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. 1 Queen Bed | Hayward

1 Queen Bed | Hayward
Hayward
10.0 out of 10, Exceptional, (5 reviews)
The price is NZ$163
includes taxes & fees
27 Sept - 28 Sept
1 Queen Bed | Hayward

2. 2 Queen Beds | Hayward

2 Queen Beds | Hayward
Hayward
10.0 out of 10, Exceptional, (5 reviews)
The price is NZ$174
includes taxes & fees
27 Sept - 28 Sept
2 Queen Beds | Hayward

3. 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.
Private Guest Suite 30 Mins of SFO/OAK✈| Walk to Transit

4. Luxury Studio in Central Fremont

Luxury Studio in Central Fremont
South Sundale
The price is NZ$453
includes taxes & fees
3 Oct - 4 Oct
Luxury Studio in Central Fremont

5. Centrally located, family & pet-friendly 4 bd, 2ba house.

Centrally located, family & pet-friendly 4 bd, 2ba house.
Livermore
9.8 out of 10, Exceptional, (10 reviews)
"Great place to stay felt at home right away very welcoming would definitely recommend this place. Had everything we needed and more. Would stay here again "
United States
Jason B.
The price is NZ$905
includes taxes & fees
27 Sept - 28 Sept
Centrally located, family & pet-friendly 4 bd, 2ba house.

6. Fremont 4BD/2BA Gem w/ Big Yard

Fremont 4BD/2BA Gem w/ Big Yard
Northgate
Fremont 4BD/2BA Gem w/ Big Yard

7. Queen Bed Non-Smoking

Queen Bed Non-Smoking
Foothill Square
10.0 out of 10, Exceptional, (82 reviews)
"Stay here if you're looking for something practical but comfortable."
United States
Anonymous traveller
The price is NZ$254
includes taxes & fees
27 Sept - 28 Sept
Queen Bed Non-Smoking

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

Hills Cottage with Panoramic Views & Hot Tub. Pet Friendly!
Oakland
8.6 out of 10, Excellent, (24 reviews)
"I really enjoyed my stay in this lovely and quiet cottage!"
United States
Tovah A.
The price is NZ$445
includes taxes & fees
27 Sept - 28 Sept
Hills Cottage with Panoramic Views & Hot Tub. Pet Friendly!

9. Silk Meets Sakura · Private Suite + Shoji Bath

Silk Meets Sakura · Private Suite + Shoji Bath
Oakland
The price is NZ$329
includes taxes & fees
29 Sept - 30 Sept
Silk Meets Sakura · Private Suite + Shoji Bath

10. Brand new house 1.2 miles to Levi`s stadium

Brand new house 1.2 miles to Levi`s stadium
Santa Clara
The price is NZ$758
includes taxes & fees
8 Oct - 9 Oct
Brand new house 1.2 miles to Levi`s stadium

11. Spacious 8BR Home with AC & Parking

Spacious 8BR Home with AC & Parking
3.0 star property
Downtown Hayward
The price is NZ$1,891
includes taxes & fees
21 Oct - 22 Oct
Spacious 8BR Home with AC & Parking

12. 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
8.0 out of 10, Very good, (11 reviews)
"Great location!"
United States
Heather
The price is NZ$457
includes taxes & fees
3 Oct - 4 Oct
Beautiful, Safe, Clean, Spacious 2 bd/1ba in N San Jose 951311

13. 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, (13 reviews)
"Great placeGreat location 10 minutes from everything Palo Alto and Menlo Park"
United States
Christopher W.
The price is NZ$525
includes taxes & fees
4 Oct - 5 Oct
2 Beds, 1 Bath, Kitchen private space, Furnished Stanford, Palo Alto, Menlo Park

14. King Suite with Balcony View • Work Space • Garage

King Suite with Balcony View • Work Space • Garage
Fremont
9.8 out of 10, Exceptional, (17 reviews)
"Great house to relax in. Very satisfied."
United States
Gil Z.
The price is NZ$1,236
includes taxes & fees
7 Oct - 8 Oct
King Suite with Balcony View • Work Space • Garage

15. Central Bay Area Gem •4BR + Bonus Casita • Private Yard • Game Room

Central Bay Area Gem •4BR + Bonus Casita • Private Yard • Game Room
Glen Eden
9.6 out of 10, Exceptional, (4 reviews)
"Host was very quick to respond to whatever needs we had."
United States
George C.
The price is NZ$1,616
includes taxes & fees
6 Oct - 7 Oct
Central Bay Area Gem •4BR + Bonus Casita • Private Yard • Game Room

16. Luxury Yacht Stay. A spacious floating getaway awaits you!

Luxury Yacht Stay. A spacious floating getaway awaits you!
Alameda
9.4 out of 10, Exceptional, (11 reviews)
"The area is quiet so sleeping went well. The bed and linens were very comfortable."
United States
Cheryl T.
The price is NZ$376
includes taxes & fees
29 Sept - 30 Sept
Luxury Yacht Stay. A spacious floating getaway awaits you!

17. 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$261
includes taxes & fees
27 Sept - 28 Sept
King Bed Non-Smoking

18. King Suite w/ Full Kitchen & Pool | Free Breakfast

King Suite w/ Full Kitchen & Pool | Free Breakfast
Milpitas
The price is NZ$626
includes taxes & fees
3 Oct - 4 Oct
King Suite w/ Full Kitchen & Pool | Free Breakfast

19. @ 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.
@ Marbella Lane - MiniGuest House | DTWN SJ | Parking

20. 2 Queen Beds Non-Smoking

2 Queen Beds Non-Smoking
Foothill Square
10.0 out of 10, Exceptional, (111 reviews)
"Convenient location close to the airport and various attractions."
United States
Anonymous traveller
The price is NZ$286
includes taxes & fees
6 Oct - 7 Oct
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?

Marbella Lane Triplex San Jose: This holiday home rental outside Pleasanton has cable 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 8 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.