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
  • 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 vacation rentals

Gourmet Kitchen + Private Front Yard + Parking

Gourmet Kitchen + Private Front Yard + Parking
Burbank
7.4 out of 10, Good, (21 reviews)
"Great location, clean, friendly owners. "
United States
Brian L.
The price is ¥13,250
¥28,902 total
includes taxes & fees
Jul 2 - Jul 3
Gourmet Kitchen + Private Front Yard + Parking

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, (4 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 ¥22,642
¥53,806 total
includes taxes & fees
Jun 30 - Jul 1
Brand New Private One Bedroom Cottage with a Wet Bar/Kitchenette

Brand New! Guest House - Modern Stylish & Central

Brand New! Guest House - Modern Stylish & Central
Santa Clara
10.0 out of 10, Exceptional, (46 reviews)
"I have stayed here a few times now and its my go-to when I am in town. This location is always clean and its in a great location!"
United States
Kai S.
The price is ¥19,651
¥38,575 total
includes taxes & fees
Jun 29 - Jun 30
Brand New! Guest House - Modern Stylish & Central

Luxury stay near Santana Row for vacation/business

Luxury stay near Santana Row for vacation/business
West San Jose
9.2 out of 10, Wonderful, (63 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 ¥25,070
¥42,603 total
includes taxes & fees
Jun 28 - Jun 29
Luxury stay near Santana Row for vacation/business

Kasa University-Airport Santa Clara

Kasa University-Airport Santa Clara
4.0 star property
Santa Clara
9.0 out of 10, Wonderful, (68 reviews)
",Clean modern and comfortable facility. The amenities were perfect! "
United States
Elizabeth
The price is ¥24,636
¥27,962 total
includes taxes & fees
Jun 29 - Jun 30
Kasa University-Airport Santa Clara

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, (61 reviews)
"This home with 4 bedrooms and 4 bathrooms was perfect for 8 of us. Kitchen was great, not alot of pans or utensils but we always bring ours cause my son has celiac. Beautiful home and comfy. Close to downtown, easy access to SAP Center. We would definitely stay again. "
United States
Nichole D.
The price is ¥39,626
¥77,231 total
includes taxes & fees
Jul 19 - Jul 20
Spacious 4 Bd 4 Ba home close to all the best of San Jose

Downtown 1bd/1ba ADU

Downtown 1bd/1ba ADU
Heritage District
10.0 out of 10, Exceptional, (1 review)
"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.
The price is ¥34,224
¥62,368 total
includes taxes & fees
Jul 27 - Jul 28
Downtown 1bd/1ba ADU

Brand New Guest Suite + Luxurious Bath, Near SJC

Brand New Guest Suite + Luxurious Bath, Near SJC
Burbank
8.0 out of 10, Very Good, (16 reviews)
"Just a room and a bath in a good locationMet my needs -- would stay there againI recommend it"
United States
Elena L.
The price is ¥10,351
¥19,654 total
includes taxes & fees
Jul 8 - Jul 9
Brand New Guest Suite + Luxurious Bath, Near SJC

💎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 ¥25,416
¥48,487 total
includes taxes & fees
Jun 28 - Jun 29
💎Cozy 1B/1B in a prime location • 🌲AC/ 1000mb wifi/ Washer, dryer/ more…

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, (29 reviews)
"Great place to stay "
United Kingdom
Dan M.
The price is ¥25,717
¥43,638 total
includes taxes & fees
Jun 29 - Jun 30
Posh place near Santana Row for vacation/business

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 ¥37,944
¥75,738 total
includes taxes & fees
Jul 2 - Jul 3
Comfy stay in Santa Clara

Modern style Santana Row loft

Modern style Santana Row loft
San Jose
9.6 out of 10, Exceptional, (7 reviews)
"The host was very responsive and attentive. Also loved the proximity to Santana Row shopping "
United States
Sue A.
The price is ¥33,634
¥74,045 total
includes taxes & fees
Jul 5 - Jul 6
Modern style Santana Row loft

Luxury 1 bedroom apartment in Santana Row, San Jose

Luxury 1 bedroom apartment in Santana Row, San Jose
San Jose
9.8 out of 10, Exceptional, (8 reviews)
"Nice place and great location."
United States
Rhonda
The price is ¥40,435
¥62,998 total
includes taxes & fees
Jun 29 - Jun 30
Luxury 1 bedroom apartment in Santana Row, San Jose

🌟 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 ¥29,495
¥63,792 total
includes taxes & fees
Jun 28 - Jun 29
🌟 Stylish 2B2B Retreat in the Heart of the Silicon Valley

Stylish Central San Jose 3B2B w/crib Free Parking

Stylish Central San Jose 3B2B w/crib Free Parking
St. Leo's
9.6 out of 10, Exceptional, (8 reviews)
"Location was great and the home was nice. "
United States
Matt K.
Stylish Central San Jose 3B2B w/crib Free Parking

A Sunny Home in San Jose 2b/2b

A Sunny Home in San Jose 2b/2b
Burbank
A Sunny Home in San Jose 2b/2b

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 ¥43,508
¥85,706 total
includes taxes & fees
Jun 29 - Jun 30
Santana Row Properties #6 - Silicon Valley Getaway

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 ¥38,332
¥73,866 total
includes taxes & fees
Jun 29 - Jun 30
Santana Row Properties #4 - Silicon Valley Getaway!

Cozy, central Santa Clara escape

Cozy, central Santa Clara escape
Santa Clara
7.0 out of 10, Good, (2 reviews)
"Enjoyed our stay!"
United States
Slflo70 F.
The price is ¥31,434
¥63,860 total
includes taxes & fees
Jul 2 - Jul 3
Cozy, central Santa Clara escape

Da-H2(Master) A Room · Master Room Luxury King Bed

Da-H2(Master) A Room · Master Room Luxury King Bed
Sunnyvale
The price is ¥31,757
¥54,568 total
includes taxes & fees
Jun 29 - Jun 30
Da-H2(Master) A Room · Master Room Luxury King Bed
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

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!

Explore a world of travel with Expedia

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 rental near Cupertino has air-conditioning and a Smart TV 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 Cupertino Memorial Park and Rancho San Antonio Preserve, or simply take in cultural attractions like Cupertino Historical Society and Museum and McClellan Ranch Park. In the larger area, you’ll find popular places like Levi's Stadium and California's Great America.

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.