An aerial view of a cityscape with a distinctive circular building, residential areas, and autumn foliage.

Holiday Rentals in Cupertino

  • 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 Cupertino holiday rentals

1. 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, (7 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 €883
includes taxes & fees
20 Aug - 21 Aug
Luxurious Stunning Resort Like House in Silicon Valley 1GBPS 4 beds/2 baths

2. 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 €292
includes taxes & fees
20 Aug - 21 Aug
Brand New Private One Bedroom Cottage with a Wet Bar/Kitchenette

3. 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 €236
includes taxes & fees
18 Aug - 19 Aug
Posh place near Santana Row for vacation/business

4. Entire 2BR Apt w/ AC/Laundry/EV in Quiet Sunnyvale

Entire 2BR Apt w/ AC/Laundry/EV in Quiet Sunnyvale
Sunnyvale West
10.0 out of 10, Exceptional, (3 reviews)
"Belle and David did there best to make sure that my family and I had a wonderful stay. We greatly appreciate there hospitality and wish them the best "
United States
Veronica D.
The price is €348
includes taxes & fees
24 Aug - 25 Aug
Entire 2BR Apt w/ AC/Laundry/EV in Quiet Sunnyvale

5. Kasa University-Airport Santa Clara

Kasa University-Airport Santa Clara
4.0 star property
Santa Clara
9.0 out of 10, Wonderful, (70 reviews)
"Clean room. Nicely appointed. Laundry was very useful. Would stay again."
United States
Bryce
The price is €185
includes taxes & fees
29 Aug - 30 Aug
Kasa University-Airport Santa Clara

6. Upscale Bay Area themed place near Santana Row

Upscale Bay Area themed place near Santana Row
West San Jose
9.8 out of 10, Exceptional, (8 reviews)
"Place was beautiful. Very convenient to westfield mall and Santana row. "
United States
Kelly L.
The price is €258
includes taxes & fees
18 Aug - 19 Aug
Upscale Bay Area themed place near Santana Row

7. 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 €457
includes taxes & fees
18 Aug - 19 Aug
Santana Row Properties #6 - Silicon Valley Getaway

8. 🌟 Stylish 2B2B Retreat in the Heart of the Silicon Valley

🌟 Stylish 2B2B Retreat in the Heart of the Silicon Valley
Sunnyvale
9.4 out of 10, Exceptional, (10 reviews)
"This property was exceptional! The cleanliness was impeccable, the space was spacious, and the amenities provided were abundant. The location was perfect, with numerous restaurants and a grocery store within easy walking distance. Highly recommended for a comfortable and convenient stay. 5 stars!"
United States
maggie c.
The price is €394
includes taxes & fees
18 Aug - 19 Aug
🌟 Stylish 2B2B Retreat in the Heart of the Silicon Valley

9. 💎Cozy 1B/1B in a prime location • 🌲AC/ 1000mb wifi/ Washer, dryer/ more…

💎Cozy 1B/1B in a prime location • 🌲AC/ 1000mb wifi/ Washer, dryer/ more…
Sunnyvale
9.8 out of 10, Exceptional, (11 reviews)
"Great location, quiet and quaint. "
United States
Karen B.
The price is €246
includes taxes & fees
24 Aug - 25 Aug
💎Cozy 1B/1B in a prime location • 🌲AC/ 1000mb wifi/ Washer, dryer/ more…

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

Cupertino 2BR w/AC/Washer/Dryer/EV on 1F
Sunnyvale West
The price is €388
includes taxes & fees
16 Sept - 17 Sept
Cupertino 2BR w/AC/Washer/Dryer/EV on 1F

11. Modern style Santana Row loft

Modern style Santana Row loft
San Jose
9.6 out of 10, Exceptional, (8 reviews)
"The host was very responsive and attentive. Also loved the proximity to Santana Row shopping "
United States
Sue A.
The price is €416
includes taxes & fees
26 Aug - 27 Aug
Modern style Santana Row loft

12. Global Luxury Suites at Mountain View

Global Luxury Suites at Mountain View
4.0 star property
Shoreline West
8.2 out of 10, Very good, (196 reviews)
"Extremely terrible check in experience "
United States
Jiajun
The price is €453
includes taxes & fees
13 Sept - 14 Sept
Global Luxury Suites at Mountain View

13. Santana Row Properties #5 - Silicon Valley Getaway

Santana Row Properties #5 - Silicon Valley Getaway
San Jose
9.8 out of 10, Exceptional, (39 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 €772
includes taxes & fees
18 Aug - 19 Aug
Santana Row Properties #5 - Silicon Valley Getaway

14. Luxury 1 bedroom apartment in Santana Row, San Jose

Luxury 1 bedroom apartment in Santana Row, San Jose
San Jose
9.6 out of 10, Exceptional, (10 reviews)
"Wonderful stay!"
United States
Kristie M.
The price is €343
includes taxes & fees
18 Aug - 19 Aug
Luxury 1 bedroom apartment in Santana Row, San Jose

15. Santana Row Properties #2 - Silicon Valley Getaway

Santana Row Properties #2 - Silicon Valley Getaway
San Jose
9.6 out of 10, Exceptional, (93 reviews)
"Host was very responsive and accommodating and amenities were good."
United States
Sumathi R.
The price is €712
includes taxes & fees
30 Aug - 31 Aug
Santana Row Properties #2 - Silicon Valley Getaway

16. Charming Apartment in the heart of Silicon Valley unit 3

Charming Apartment in the heart of Silicon Valley unit 3
San Jose
9.4 out of 10, Exceptional, (9 reviews)
"Easy stay, walking distance to Santana Row. "
United States
Eric H.
The price is €179
includes taxes & fees
26 Aug - 27 Aug
Charming Apartment in the heart of Silicon Valley unit 3

17. Santana Row Properties #4 - Silicon Valley Getaway!

Santana Row Properties #4 - Silicon Valley Getaway!
San Jose
10.0 out of 10, Exceptional, (6 reviews)
"Wonderful stay. "
United States
Joey N.
The price is €382
includes taxes & fees
18 Aug - 19 Aug
Santana Row Properties #4 - Silicon Valley Getaway!

18. New Build Smart Home 3 Bedroom

New Build Smart Home 3 Bedroom
2.0 star property
San Miguel
The price is €1,012
includes taxes & fees
25 Aug - 26 Aug
New Build Smart Home 3 Bedroom

19. First and only 4-bedroom 3 full bathroom condo with AC in enjoyable Santana Row

First and only 4-bedroom 3 full bathroom condo with AC in enjoyable Santana Row
San Jose
10.0 out of 10, Exceptional, (6 reviews)
"Spacious - great location!! Host was super responsive- will stay again!"
United States
Gina D.
The price is €1,181
includes taxes & fees
19 Aug - 20 Aug
First and only 4-bedroom 3 full bathroom condo with AC in enjoyable Santana Row

20. Comfy stay in Santa Clara

Comfy stay in Santa Clara
Santa Clara
10.0 out of 10, Exceptional, (1 review)
"Very nice property, and conveniently located"
United States
Richard A.
The price is €356
includes taxes & fees
16 Sept - 17 Sept
Comfy stay in Santa Clara
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 Cupertino Hotel Reviews

Find out more about Cupertino

Everything you need to know about Cupertino 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 Cupertino 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 Cupertino holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Cupertino holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Cupertino. 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 Cupertino 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 Cupertino holiday rentals we have selected for you start as low as €102 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Cupertino rentals

At Expedia, we put the best Cupertino 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 Cupertino 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 Cupertino 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 Cupertino. 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 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?

'Treehouse' in the Redwoods - sleeps 4!: This holiday home rental outside of Cupertino comes with WiFi so that you can feel at home during your trip. Kitchen amenities include a fridge, a stovetop and a microwave.

How many holiday rentals are there in Cupertino?

Expedia has 12 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 Cupertino Historical Society and Museum and Euphrat Museum of Art. In the wider area, you’ll find popular places such as Levi's Stadium and California's Great America.

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.