + Parking + Near Shops & Dining

Palo Alto Cottage: Privacy, Comfort & Convenience

Palo Alto Cottage: Privacy, Comfort & Convenience
Midtown
9.6 out of 10, Exceptional, (22 reviews)
"Enjoyed our stay. Thank you!"
United States
b e.
The price is NZ$376
includes taxes & fees
1 July - 2 July
Palo Alto Cottage: Privacy, Comfort & Convenience

Studio Suite w/ Full Kitchen in Silicon Valley

Studio Suite w/ Full Kitchen in Silicon Valley
Milpitas
The price is NZ$390
includes taxes & fees
3 July - 4 July
Studio Suite w/ Full Kitchen in Silicon Valley

Large Cottage Near SF, Beach, Airport w/Backyard

Large Cottage Near SF, Beach, Airport w/Backyard
West Alameda
9.8 out of 10, Exceptional, (73 reviews)
"Lovely space for a one-night stay. Easy arrival and pleasant atmosphere "
United States
Olivia H.
The price is NZ$548
includes taxes & fees
28 June - 29 June
Large Cottage Near SF, Beach, Airport w/Backyard

SJ Downtown Victorian Master King Bedroom 2

SJ Downtown Victorian Master King Bedroom 2
Hensley
7.8 out of 10, Good, (7 reviews)
"Check-in was simple and easy! I used this room to get ready for my wedding day and it was perfect! The only thing was that the bathroom sink had no hot water, but that wasn't such a big issue. "
United States
Hilda Jasmin A.
The price is NZ$327
includes taxes & fees
5 July - 6 July
SJ Downtown Victorian Master King Bedroom 2

2 Beds, 1 Bath, Kitchen private space, Furnished Stanford, Palo Alto, Menlo Park

2 Beds, 1 Bath, Kitchen private space, Furnished Stanford, Palo Alto, Menlo Park
Menlo Park
8.0 out of 10, Very good, (10 reviews)
"It was a business trip"
United States
Omayma Z.
The price is NZ$611
includes taxes & fees
26 July - 27 July
2 Beds, 1 Bath, Kitchen private space, Furnished Stanford, Palo Alto, Menlo Park

Private Cottage nearby SCU, San Jose Downtown, San Jose Airport, SAP

Private Cottage nearby SCU, San Jose Downtown, San Jose Airport, SAP
Northside
10.0 out of 10, Exceptional, (12 reviews)
"Great property and had everything included that I needed for my stay! Very prompt communication from the owner as well. "
United States
John M.
The price is NZ$396
includes taxes & fees
13 July - 14 July
Private Cottage nearby SCU, San Jose Downtown, San Jose Airport, SAP

Charming 2-Bedroom Oakland Home Near BART – Flexible Lease

Charming 2-Bedroom Oakland Home Near BART – Flexible Lease
Oakland
10.0 out of 10, Exceptional, (1 review)
"The rooms are are not as described bed down stairs only is a matters and box spring. Also the downstairs bathroom had dirty laundry in it "
United States
Maaiiah B.
The price is NZ$428
includes taxes & fees
30 June - 1 July
Charming 2-Bedroom Oakland Home Near BART – Flexible Lease

Brilliant PRIVATE 1 bedroom 1 bath studio with AC in vibrant San Jose

Brilliant PRIVATE 1 bedroom 1 bath studio with AC in vibrant San Jose
East San Jose
The price is NZ$274
includes taxes & fees
26 July - 27 July
Brilliant PRIVATE 1 bedroom 1 bath studio with AC in vibrant San Jose

Bay Area Bliss: Cozy Family Condo in the Heart of Hayward Hills Close to CSUEB.

Bay Area Bliss: Cozy Family Condo in the Heart of Hayward Hills Close to CSUEB.
Mission Foothills
9.8 out of 10, Exceptional, (7 reviews)
"The stay was good , property was clean and good option for single family "
United States
Arun R.
The price is NZ$784
includes taxes & fees
5 July - 6 July
Bay Area Bliss: Cozy Family Condo in the Heart of Hayward Hills Close to CSUEB.

@ Marbella Lane - 2BR LwrLvl Home 11-Min to Levi's

@ Marbella Lane - 2BR LwrLvl Home 11-Min to Levi's
Northside
9.8 out of 10, Exceptional, (6 reviews)
"This is a great place for a group of 3 or 4 people to stay. It’s clean, nicely furnished, and the owners are easy to communicate with."
United States
Dave J.
The price is NZ$729
includes taxes & fees
2 July - 3 July
@ Marbella Lane - 2BR LwrLvl Home 11-Min to Levi's

Downtown SJ l Silicon Valley l 3 Bedroom Home

Downtown SJ l Silicon Valley l 3 Bedroom Home
Northside
The price is NZ$1,181
includes taxes & fees
4 July - 5 July
Downtown SJ l Silicon Valley l 3 Bedroom Home

Bright 3BR/3BA San Jose Townhome | Great Location

Bright 3BR/3BA San Jose Townhome | Great Location
East San Jose
The price is NZ$1,034
includes taxes & fees
5 July - 6 July
Bright 3BR/3BA San Jose Townhome | Great Location

Sunny Spacious House in Vibrant Berkeley/Oakland Rockridge

Sunny Spacious House in Vibrant Berkeley/Oakland Rockridge
Oakland
9.4 out of 10, Exceptional, (82 reviews)
"Good location and very comfortable home with plenty of sun. I would stay again. "
United States
Melody B.
The price is NZ$663
includes taxes & fees
28 June - 29 June
Sunny Spacious House in Vibrant Berkeley/Oakland Rockridge

Views on a Hill.....

Views on a Hill.....
East San Jose
10.0 out of 10, Exceptional, (12 reviews)
"Host was amazing, communication was great. Location was perfect, quiet and clean. Highly recommend. "
United States
Michael S.
The price is NZ$494
includes taxes & fees
2 July - 3 July
Views on a Hill.....
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Find out more about Pleasanton

Everything you need to know about Pleasanton holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Pleasanton holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Pleasanton holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Pleasanton holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Pleasanton. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Pleasanton holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Pleasanton holiday rentals we have selected for you start as low as NZ$166 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Pleasanton rentals

At Expedia, we put the best Pleasanton holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Pleasanton rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Pleasanton holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Pleasanton. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

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Frequently asked questions

Can I find a holiday rental in Pleasanton?

Yes, there are holiday rentals in Pleasanton close to Alameda County Fairgrounds, or you can select a more secluded option if you're looking for a relaxing stay. Tourists like the array of shops and top-notch restaurants in Pleasanton. The festivals and entertainment venues are some other things you might like to check out during your trip.

What are some of the best holiday rentals that Pleasanton has to offer?

2 BR 2 Bath home close to Downtown, 2.3 miles to BART 40 minutes drive to SFO: This highly rated holiday home rental in Pleasanton is equipped with a garden, air conditioning and laundry facilities to help you feel comfortable during your stay. Kitchen amenities include a dishwasher, a stovetop and a microwave.

How many holiday rentals are there in Pleasanton?

Choose from 9 Expedia holiday rentals in Pleasanton for a memorable holiday.

What can I see and do in Pleasanton?

Shadow Cliffs Regional Recreation Area and Cubby's Dog Park are a couple of scenic spots to enjoy the outdoors, whereas Tommy T's Comedy House is one of the cultural attractions. Other popular places to visit in the area include Levi's Stadium and California's Great America.

What are holiday rentals like in Pleasanton?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Pleasanton. Holiday rentals offer extras such as laundry facilities and kitchens so you'll feel just like you're staying in your own home. If you're concerned about a clean environment, holiday rentals can offer a sense of privacy away from public hotel lifts and busy reception areas while still allowing you the excitement and enjoyment of travel. You'll also have more space in a holiday rental than in a standard hotel, which is another reason why a holiday rental is a great option for a family trip or a small group gathering.