Book Holiday Homes in Cupertino

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Featured Holiday Homes in Cupertino

Silicon Valley Stays Casa Uno

Silicon Valley Stays Casa Uno

Mountain View
Book a stay at this business-friendly vacation home in Mountain View. Enjoy free WiFi, free parking, and tennis courts. Popular attractions Levi's Stadium and ...
Silicon Valley Stays Casa Uno
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

San Jose
Stay at this vacation home in San Jose. Enjoy air conditioning. Popular attractions Santana Row Shopping Center and SAP Center at San Jose are located ...
Spacious 4 Bd 4 Ba home close to all the best of San Jose
Silicon Valley Stays Casa Tres

Silicon Valley Stays Casa Tres

Mountain View
Stay at this vacation home in Mountain View. Enjoy free WiFi, a garden, and tennis courts. Popular attractions Levi's Stadium and Shoreline Amphitheatre are ...
Silicon Valley Stays Casa Tres
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Japantown, near SJC w/fast wi-fi

Japantown, near SJC w/fast wi-fi

2 out of 5
San Jose
Stay at this vacation home in San Jose. Popular attractions Santana Row Shopping Center and Levi's Stadium are located nearby.
Japantown, near SJC w/fast wi-fi
3M's Luxury Home with fast wifi and private garden near Santana Row

3M's Luxury Home with fast wifi and private garden near Santana Row

Santa Clara
Book a stay at this family-friendly vacation home in Santa Clara. Enjoy a fitness center, a garden, and an in-room coffeemaker. Popular attractions Santana Row ...
3M's Luxury Home with fast wifi and private garden near Santana Row
Business/Family Retreat Near Levi's Stadium!

Business/Family Retreat Near Levi's Stadium!

Santa Clara
Stay at this vacation home in Santa Clara. Enjoy a garden and an in-room coffeemaker. Popular attractions Levi's Stadium and Santana Row Shopping Center are ...
Business/Family Retreat Near Levi's Stadium!
Modern Private Home W/Pool Near Downtown MV!

Modern Private Home W/Pool Near Downtown MV!

Mountain View
Stay at this vacation home in Mountain View. Enjoy free WiFi, a garden, and patios. Popular attractions Shoreline Amphitheatre and Rengstorff Park are located ...
Modern Private Home W/Pool Near Downtown MV!
Great Bay Area Home, 12 Mi to Downtown San Jose!

Great Bay Area Home, 12 Mi to Downtown San Jose!

Sunnyvale
Stay at this vacation home in Sunnyvale. Enjoy patios, Netflix, and cable/satellite TV service. Popular attractions Levi's Stadium and Santana Row Shopping Center ...
Great Bay Area Home, 12 Mi to Downtown San Jose!
@ Marbella Lane - Flamboyant 3BR Gem

@ Marbella Lane - Flamboyant 3BR Gem

San Jose
Stay at this vacation home in San Jose. Enjoy free WiFi, a garden, and an in-room coffeemaker. Popular attractions Santana Row Shopping Center and Westfield ...
@ Marbella Lane - Flamboyant 3BR Gem
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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.

Cupertino Holiday Houses

Do you love last minute road trips and late-night food runs and sunrises on the beach? Do words like “schedule” and “calendar” make you shout, “Don’t box me in!”? You might be a little bit of a rebel. But you’re a rebel with a cause: having a smashing holiday. Itinerary? What’s that? Our Cupertino vacation homes are the perfect way for you to wing it.

Holiday houses in Cupertino let you live life on your own terms. You’ll have so much space, you’ll wish you had more friends and family—but you can always invite over the neighbours. You can often have luxury amenities, but with all the attractions of Cupertino in your backyard, budget holiday homes will do just fine, too. That will just leave you more dough to spend on the important things: cocktails, brunch, and local Cupertino adventures, obvs.

If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in Cupertino with your name on it.

No need to spend big bickies for a holiday beach house the size of Buckingham Palace—unless you’re really in trouble with bae. We’ve got a great selection of Cupertino vacation homes with everything you need for a seriously amazing getaway. Throw out that daily planner and hit “reject” on all those meeting invites. You’re off to a place where there are no rules.

Cupertino Holiday Homes essential information

Accommodation
202 Holiday Homes
Lowest Price
NZ$181
Highest Price
NZ$231
Popular accommodation
Silicon Valley Stays Casa Uno, Spacious 4 Bd 4 Ba home close to all the best of San Jose, Silicon Valley Stays Casa Tres, Japantown, near SJC w/fast wi-fi, 3M's Luxury Home with fast wifi and private garden near Santana Row, Business/Family Retreat Near Levi's Stadium!, Modern Private Home W/Pool Near Downtown MV!, Great Bay Area Home, 12 Mi to Downtown San Jose!, @ Marbella Lane - Flamboyant 3BR Gem

Top trending hotels in Cupertino

Juniper Hotel Cupertino, Curio Collection by Hilton

Juniper Hotel Cupertino, Curio Collection by Hilton

4 out of 5
10050 S De Anza Blvd, Cupertino, CA
Fully refundableReserve now, pay when you stay
The price is NZ$231 per night from 4 Apr to 5 Apr
NZ$231
includes taxes & fees
4 Apr - 5 Apr
Stay at this 4-star boutique hotel in Cupertino. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. ...
Juniper Hotel Cupertino, Curio Collection by Hilton
Cupertino Hotel

Cupertino Hotel

3.5 out of 5
10889 North De Anza Boulevard, Cupertino, CA
Fully refundableReserve now, pay when you stay
The price is NZ$227 per night from 29 Mar to 30 Mar
NZ$227
includes taxes & fees
29 Mar - 30 Mar
Stay at this 3.5-star business-friendly hotel in Cupertino. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
Cupertino Hotel
Aloft Cupertino

Aloft Cupertino

3 out of 5
10165 N De Anza Blvd, Cupertino, CA
Fully refundableReserve now, pay when you stay
The price is NZ$192 per night from 4 Apr to 5 Apr
NZ$192
includes taxes & fees
4 Apr - 5 Apr
Stay at this 3-star business-friendly hotel in Cupertino. Enjoy free WiFi, free parking, and a 24-hour fitness center. Our guests praise the helpful staff and ...
Aloft Cupertino
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Hilton Garden Inn Cupertino

Hilton Garden Inn Cupertino

3 out of 5
10741 N Wolfe Rd, Cupertino, CA
Fully refundableReserve now, pay when you stay
The price is NZ$181 per night from 18 Apr to 19 Apr
NZ$181
includes taxes & fees
18 Apr - 19 Apr
Stay at this 3-star hotel in Cupertino. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. Popular ...
Hilton Garden Inn Cupertino
Don't see what you're looking for?
See all available properties in Cupertino
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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.

**Terms and Conditions apply.
^Subject to availability and chosen travel dates.