Holiday Rentals in Pleasanton

Start date: Check-in selected.
To Date
End date: Check-out
  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Our top choices for Pleasanton holiday rentals

Aparthotel in East End

Coral Reef Inn & Suites
2.5 star property
6.8 out of 10, (2873)
"Good "
United States
Khellaf
The price is €86
includes taxes & fees
1 Jan - 2 Jan 2026
Coral Reef Inn & Suites

Aparthotel in Santa Clara

Kasa University-Airport Santa Clara
4.0 star property
9.0 out of 10, Wonderful, (56)
"It’s really nice area and safe"
United States
Martin
The price is €144
includes taxes & fees
19 Dec - 20 Dec
Kasa University-Airport Santa Clara

Apartment in Menlo Park

Global Luxury Suites in Menlo Park
4.0 star property
7.8 out of 10, Good, (127)
"The property was beautiful, well maintained and fun to relax. The kitchen was huge! I loved the secluded feeling but still close to city."
United States
Felicia
Global Luxury Suites in Menlo Park
2.0 star property
Comfortable 4BR Heart Downtown SJ Central AC Sjsu

Holiday Home in Northside

Marbella Lane Triplex San Jose
3.5 star property
7.4 out of 10, Good, (43)
"It is very nice of a place. I just didnt get a kitchen to cook in. So the pictures lied and i couldnt get in just yet. Other then that great place, location and nice community. "
United States
Cassie Eugene Whitworth
Marbella Lane Triplex San Jose
10.0 out of 10, Exceptional, (331)
"The cottage is an absolute gem! It was the perfect space to relax and unwind for a few days. There is total privacy, and it's a wonderful quiet retreat."
United States
Alma L.
Beautiful and Lush Hidden Wisteria Getaway
9.6 out of 10, Exceptional, (27)
"Such a lovely place to stay very beautiful views and beautiful place all around very clean and our Host was so lovely we will definitely be back!"
United States
Melinda N.
The price is €527
includes taxes & fees
16 Dec - 17 Dec
Stunning Alameda Beachfront Apt. Spectacular Dtown SF Views- Book Now on VRBO!

Holiday Home in Dimond

Dimond Abode Vacation Rental 3428
5.0 star property
9.4 out of 10, Exceptional, (6)
"Great place, great customer service!"
United States
Anonymous traveller
Dimond Abode Vacation Rental 3428
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
12 Jan - 13 Jan 2026
Hills Cottage with Panoramic Views & Hot Tub. Pet Friendly!

Apartment in Menlo Park

Bluebird Suites near Facebook HQ
4.0 star property
7.2 out of 10, Good, (17)
"Lot of dogs were barking most of the time. "
United States
parwinder
Bluebird Suites near Facebook HQ
The price is €1,027
includes taxes & fees
31 Dec - 1 Jan 2026
Spacious 6-bedroom house in Sunnyvale with WiFi access
8.0 out of 10, Very good, (7)
"A nice little place to call home for a few days while we visited the surrounding area. "
United States
Daniel M.
The price is €257
includes taxes & fees
18 Dec - 19 Dec
2 Beds, 1 Bath, Kitchen private space, Furnished Stanford, Palo Alto, Menlo Park

Apartment in Allendale

Moonlit Serenity Oakland Ca
7.4 out of 10, Good, (3)
"This place was very clean and very welcoming! easy access to the home and very spacious!!"
United States
Gray H.
The price is €301
includes taxes & fees
16 Dec - 17 Dec
Moonlit Serenity Oakland Ca
10.0 out of 10, Exceptional, (179)
"Lovely accommodation, responsive host. "
United States
Linda M.
Garden Apartment Located in a Wonderful Old Victorian Home

Holiday Home in Hensley

Downtown SJ The Hensley House
9.0 out of 10, Wonderful, (32)
"Very nice accommodations in San Jose"
United States
Frank L.
The price is €194
includes taxes & fees
28 Dec - 29 Dec
Downtown SJ The Hensley House
10.0 out of 10, Exceptional, (5)
"Our family of 12 spent two weeks during the Christmas holidays in this home and we all enjoyed and loved every inch of this place. The rooms are comfortable. There is more than enough space for big groups to enjoy both together and apart. The adults and the kids alike loved the mini golf, pool tables and the fire pit. The arcade game was a hit. What a breathtaking view particularly on New Year’s Eve! We highly recommend this home."
United States
Enrique O.
The price is €1,752
includes taxes & fees
16 Dec - 17 Dec
Bay Area Views Retreat and Events @ Veranda Hills
9.2 out of 10, Wonderful, (76)
"Very cozy! I love the vintage decor of the room and Lobby. Very comfortable bed and great shower with amazing hot water. Would definitely stay here again. Felt like a home "
United States
Toni A.
The price is €176
includes taxes & fees
16 Dec - 17 Dec
SJ Landmark The Hensley House Master Suite with Bathtub Unit 1

Holiday Home in SNAIL

New 3b3b Home Gogle Speed Wifi
2.0 star property
The price is €433
includes taxes & fees
16 Dec - 17 Dec
New 3b3b Home Gogle Speed Wifi
9.6 out of 10, Exceptional, (7)
"Beautiful and great! Friendly hosts"
United States
C D.
The price is €182
includes taxes & fees
16 Dec - 17 Dec
Palo Alto Cottage: Privacy, Comfort & Convenience
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.
Cozy 1-Bedroom in a Modern Victorian Oakland Home
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.
Save an average of 15% on thousands of hotels when you're signed in

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.