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

Cupertino Vacation Rentals

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

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

  • Be picky

    Search almost a million properties worldwide

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 vacation rentals

1 bedroom, desk, WiFi (free), 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 SAR 526
SAR 1,245 total
includes taxes & fees
4 Oct - 5 Oct
Brand New Private One Bedroom Cottage with a Wet Bar/Kitchenette
Exterior

2. 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 SAR 2,249
SAR 4,188 total
includes taxes & fees
24 Oct - 25 Oct
Luxurious Stunning Resort Like House in Silicon Valley 1GBPS 4 beds/2 baths
TV, stereo

3. 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
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 SAR 601
SAR 1,011 total
includes taxes & fees
21 Oct - 22 Oct
Luxury stay near Santana Row for vacation/business
Smart TV, offices

5. 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 SAR 597
SAR 992 total
includes taxes & fees
5 Oct - 6 Oct
Posh place near Santana Row for vacation/business
Property grounds

6. 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.
Comfy stay in Santa Clara
TV, offices

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.
Santana Row Properties #6 - Silicon Valley Getaway
TV

8. 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 SAR 676
SAR 1,595 total
includes taxes & fees
3 Oct - 4 Oct
Modern style Santana Row loft
Coffee/tea maker, fridge, microwave, oven

9. Quaint, cute two bedroom home

Quaint, cute two bedroom home
Mountain View
9.8 out of 10, Exceptional, (22 reviews)
The price is SAR 676
SAR 1,448 total
includes taxes & fees
28 Sep - 29 Sep
Quaint, cute two bedroom home
Terrace/patio

10. 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 SAR 334
SAR 723 total
includes taxes & fees
24 Oct - 25 Oct
Charming 1-bedroom house in superb San Jose with AC, WiFi
Outdoor dining

11. Santana Row Properties #5 - Silicon Valley Getaway

Santana Row Properties #5 - Silicon Valley Getaway
San Jose
9.8 out of 10, Exceptional, (41 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 SAR 1,822
SAR 3,225 total
includes taxes & fees
24 Sep - 25 Sep
Santana Row Properties #5 - Silicon Valley Getaway
Dining

12. 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 SAR 811
SAR 1,688 total
includes taxes & fees
28 Sep - 29 Sep
Spacious 4 Bd 4 Ba home close to all the best of San Jose
Outdoor dining

13. 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.
Santana Row Properties #8 - Silicon Valley Getaway: Escape the Ordinary!
TV

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

Cupertino 2BR w/AC/Washer/Dryer/EV on 1F
Sunnyvale West
The price is SAR 719
SAR 1,443 total
includes taxes & fees
30 Sep - 1 Oct
Cupertino 2BR w/AC/Washer/Dryer/EV on 1F
Coffee/tea maker, fridge, microwave, oven

15. Gourmet Kitchen + Private Front Yard + Parking

Gourmet Kitchen + Private Front Yard + Parking
Burbank
8.2 out of 10, Very good, (33 reviews)
"We had an excellent experience, the property was really clean love the kitchen and the living room area. We loved how peaceful and quiet it was. Communication was fast and easy. shower was too small though . But overall enjoyed the stay"
United States
Sandra
The price is SAR 297
SAR 637 total
includes taxes & fees
5 Oct - 6 Oct
Gourmet Kitchen + Private Front Yard + Parking
Outdoor dining

16. 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 SAR 1,682
SAR 3,052 total
includes taxes & fees
28 Sep - 29 Sep
Santana Row Properties #2 - Silicon Valley Getaway
3 bedrooms, iron/ironing board, WiFi, bed sheets

17. 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 SAR 917
SAR 1,907 total
includes taxes & fees
24 Sep - 25 Sep
Ask Discount! 7 mins Nvidia!10 mins Levi's 4 Parks
Pool

18. Dreamy Luxe Pool Retreat - 3BR in Urban Campbell

Dreamy Luxe Pool Retreat - 3BR in Urban Campbell
San Tomas
10.0 out of 10, Exceptional, (6 reviews)
"Comfortable and cozy, pool was amazing!Looking forward to our next stay! "
United States
Diana W.
The price is SAR 1,480
SAR 2,732 total
includes taxes & fees
29 Sep - 30 Sep
Dreamy Luxe Pool Retreat - 3BR in Urban Campbell
Flat-screen TV

19. New Build Smart Home 3 Bedroom

New Build Smart Home 3 Bedroom
2.0 star property
San Miguel
The price is SAR 3,376
SAR 4,395 total
includes taxes & fees
7 Oct - 8 Oct
New Build Smart Home 3 Bedroom
Interior

20. Launch Promotion | Sunnyvale 3B2b Super Big House

Launch Promotion | Sunnyvale 3B2b Super Big House
San Miguel
10.0 out of 10, Exceptional, (1 review)
The price is SAR 749
SAR 1,699 total
includes taxes & fees
28 Sep - 29 Sep
Launch Promotion | Sunnyvale 3B2b Super Big House
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Cupertino Hotel Reviews

Wild Palms, a JdV by Hyatt Hotel

Wild Palms, a JdV by Hyatt Hotel

8/10 Good
"Cute boutique hotel, centrally located. Our AC seemed to have issues but other than that, we’d book again."
melisa 3-night trip
Posted 12 hours ago
Wild Palms, a JdV by Hyatt Hotel

Frequently asked questions

Can I find a vacation rental in Cupertino?

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

What are some of the best vacation rentals in Cupertino?

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

How many vacation rentals are there in Cupertino?

Expedia has 13 vacation 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 larger area, you’ll find popular places like Levi's Stadium and SAP Center at San Jose.

What are vacation rentals like in Cupertino?

Vacation rentals are privately owned accommodations you can book for a couple days or more in Cupertino. Vacation rentals offer extras like WiFi and washers and dryers so you'll be comfy for your stay. If you're concerned about a clean environment, a vacation rental can provide a sense of privacy away from public hotel elevators and busy reception areas while still allowing you a great travel experience. You'll also have more space in a vacation rental than in a standard hotel, which is another reason why a vacation rental is a popular choice for a family trip.