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Cupertino Holiday Rentals

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Check prices for these dates

In two weeks
9 Oct - 11 Oct
In two months
20 Nov - 22 Nov
In three months
18 Dec - 20 Dec
In four months
15 Jan - 17 Jan

Our top choices for Cupertino holiday rentals

1 bedroom, desk, free WiFi, bed sheets

1. Brand New Private One Bedroom Cottage with a Wet Bar/Kitchenette

Brand New Private One Bedroom Cottage with a Wet Bar/Kitchenette
Cupertino
9.6 out of 10, Exceptional, (5 reviews)
"This property is located in a residential and quiet neighborhood with a nice park within walking distance! Great place for someone who is traveling by themselves!"
United States
Kevin
The price is HK$1,098
HK$2,586 total
includes taxes & fees
28 Sept - 29 Sept
Brand New Private One Bedroom Cottage with a Wet Bar/Kitchenette
TV, stereo

2. Safe 2BR Apt w/ AC/Washer/Dryer/EV on 1F-Sunnyvale

Safe 2BR Apt w/ AC/Washer/Dryer/EV on 1F-Sunnyvale
Sunnyvale West
9.6 out of 10, Exceptional, (4 reviews)
"This property was fantastic! The place was impeccably clean and tastefully decorated with modern furnishings. Our host was incredibly attentive, responding quickly to all our messages and requests. The neighborhood was quiet and felt very safe. We loved having a large park nearby for walks with our dog. The location was ideal for our vacation - a short trip to both Levi's Stadium and Great America! We highly recommend this property."
United States
Michael R.
Safe 2BR Apt w/ AC/Washer/Dryer/EV on 1F-Sunnyvale
Exterior

3. Luxurious Stunning Resort Like House in Silicon Valley 1GBPS 4 beds/2 baths

Luxurious Stunning Resort Like House in Silicon Valley 1GBPS 4 beds/2 baths
Cupertino
10.0 out of 10, Exceptional, (8 reviews)
"The rental was a beautiful and spacious property. Jennifer was extremely helpful and her communication was some of the best I’ve experienced when using Airbnb. I would highly recommend this rental!"
United States
Grant H.
The price is HK$3,876
HK$7,498 total
includes taxes & fees
22 Sept - 23 Sept
Luxurious Stunning Resort Like House in Silicon Valley 1GBPS 4 beds/2 baths
Interior

4. Luxury stay near Santana Row for vacation/business

Luxury stay near Santana Row for vacation/business
West San Jose
9.4 out of 10, Exceptional, (66 reviews)
"Everything was nice and perfect! it felt like our second home and getting thru the city was nice as well. I loved how it was close by to the mall and everything."
United States
Vanessa
The price is HK$1,255
HK$2,144 total
includes taxes & fees
22 Oct - 23 Oct
Luxury stay near Santana Row for vacation/business
TV

5. Cupertino 2BR w/AC/Washer/Dryer/EV on 1F

Cupertino 2BR w/AC/Washer/Dryer/EV on 1F
Sunnyvale West
The price is HK$1,562
HK$3,216 total
includes taxes & fees
5 Oct - 6 Oct
Cupertino 2BR w/AC/Washer/Dryer/EV on 1F
Living area

6. @ Marbella Lane - Convenient Home in Sunnyvale

@ Marbella Lane - Convenient Home in Sunnyvale
3.0 star property
Sunnyvale
@ Marbella Lane - Convenient Home in Sunnyvale
Property grounds

7. Comfy stay in Santa Clara

Comfy stay in Santa Clara
Santa Clara
10.0 out of 10, Exceptional, (2 reviews)
"Very nice property, and conveniently located"
United States
Richard A.
The price is HK$1,353
HK$3,034 total
includes taxes & fees
23 Sept - 24 Sept
Comfy stay in Santa Clara
TV, offices

8. Santana Row Properties #6 - Silicon Valley Getaway

Santana Row Properties #6 - Silicon Valley Getaway
San Jose
10.0 out of 10, Exceptional, (19 reviews)
"This apartment is in such a great location right on Santana Row where there is really nice shopping and restaurants. The bed was super comfortable and the amenities were great. I will definitely be staying here again."
United States
Wendy C.
The price is HK$2,314
HK$4,248 total
includes taxes & fees
27 Sept - 28 Sept
Santana Row Properties #6 - Silicon Valley Getaway
TV, offices

9. @ Marbella Lane - Convenient Home in Sunnyvale

@ Marbella Lane - Convenient Home in Sunnyvale
Sunnyvale
9.2 out of 10, Wonderful, (14 reviews)
"Great stay, thank you for hosting us!"
United States
Vladimir T.
The price is HK$3,201
HK$6,417 total
includes taxes & fees
22 Sept - 23 Sept
@ Marbella Lane - Convenient Home in Sunnyvale
TV

10. Modern style Santana Row loft

Modern style Santana Row loft
San Jose
9.4 out of 10, Exceptional, (10 reviews)
"No major complaints, great stay and nice area. The AC is not very good so it does get hot and stuffy unfortunately."
United States
Kenneth L.
The price is HK$1,596
HK$3,562 total
includes taxes & fees
2 Oct - 3 Oct
Modern style Santana Row loft
1 bedroom, iron/ironing board, WiFi

11. Big Room Queen Bed & Sofa Bed/ Perfect environment

Big Room Queen Bed & Sofa Bed/ Perfect environment
Sunnyvale
The price is HK$795
HK$1,891 total
includes taxes & fees
22 Sept - 23 Sept
Big Room Queen Bed & Sofa Bed/ Perfect environment
Smart TV, offices

12. Posh place near Santana Row for vacation/business

Posh place near Santana Row for vacation/business
West San Jose
9.6 out of 10, Exceptional, (30 reviews)
"Great place to stay "
United Kingdom
Dan M.
The price is HK$1,247
HK$2,072 total
includes taxes & fees
5 Oct - 6 Oct
Posh place near Santana Row for vacation/business
Terrace/patio

13. Charming 1-bedroom house in superb San Jose with AC, WiFi

Charming 1-bedroom house in superb San Jose with AC, WiFi
West San Jose
5.2 out of 10, (5 reviews)
"When we went to the place we had issues finding our way to enter the property the landlord was able to give me some information about how to get in. The she mentioned she forgot to clean the place. We got in and found used towels all around with weird smell. The places wasn’t cleared. And what she offered to solve was to wait like 2 hours for her to arrive that will give us clean bed sheets for us to change. We had driven a lot to find where we stay will be clean at least. So we managed to...
United States
Julio M.
The price is HK$698
HK$1,486 total
includes taxes & fees
26 Sept - 27 Sept
Charming 1-bedroom house in superb San Jose with AC, WiFi
3 bedrooms, iron/ironing board, WiFi, bed sheets

14. Ask Discount! 7 mins Nvidia!10 mins Levi's 4 Parks

Ask Discount! 7 mins Nvidia!10 mins Levi's 4 Parks
Briarwood
The price is HK$2,028
HK$4,125 total
includes taxes & fees
24 Sept - 25 Sept
Ask Discount! 7 mins Nvidia!10 mins Levi's 4 Parks
Outdoor dining

15. Santana Row Properties #5 - Silicon Valley Getaway

Santana Row Properties #5 - Silicon Valley Getaway
San Jose
9.8 out of 10, Exceptional, (40 reviews)
"Fabulous space for our family. Always a great location when visiting our youngest child at Santa Clara."
United States
Ellen L.
The price is HK$3,805
HK$6,719 total
includes taxes & fees
22 Sept - 23 Sept
Santana Row Properties #5 - Silicon Valley Getaway
Outdoor dining

16. Santana Row Properties #8 - Silicon Valley Getaway: Escape the Ordinary!

Santana Row Properties #8 - Silicon Valley Getaway: Escape the Ordinary!
San Jose
10.0 out of 10, Exceptional, (1 review)
"Everything was perfect. We enjoyed the view of Santana row, and, the shopping and restaurants all within walking distance. The hosts were very helpful with everything from recommending restaurants to helping us accommodate our checkout. We will definitely return if we go back to San Jose."
United States
Julie B.
The price is HK$2,063
HK$4,027 total
includes taxes & fees
22 Sept - 23 Sept
Santana Row Properties #8 - Silicon Valley Getaway: Escape the Ordinary!
Dining

17. Spacious 4 Bd 4 Ba home close to all the best of San Jose

Spacious 4 Bd 4 Ba home close to all the best of San Jose
Buena Vista
9.8 out of 10, Exceptional, (67 reviews)
"It was a great place to stay."
United States
Jessica G.
The price is HK$1,695
HK$3,527 total
includes taxes & fees
22 Sept - 23 Sept
Spacious 4 Bd 4 Ba home close to all the best of San Jose
TV, fireplace

18. Modern Santa Clara home | Sleeps 8 | Private Yard

Modern Santa Clara home | Sleeps 8 | Private Yard
Briarwood
The price is HK$2,490
HK$4,910 total
includes taxes & fees
2 Oct - 3 Oct
Modern Santa Clara home | Sleeps 8 | Private Yard
Desk, iron/ironing board, WiFi, bed sheets

19. Downtown 1bd/1ba ADU

Downtown 1bd/1ba ADU
Heritage District
6.0 out of 10, (2 reviews)
"This location was FANTASTIC! I really didn’t realize when I booked how close it was to the CalTrain to go to San Francisco which made our weekends SO easy! It also had the cutest shopping area on the other side of the train that met all our needs. The room apartment was spacious and clean, and even had a tub which I didn’t realize was so rare in California lol! And even though there was an accident with a pipe in the laundry room, the host made sure it was clean and accessible! It was a truly...
United States
Kayla P.
Downtown 1bd/1ba ADU
Interior

20. Comfy 2BR Apt w/ AC/Washer/Dryer/EV - in Sunnyvale

Comfy 2BR Apt w/ AC/Washer/Dryer/EV - in Sunnyvale
Sunnyvale West
10.0 out of 10, Exceptional, (2 reviews)
"Excellent place to stay"
United States
Christopher C.
The price is HK$949
HK$2,425 total
includes taxes & fees
22 Sept - 23 Sept
Comfy 2BR Apt w/ AC/Washer/Dryer/EV - in Sunnyvale
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 Cupertino Hotel Reviews

Hilton Garden Inn Cupertino

Hilton Garden Inn Cupertino

10/10 Excellent
"Room was clear Hotel was quiet"
Esther 1-night trip
Posted 6 hours ago
Hilton Garden Inn Cupertino

Find out more about Cupertino

Search for holiday rentals in Cupertino on Expedia! You can easily find your home rentals, villas, holiday apartments in Cupertino using one of the methods below:

  • View our selection of featured holiday rentals in Cupertino
  • Use the map to find apartments and other holiday homes in the Cupertino neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Cupertino while they last

Look no further and take a look at our great range of rental properties in Cupertino!

Frequently asked questions

Can I find a holiday rental in Cupertino?

Yes, there are holiday rentals in Cupertino close to Labyrinth 1, or you can select a more secluded option if you're looking for a relaxing stay. Visitors like the top-notch restaurants and shops in Cupertino. The live music and theatre scene are some other things you might like to check out during your trip.

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

Serene Guest Suite w/ Private Bath and Kitchenette: This holiday home rental outside of Cupertino has air conditioning and WiFi to help you feel perfectly comfortable in your new surroundings.

How many holiday rentals are there in Cupertino?

Expedia has 13 holiday rentals for your stay in Cupertino.

What’s there to see and do in Cupertino?

Enjoy the outdoors at Silicon Valley and Santa Cruz Mountains, or simply take in cultural attractions like McClellan Ranch Park and Cupertino Historical Society and Museum. In the wider area, you’ll find popular places such as Levi's Stadium and SAP Center at San Jose.

What are holiday rentals like in Cupertino?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Cupertino. Holiday rentals offer extras such as WiFi and washers and dryers so you'll have a home away from home. If you're concerned about cleanliness, a holiday rental can offer a sense of security away from public hotel lifts and lobbies bustling with people while still allowing you the excitement and enjoyment of travel. You'll also find more space in a holiday rental than in a traditional hotel, which is another reason why a holiday rental is a great option for a small group gathering.