Cupertino Vacation Rentals

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Our top choices for Cupertino vacation rentals

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 ¥21,630
¥50,010 total
includes taxes & fees
Feb 12 - Feb 13
Brand New Private One Bedroom Cottage with a Wet Bar/Kitchenette

Cozy, central Santa Clara escape

Cozy, central Santa Clara escape
Santa Clara
The price is ¥26,653
¥56,401 total
includes taxes & fees
Feb 18 - Feb 19
Cozy, central Santa Clara escape

Airy Modern 2BR/2BA - Parking + Laundry + Sleep 6

Airy Modern 2BR/2BA - Parking + Laundry + Sleep 6
Shasta-Hanchett Park
9.8 out of 10, Exceptional, (8 reviews)
"Ideal location, walking distance from popular San Jose points of interest. House had a great layout and style. Would stay there again."
United States
Liberato M.
The price is ¥20,550
¥44,391 total
includes taxes & fees
Feb 15 - Feb 16
Airy Modern 2BR/2BA - Parking + Laundry + Sleep 6

Gourmet Kitchen + Private Front Yard + Parking

Gourmet Kitchen + Private Front Yard + Parking
Burbank
7.8 out of 10, Good, (18 reviews)
"Great location, clean, friendly owners. "
United States
Brian L.
The price is ¥14,060
¥29,431 total
includes taxes & fees
Mar 9 - Mar 10
Gourmet Kitchen + Private Front Yard + Parking

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, (55 reviews)
"Host was great and very communicative during our stay! Home was clean and felt very cozy! "
United States
Gisselle
The price is ¥23,949
¥39,168 total
includes taxes & fees
Feb 16 - Feb 17
Luxury stay near Santana Row for vacation/business

Brand New! Guest House - Modern Stylish & Central

Brand New! Guest House - Modern Stylish & Central
Santa Clara
10.0 out of 10, Exceptional, (43 reviews)
"Our stay was great! This was a perfect guest house for our trip! Very clean and in a good neighborhood! "
United States
Shayna C.
The price is ¥20,859
¥38,319 total
includes taxes & fees
Feb 16 - Feb 17
Brand New! Guest House - Modern Stylish & Central

San Jose 3b2b near DT & Tech Hub

San Jose 3b2b near DT & Tech Hub
Buena Vista
9.2 out of 10, Wonderful, (15 reviews)
"The house was very well equipped and perfect for our family"
United States
Valentina
The price is ¥27,673
¥76,716 total
includes taxes & fees
Feb 12 - Feb 13
San Jose 3b2b near DT & Tech Hub

Charming Apartment in the heart of Silicon Valley unit 3

Charming Apartment in the heart of Silicon Valley unit 3
San Jose
9.6 out of 10, Exceptional, (7 reviews)
"Easy stay, walking distance to Santana Row. "
United States
Eric H.
The price is ¥19,314
¥31,443 total
includes taxes & fees
Feb 12 - Feb 13
Charming Apartment in the heart of Silicon Valley unit 3

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

Big 6BR DT SJ Getaway + Huge Backyard

Big 6BR DT SJ Getaway + Huge Backyard
Ryland
The price is ¥40,335
¥102,997 total
includes taxes & fees
Feb 17 - Feb 18
Big 6BR DT SJ Getaway + Huge Backyard

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, (51 reviews)
"This was an excellent property to stay with my family very convenient as three of the four bedrooms have their own bathroom very clean and very friendly owner we highly recommend this property for his location and space"
United States
Sandra R.
The price is ¥33,374
¥69,468 total
includes taxes & fees
Feb 12 - Feb 13
Spacious 4 Bd 4 Ba home close to all the best of San Jose

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, (23 reviews)
"Nice place and close to Santana Row. Also nice to be close to freeway exit"
United States
Hee Sung K.
The price is ¥24,567
¥39,694 total
includes taxes & fees
Feb 12 - Feb 13
Posh place 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, (59 reviews)
"Clean room, quiet, quick response from staff with question"
United States
Rene
The price is ¥17,083
¥19,389 total
includes taxes & fees
Feb 17 - Feb 18
Kasa University-Airport Santa Clara

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, (5 reviews)
"Property is perfect for a single or a couple looking to do some shopping and dining. Centrally located to Santana Row, next to shopping center. Very clean, beautifully decorated and host very easy to reach. Has a parking garage, a little difficult to figure out, but once you do, easy in and out of the property. Strongly recommend this property. "
United States
LIZ
The price is ¥38,628
¥60,028 total
includes taxes & fees
Feb 17 - Feb 18
Luxury 1 bedroom apartment in Santana Row, San Jose

Santana Row Properties #3 - Silicon Valley Getaway

Santana Row Properties #3 - Silicon Valley Getaway
San Jose
The price is ¥29,357
¥61,186 total
includes taxes & fees
Feb 12 - Feb 13
Santana Row Properties #3 - 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, (5 reviews)
"This is my second time staying here and I absolutely love the convenience of it. Everything is steps away and the hosts are just really great always checking in. "
United States
Karen U.
The price is ¥29,202
¥61,016 total
includes taxes & fees
Feb 12 - Feb 13
Santana Row Properties #4 - Silicon Valley Getaway!

Santana Row Properties #6 - Silicon Valley Getaway

Santana Row Properties #6 - Silicon Valley Getaway
San Jose
10.0 out of 10, Exceptional, (18 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 ¥37,391
¥76,204 total
includes taxes & fees
Feb 12 - Feb 13
Santana Row Properties #6 - Silicon Valley Getaway

Charming 3-bedroom Guesthouse with WiFi in Sunnyvale

Charming 3-bedroom Guesthouse with WiFi in Sunnyvale
San Miguel
The price is ¥54,079
¥118,664 total
includes taxes & fees
Feb 12 - Feb 13
Charming 3-bedroom Guesthouse with WiFi in Sunnyvale

Downtown 1bd/1ba ADU

Downtown 1bd/1ba ADU
Heritage District
The price is ¥19,546
¥42,780 total
includes taxes & fees
Mar 3 - Mar 4
Downtown 1bd/1ba ADU

Comfy stay in Santa Clara

Comfy stay in Santa Clara
Santa Clara
The price is ¥26,653
¥59,145 total
includes taxes & fees
Mar 6 - Mar 7
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.
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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:

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Frequently asked questions

Can I find a vacation rental in Cupertino?

Yes, you can find vacation rentals in Cupertino close to Bowlmor Lanes, 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?

Marbella Lane Triplex San Jose: You might like this vacation home rental near Cupertino. It has a 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 vacation rentals are there in Cupertino?

Expedia has 16 vacation rentals for your stay in Cupertino.

What’s there to see and do in Cupertino?

Enjoy the outdoors at Rancho San Antonio Preserve and Silicon Valley, or simply take in cultural attractions like Cupertino Historical Society and Museum and McClellan Ranch Park. While here, Blackberry Farm Golf Course and Santa Cruz Mountains are other places worth a visit.

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.