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

1. Charming Guest Suite for Two

Charming Guest Suite for Two
Dublin
The price is NZ$506
includes taxes & fees
23 Aug - 24 Aug
Charming Guest Suite for Two

2. Holiday Specials 25 Dollars. High on a Hilltop! Private 200 Acres Camps.

Holiday Specials 25 Dollars. High on a Hilltop! Private 200 Acres Camps.
Livermore
The price is NZ$116
includes taxes & fees
16 Aug - 17 Aug
Holiday Specials 25 Dollars. High on a Hilltop! Private 200 Acres Camps.

3. Luxury Studio in Central Fremont

Luxury Studio in Central Fremont
South Sundale
The price is NZ$435
includes taxes & fees
13 Aug - 14 Aug
Luxury Studio in Central Fremont

4. 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$110
includes taxes & fees
13 Aug - 14 Aug
25 Dollar Holiday Specials! BBQ, Trails. Camp Over 300 Acers TEXT/650-781-2139

5. Private Guest Suite 30 Mins of SFO/OAK✈| Walk to Transit

Private Guest Suite 30 Mins of SFO/OAK✈| Walk to Transit
Tennyson - Alquire
10.0 out of 10, Exceptional, (2 reviews)
"The private guest suite is really spacious and nice that area is quiet check-in super simple and kitchen facilities is all there for you "
United States
Greg J.
The price is NZ$331
includes taxes & fees
13 Aug - 14 Aug
Private Guest Suite 30 Mins of SFO/OAK✈| Walk to Transit

6. 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$719
includes taxes & fees
31 Aug - 1 Sept
Bay Area Bliss: Cozy Family Condo in the Heart of Hayward Hills Close to CSUEB.

7. Queen Bed Non-Smoking

Queen Bed Non-Smoking
Foothill Square
10.0 out of 10, Exceptional, (82 reviews)
"Found it super easy to manage daily plans from this place, close enough to the airport but not noisy at all."
United States
Anonymous traveller
The price is NZ$230
includes taxes & fees
13 Aug - 14 Aug
Queen Bed Non-Smoking

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

Hills Cottage with Panoramic Views & Hot Tub. Pet Friendly!
Oakland
8.4 out of 10, Very good, (23 reviews)
"I really enjoyed my stay in this lovely and quiet cottage!"
United States
Tovah A.
The price is NZ$378
includes taxes & fees
17 Aug - 18 Aug
Hills Cottage with Panoramic Views & Hot Tub. Pet Friendly!

9. Remodeled 3BR Home, 4-Car Parking, Sleeps 10, Silicon Valley

Remodeled 3BR Home, 4-Car Parking, Sleeps 10, Silicon Valley
Newark
9.6 out of 10, Exceptional, (4 reviews)
"This worked great for us. We had 3 adults stay here for a job and we liked it so much we rebooked! "
United States
Allison E.
The price is NZ$990
includes taxes & fees
2 Sept - 3 Sept
Remodeled 3BR Home, 4-Car Parking, Sleeps 10, Silicon Valley

10. Cozy Oakland 2BR Home - Near Airport, BART & I-880

Cozy Oakland 2BR Home - Near Airport, BART & I-880
Oakland
8.8 out of 10, Excellent, (3 reviews)
"Communication with owner was clear, but the place could’ve been cleaner. Also not a great location to be in, but close enough to Oakland Arena which is what I needed."
United States
Pablo
The price is NZ$432
includes taxes & fees
14 Aug - 15 Aug
Cozy Oakland 2BR Home - Near Airport, BART & I-880

11. @ Marbella Lane - MiniGuest House | DTWN SJ | Parking

@ Marbella Lane - MiniGuest House | DTWN SJ | Parking
Northside
6.8 out of 10, (5 reviews)
"It would have been a great stay if it wasn’t for roaches. "
United States
Denise C.
The price is NZ$490
includes taxes & fees
1 Sept - 2 Sept
@ Marbella Lane - MiniGuest House | DTWN SJ | Parking

12. Large Fremont Family Escape 4BR

Large Fremont Family Escape 4BR
Ardenwood
The price is NZ$933
includes taxes & fees
7 Sept - 8 Sept
Large Fremont Family Escape 4BR

13. SJ Downtown Victorian Master King Bedroom 2

SJ Downtown Victorian Master King Bedroom 2
Hensley
8.4 out of 10, Very good, (9 reviews)
"i really appreciate the hosts! my friend and i had an issue with the toilet continuously flushing, but they were very attentive to have someone come fix it. i love the location, with japantown and the lightrail so closeby. I'll definitely be staying here again in the future!"
United States
Jaminee
The price is NZ$314
includes taxes & fees
17 Aug - 18 Aug
SJ Downtown Victorian Master King Bedroom 2

14. Studio Suite w/ Full Kitchen in Silicon Valley

Studio Suite w/ Full Kitchen in Silicon Valley
Milpitas
The price is NZ$405
includes taxes & fees
15 Aug - 16 Aug
Studio Suite w/ Full Kitchen in Silicon Valley

15. Beautiful, Safe, Clean, Spacious 2 bd/1ba in N San Jose 951311

Beautiful, Safe, Clean, Spacious 2 bd/1ba in N San Jose 951311
North San Jose
7.6 out of 10, Good, (8 reviews)
"Great hosts. Thanks"
United States
Steve O.
The price is NZ$435
includes taxes & fees
16 Aug - 17 Aug
Beautiful, Safe, Clean, Spacious 2 bd/1ba in N San Jose 951311

16. King Bed Non-Smoking

King Bed Non-Smoking
Foothill Square
10.0 out of 10, Exceptional, (93 reviews)
"Great place to stay near the airport."
United States
Anonymous traveller
The price is NZ$236
includes taxes & fees
23 Aug - 24 Aug
King Bed Non-Smoking

17. Palo Alto Cottage: Privacy, Comfort & Convenience

Palo Alto Cottage: Privacy, Comfort & Convenience
Midtown
9.6 out of 10, Exceptional, (24 reviews)
"Great stay for the area! Super easy check in and incredibly private stay. Clean, comfortable and quiet casita in a nice neighborhood. Exactly what I needed!"
United States
Emily B.
The price is NZ$352
includes taxes & fees
25 Aug - 26 Aug
Palo Alto Cottage: Privacy, Comfort & Convenience

18. Tranquil 3BDR/2BA Fremont Escape

Tranquil 3BDR/2BA Fremont Escape
Ardenwood
10.0 out of 10, Exceptional, (1 review)
"5 of us had a lovely stay here. The neighborhood is quiet and very peaceful, great for walks for our dogs, and had a really nice outdoor for the dogs to play in. The house was nice and clean especially since this is a pet friendly listing - I was shocked at how well kept the place was. Check out was extremely easy, and our host Nikil was very quick to respond to any questions we had. Would stay here again 100%!"
United States
Shannon C.
The price is NZ$1,043
includes taxes & fees
8 Sept - 9 Sept
Tranquil 3BDR/2BA Fremont Escape

19. Nice one bedroom apartment for short getaways or temporary housing w/ fast WiFi

Nice one bedroom apartment for short getaways or temporary housing w/ fast WiFi
East Palo Alto
8.4 out of 10, Very good, (22 reviews)
"Nice place, easy check in"
United States
PHILLIP R.
The price is NZ$519
includes taxes & fees
13 Aug - 14 Aug
Nice one bedroom apartment for short getaways or temporary housing w/ fast WiFi

20. 2 Queen Beds Non-Smoking

2 Queen Beds Non-Smoking
Foothill Square
10.0 out of 10, Exceptional, (110 reviews)
"Convenient location close to the airport and various attractions."
United States
Anonymous traveller
The price is NZ$259
includes taxes & fees
23 Aug - 24 Aug
2 Queen Beds Non-Smoking
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

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Pleasanton holiday rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Pleasanton. Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in Pleasanton. Seeing all the best attractions is bound to make you fall in love with Pleasanton. Who knows, you may even be tempted to extend your stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true. 

It’s your escape so why share it? You deserve your own slice of paradise. Booking your holiday rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in Pleasanton short-term rentals, that won’t be hard to do.

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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?

Cozy Oakland 2BR Home - Near Airport, BART & I-880: This holiday home rental outside of Pleasanton is equipped with a patio, air conditioning and free WiFi to help you feel comfortable during your stay.

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?

Cubby's Dog Park and Shadow Cliffs Regional Recreation Area 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.