Cupertino Vacation Rentals from ￥20,001: Search Short-Term Rentals

Q: What are some of the best vacation rentals in Cupertino?

Spacious 4 Bd 4 Ba home close to all the best of San Jose : This vacation home rental near Cupertino has air-conditioning and laundry facilities to help you feel perfectly comfortable in your new surroundings. It has 4 bedrooms in addition to a kitchen with a dishwasher and a stovetop.

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In two weeks

In two months

In three months

In four months

Our top choices for Cupertino vacation rentals

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

Cupertino

Kevin

￥51,888 total

includes taxes & fees

Apr 12 - Apr 13

Spacious CRTL San Jose 1B w/crib free street prkg

St. Leo's

Christiane J.

￥53,736 total

includes taxes & fees

Mar 30 - Mar 31

Luxury stay near Santana Row for vacation/business

West San Jose

Pavani

￥40,959 total

includes taxes & fees

Mar 30 - Mar 31

Highchair, blender, cookware/dishes/utensils, spices

San Jose 3b2b near DT & Tech Hub

Buena Vista

Valentina

￥80,716 total

includes taxes & fees

Mar 31 - Apr 1

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

Buena Vista

Sandra R.

￥72,877 total

includes taxes & fees

Mar 30 - Mar 31

Charming Apartment in the heart of Silicon Valley unit 3

San Jose

Eric H.

￥32,944 total

includes taxes & fees

Mar 30 - Mar 31

Gourmet Kitchen + Private Front Yard + Parking

Burbank

Brian L.

￥28,830 total

includes taxes & fees

Apr 20 - Apr 21

Brand New Guest Suite + Luxurious Bath, Near SJC

Burbank

Elena L.

￥20,001 total

includes taxes & fees

Apr 13 - Apr 14

Posh place near Santana Row for vacation/business

West San Jose

S R.

￥41,664 total

includes taxes & fees

Mar 30 - Mar 31

Private Guest Suite + Full Kitchen, 3 BD, Near SJC

Burbank

Anonymous traveler

￥28,137 total

includes taxes & fees

Apr 6 - Apr 7

Desk, iron/ironing board, WiFi, bed sheets

Downtown 1bd/1ba ADU

Heritage District

￥44,866 total

includes taxes & fees

Mar 30 - Mar 31

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

Shasta-Hanchett Park

Michael A.

￥44,214 total

includes taxes & fees

Apr 16 - Apr 17

Charming 3-bedroom Guesthouse with WiFi in Sunnyvale

San Miguel

￥122,638 total

includes taxes & fees

Mar 30 - Mar 31

Family Fun Sleep 6/Rec Room/AC/Wi-Fi/Parking

Buena Vista

￥53,790 total

includes taxes & fees

Mar 30 - Mar 31

Luxury 1 bedroom apartment in Santana Row, San Jose

San Jose

Rhonda

￥62,762 total

includes taxes & fees

Mar 30 - Mar 31

Santana Row Properties #6 - Silicon Valley Getaway

San Jose

Wendy C.

￥73,566 total

includes taxes & fees

Mar 30 - Mar 31

Modern Detached ADU with Garaged Parking in Heart of San Jose Downtown

Garden Alameda

"Convenient location in mid town San Jose, close to everything.pet friendly by host ( I don’t have pet)Brand new immaculate ADU with smart new Samsungappliances, well stocked in every room.ADU is so clean and neat to the point I don’t want to mess up with even avoided to cook smelly foods.Parking either in the garage or behind the lock gate.Very nice owner, gave directions clearly , Overall this ADU is one of the best vacations rentals i had stayed . I want to rent this rental again when I am...

Hang N.

￥52,822 total

includes taxes & fees

Mar 30 - Mar 31

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

Sunnyvale West

"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."

Michael R.

￥60,818 total

includes taxes & fees

Mar 31 - Apr 1

Comfy stay in Santa Clara

Santa Clara

￥61,846 total

includes taxes & fees

Mar 30 - Mar 31

Kasa University-Airport Santa Clara

Santa Clara

Olivia

￥27,568 total

includes taxes & fees

Apr 13 - Apr 14

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Top Cupertino Hotel Reviews

Sonesta ES Suites Sunnyvale

10/10 Excellent

"It was fresh ran out quick because it was so good but quality food as well."

Hyatt Centric Santa Clara Silicon Valley

2/10 Terrible

"From the moment we arrived, the experience was disappointing. The front desk staff was noticeably unpleasant and unwelcoming. When we entered our room, we immediately found multiple bugs throughout the space. This alone was unacceptable. On top of that, we could clearly hear our neighbors, despite the hotel advertising the rooms as soundproof. Due to these issues, we made the decision to check out within an hour of checking in and booked another hotel. The condition of the room, particularly the presence of bugs, was simply not something we were willing to tolerate. What made the situation even worse was the response from management. When I spoke with the general manager showed no accountability, offered no apology, and handled the situation in a highly unprofessional manner. His response, “as long as they weren’t bed bugs," was dismissive and completely unacceptable. We requested a refund for at least the night we did not stay, (our reservation was for two nights) but the hotel refused to provide any form of compensation. Overall, this was an extremely disappointing experience. Between the lack of cleanliness and the poor customer service from both the front desk and management, I would not recommend this hotel to anyone."

Hilton Garden Inn Cupertino

8/10 Good

"We checked in late and kids wanted to swim in the pool at around 7pm. All we could smell was weed from a table with young adults sitting in the corner smoking weed and drinking beer. Small outdoor area for pool. Not very good for children at all. Dead flies in the pool also. Also, after check in, I was asked via text if front desk could do anything for me, I asked for an extra towel as we didn’t have enough for the four of us. Towel never came. I let them know the next day, and all they said was sorry. "

Find out more about Cupertino

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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?

Spacious 4 Bd 4 Ba home close to all the best of San Jose: This vacation home rental near Cupertino has air-conditioning and laundry facilities to help you feel perfectly comfortable in your new surroundings. It has 4 bedrooms in addition to a kitchen with a dishwasher and a stovetop.

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 Silicon Valley and Santa Cruz Mountains, or simply take in cultural attractions like Cupertino Historical Society and Museum and McClellan Ranch Park. While here, Blackberry Farm Golf Course and Massage Envy Spa 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.

Cupertino Vacation Rentals

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Check prices for these dates

Our top choices for Cupertino vacation rentals

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

Spacious CRTL San Jose 1B w/crib free street prkg

Luxury stay near Santana Row for vacation/business

San Jose 3b2b near DT & Tech Hub

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

Charming Apartment in the heart of Silicon Valley unit 3

Gourmet Kitchen + Private Front Yard + Parking

Brand New Guest Suite + Luxurious Bath, Near SJC

Posh place near Santana Row for vacation/business

Private Guest Suite + Full Kitchen, 3 BD, Near SJC

Downtown 1bd/1ba ADU

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

Charming 3-bedroom Guesthouse with WiFi in Sunnyvale

Family Fun Sleep 6/Rec Room/AC/Wi-Fi/Parking

Luxury 1 bedroom apartment in Santana Row, San Jose

Santana Row Properties #6 - Silicon Valley Getaway

Modern Detached ADU with Garaged Parking in Heart of San Jose Downtown

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

Comfy stay in Santa Clara

Kasa University-Airport Santa Clara

Find vacation rentals that suit your style

Top Cupertino Hotel Reviews

Sonesta ES Suites Sunnyvale

Find out more about Cupertino

Explore a world of travel with Expedia

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