Photo by David Lew

Cupertino holiday homes

We found 1,617 holiday rentals — enter your dates for availability

Discover a selection of 39 homes, 16 apartments and other holiday rentals in Cupertino that are perfect for your trip. Whether you’re staying in a holiday home with friends, family or just with your pet, you'll have the best amenities for spending time at your home away from home, such as air conditioning and a TV. At the end of the day, you'll be able to choose a property to rent for everyone's needs, including a place that is accessible or non-smoking.

Find spaces that suit your style

  • Peace of mind
    Our Book with Confidence guarantee gives you 24/7 support
  • More quality time
    From booking to staying, the whole process is simple and enjoyable
  • All the privacy of home
    Enjoy full kitchens, laundry, pools, gardens and more
  • More for less
    More space, more privacy, more amenities — more value

Head to the lively city of Cupertino

Enjoy the area's live music, theatre scene and monuments with a rental holiday home in Cupertino. This welcoming city is known for its restaurants, shopping and cycling. Santana Row Shopping Center and Levi's Stadium are just a couple of the must-see attractions in the area. Many of our holiday rentals offer full kitchens, spacious living quarters and sometimes even a hot tub—perfect for a relaxing getaway.

Sightseeing in and around Cupertino

Are you looking for things to do in the area? Venture out of your cosy holiday rental and check out everything that makes Cupertino a one-of-a-kind holiday spot. These are some of the most popular attractions to explore, all within 30 miles (48.2 km) of the city centre:

  • Tesla Motors (12.7 mi / 20.4 km)
  • Blackberry Farm Golf Course (1.6 mi / 2.6 km)
  • Mountain Winery (4.7 mi / 7.6 km)
  • California's Great America (6 mi / 9.7 km)
  • NASA Ames Research (6.2 mi / 10 km)
  • Twin Creeks Sports Complex (6.5 mi / 10.5 km)

Exploring the natural features in Cupertino

Whether you're looking for adventure or just want to appreciate the scenery, Cupertino is a great spot to appreciate mother nature. Here are some of the area’s most stunning natural features, all within 30 miles (48.2 km) of the city centre:

  • Central Park (3.4 mi / 5.5 km)
  • Hakone Gardens (4.9 mi / 7.9 km)
  • San Jose Municipal Rose Garden (5.7 mi / 9.2 km)
  • Vasona Lake County Park (6.5 mi / 10.5 km)
  • Plaza de Cesar Chavez (7.9 mi / 12.7 km)
  • Horse Park at Woodside (12.9 mi / 20.8 km)

Transport to and around Cupertino

The nearest airport is in San Jose, CA (SJC-Norman Y. Mineta San Jose Intl.), located 6.5 mi (10.5 km) from the city centre. If you can't find a flight that works for your travel itinerary, you could also fly into San Carlos, CA (SQL), which is 17.9 mi (28.8 km) away.

Frequently asked questions

What is the best area to stay in Cupertino when booking a holiday home?
One of the more desired neighbourhoods to find a Cupertino holiday home is Rancho Rinconada. When you book your holiday property with Bookabach, you can look forward to having the whole place to yourselves. That means you won’t have to share it with anybody other than your people.
What is the most popular type of holiday home accommodation in Cupertino?
According to our data, apartments are the most desirable type of holiday property in Cupertino. But of course, everyone’s idea of an epic stay isn’t going to be the same. Bookabach has holiday homes of all shapes, sizes and budgets, so you’re sure to find your ideal fit.
How much does it cost to rent a holiday home in Cupertino?
The average price for a holiday home in Cupertino depends on a number of factors, like season, property type and length of stay. Whether you’re searching for a sprawling villa with lots of bedrooms or a quaint cabin for you and your other half, just enter your dates of travel to discover stays with terrific value.
How much does it cost to rent a beach house in Cupertino?
The average price for a holiday home by the beach in Cupertino depends on when you’ll be there and the size and style of property you’re searching for. You can find prices quickly and easily on Bookabach by entering your dates of travel. Then use our handy filter tool to select the number of bedrooms and amenities that you need, like a pool, air conditioning and WiFi.
Are there pet-friendly holiday homes in Cupertino?
Pack a squeezy toy and a bone for your puppy dog because Cupertino has 21 holiday homes that roll out the welcome mat to doggie guests. Let your four-legged pal get in on the family fun at one of our pet-friendly holiday homes on Bookabach. Simply enter your destination and travel dates, then check our “Pets allowed” filter box.
Can I rent a house with a pool in Cupertino?
Dig out your swimwear and swim ring, because there are 10 houses with a private pool in Cupertino. Unwind at one of these terrific holiday homes and every day can be a pool day. Simply enter your travel dates into Bookabach, then use the “pool” filter to find the ideal place for a splashing good time!
What are popular home amenities in Cupertino?
Some of the most popular home amenities guests are looking for in Cupertino are an electric car charging station, a barbecue grill and a fireplace. Whether you’re on a trip with family, your besties or even pets, Bookabach holiday homes have the best amenities for chilling out with the people you cherish the most.
Are there large group holiday homes in Cupertino?
Cupertino has two holiday properties that can fit 10 or more guests. These properties come with the space you need to share good times with family and friends.
Are there holiday homes in Cupertino that welcome kids?
With 21 family-friendly holiday homes available in Cupertino, there’s never been a better time to introduce your kids to the wonders of travel. Simply check our “Properties good for families” filter to view stays packed with amenities ideal for families on the move, such as full kitchens, pools, entertainment areas and bunk beds.
What are the top attractions for families in Cupertino?
Keep the kids occupied at these fun family-friendly attractions in Cupertino:

  • Californias Great America
  • Rosicrucian Egyptian Museum
  • The Tech Interactive

Are there one-bedroom holiday homes in Cupertino?
Yes, you’ll find eight one-bedroom properties in Cupertino to select from. A one-bedroom holiday home is an excellent choice if it’s just two of you or if you’re travelling solo. Add in more convenience, privacy and space compared to a regular hotel, and you’re bound to have an unforgettable getaway.
Can I find two-bedroom holiday homes in Cupertino?
Cupertino has seven two-bedroom properties for you to select from. Experience a holiday home with all the comfort and privacy you’re looking for at a fantastic price on Bookabach.
Are there holiday homes with WiFi in Cupertino?
Choose from seven holiday homes with WiFi in Cupertino. If you want to disconnect from daily life during your escape, but still want to be connected to the web, these getaways have what you need. Narrow your search by applying the WiFi filter on Bookabach.
How can I find holiday homes with air conditioning in Cupertino?
Decide on your travel dates and then use the filter tool to find holiday homes with ac in Cupertino on Bookabach. With 20 air-conditioned properties on offer here, you can look forward to a cool and comfy stay.
How old do you have to be to rent a holiday home in Cupertino?
The minimum age is normally 16, 18 or 21. It can vary between properties on Bookabach, so check the rules of your preferred Cupertino stay before booking your escape.
How long can I rent a holiday home in Cupertino for?
It’s down to the Cupertino property. To look at a list of options offering extended stays, simply type your dates and guest number into Bookabach’s search page. Look forward to having the property to yourself, along with home comforts like air conditioning, a fully-equipped kitchen and a backyard where the kids can run around and play. Keep your eyes open for long-term stays that offer weekly or monthly discounts.

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