Holiday Rentals in Pleasanton

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Our top choices for Pleasanton holiday rentals

Aparthotel in Santa Clara

Kasa University-Airport Santa Clara
4.0 star property
9.0 out of 10, Wonderful, (56)
"The unit was spacious, clean, and comfortable. The location is close to SAP Center. There’s a cafe downstairs. Otherwise you need to drive for eateries."
United States
Quynh Huong
The price is €117
includes taxes & fees
8 Jan - 9 Jan 2026
Kasa University-Airport Santa Clara

Apartment in West Alameda

Alameda Modern Victorian 2BD unit D
10.0 out of 10, Exceptional, (2)
"Needs new heaters "
United States
cody d.
The price is €241
includes taxes & fees
4 Jan - 5 Jan 2026
Alameda Modern Victorian 2BD unit D
10.0 out of 10, Exceptional, (3)
"Clean, easy to check in. Responsive host. Nice amenities.Good location,"
United States
Debra
The price is €107
includes taxes & fees
4 Jan - 5 Jan 2026
Cozy Studio w/ Kitchenette/Patio. Near Trail, BART & Downtown. Pet Friendly.
10.0 out of 10, Exceptional, (3)
"Up in the Hayward Hills, with everything we needed for our 4 nights in town. Convenient for downtown Haward or the greater SF East Bay region, with easy highway access. The well-stocked kitchen was a delight, and the in-unit laundry a terrific perk. My mom, sister, and I very much appreciated the designated off-street parking space! Beds were comfortable, although softer than any of us are used to. We all agreed we would be happy to stay here again. space!appreciated the the"
United States
Anne P.
The price is €340
includes taxes & fees
6 Jan - 7 Jan 2026
Bay Area Bliss: Cozy Family Condo in the Heart of Hayward Hills Close to CSUEB.
9.0 out of 10, Wonderful, (18)
"Easy check in, super clean, awesome set up."
United States
Preston
The price is €208
includes taxes & fees
21 Jan - 22 Jan 2026
Lakefront Haven • Boat Rental • Sleeps 4 people
10.0 out of 10, Exceptional, (3)
"It was well located we were able to find our way around town. It had a great walk in shower , was cute and met our needs very well"
United States
Debra H.
The price is €223
includes taxes & fees
2 Jan - 3 Jan 2026
Large Private Oasis with Yard Space, Minutes to Downtown

Aparthotel in East End

Coral Reef Inn & Suites
2.5 star property
6.8 out of 10, (2880)
"The staff was cooperative and patient. "
United States
Phillip
The price is €86
includes taxes & fees
1 Jan - 2 Jan 2026
Coral Reef Inn & Suites
9.0 out of 10, Wonderful, (2)
The price is €256
includes taxes & fees
5 Jan - 6 Jan 2026
Modern & Urban Oasis Steps to BART- 3Beds
2.0 star property
Charming 2-bedroom house with AC in Milpitas
2.0 star property
10.0 out of 10, Exceptional, (12)
"The location is great for the price. Close access to Lake Merritt and Temescula if you have a car! The host was super communicative and friendly. "
United States
Alissa R.
The price is €191
includes taxes & fees
2 Jan - 3 Jan 2026
Cozy 1-Bedroom in a Modern Victorian Oakland Home
9.8 out of 10, Exceptional, (8)
"Nice clean apartment close to everything in Walnut Creek you can walk anywhere. "
United States
Trevor C.
The price is €384
includes taxes & fees
2 Jan - 3 Jan 2026
Luxe Kitchen & Bath • gigabit WiFi • Walker's Paradise • W/D in unit • King Bed

Mobile Home in Alamo

Charming Studio Guest House
10.0 out of 10, Exceptional, (5)
"It's a lovely and very comfortable little cottage in a very nice area. "Charming" is the perfect name for it."
United States
James J.
Charming Studio Guest House

Apartment in East San Jose

Views on a Hill.....
9.8 out of 10, Exceptional, (9)
"My wife and I enjoyed the stay so much we can't wait to it all over again thank you guys for the great opportunity. "
United States
Jason B.
The price is €196
includes taxes & fees
1 Jan - 2 Jan 2026
Views on a Hill.....
8.6 out of 10, Excellent, (8)
"Nice place, good location, had all the things we needed for a nice trip to Walnut Creek."
United States
Anonymous traveller
The price is €333
includes taxes & fees
6 Jan - 7 Jan 2026
Walk Downtown • Work Here + Desk + Fast WiFi • King Bed • Remodeled Kitchen
2.0 star property
Luxury Private Bedroom steps from DT Mt View
10.0 out of 10, Exceptional, (5)
"Great little studio with all the amenities you would need. So close to restaurants and shops. My only negative is that you only get one "key" to get into the building. It was super inconvenient a few times this stay as my husband and I were on different schedules. This is the 4th time we have stayed here and will definitely be back. "
United States
Kristen L.
The price is €382
includes taxes & fees
1 Jan - 2 Jan 2026
Work Here • Secure • Elevator • Luxe Kitchen & Bath • King Bed • W/D • Gig WiFi
8.8 out of 10, Excellent, (18)
"It was so lovely I extended my stay and extra night which is probably why this is asking me for 2 reviews."
United States
Lorraine N.
The price is €181
includes taxes & fees
4 Jan - 5 Jan 2026
Hills Cottage with Panoramic Views & Hot Tub. Pet Friendly!
9.4 out of 10, Exceptional, (9)
"Comfortable. Convenient for shopping and travelWill come back again"
United States
Susan P.
The price is €337
includes taxes & fees
3 Jan - 4 Jan 2026
Dogs Stay Free • Mid-Century Chic • King Bed • Walk Downtown • Parking
9.4 out of 10, Exceptional, (9)
"This rental was all that I hoped for and I'll try to book it again when I visit my children nearby"
United States
Nancy A.
Modern little poolside house By Downtown Mountain View!

Holiday Home in Northside

Cozy Studio l Downtown San Jose
2.0 star property
10.0 out of 10, Exceptional, (1)
"Perfect studio with plenty of space for myself and my dog. Felt safe walking my dog at night and overall great location. Nice backyard area for my dog. I would definitely stay here again and recommend 10/10. "
United States
Giovanna I.
The price is €290
includes taxes & fees
1 Jan - 2 Jan 2026
Cozy Studio l Downtown San Jose
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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Top Pleasanton Hotel Reviews

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, apart-hotels, 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 €86 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. 

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?

Marbella Lane Triplex San Jose: This holiday home rental outside of Pleasanton has a TV and free WiFi to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a fridge, a microwave and kitchenware.

How many holiday rentals are there in Pleasanton?

Choose from 13 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. Alameda County Fairgrounds and San Francisco Premium Outlets are other places to visit while you're in town.

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.