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Cupertino Vacation Rentals

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Cupertino Travel Guide

Cupertino is located in Santa Clara County right next to San Jose. The city is also right under the wild Santa Cruz Mountains; an excellent place for outdoor activities. Cupertino is part of the Silicon Valley and it is home to the Apple’s headquarters. Interestingly, Cupertino was a small, rural village until the end of the 19th century, but as soon as railroads reached the village it started to develop and grow fast. But the true development and expansion of housing didn't occure until the mid 20th century. Ever since the city has kept growing and developing, welcoming the diverse tech work force that is from all over the world.

Things to Do in Cupertino

Cupertino is not only beautiful but also very interesting because of its place at the forefront of technological advancement. There are also plenty of options for outdoor activities, so the adevnturous types should love Cupertino. Start the Cupertino journey at the Apple Park Visitors Center. The center is an extension of the Apple campus and allows visitors to explore, learn about, and experience Apple's culture (and maybe their plans for world domination). Here guests can purchase various Apple products, see the Apple exhibition, and get cozy on the rooftop terrace. The terrace grants visitors the opportunity to sip on a coffee while overlooking the Infinite Loop Headquarters of Apple, which some say looks like a spaceship.

Another interesting landmark is San Jose's Winchester Mystery House, just a quick drive from Cupertino. While it may just look like an old mansion really it is also the home of some paranormal activity. Built by the wealthy widow of the Winchester fortune there are many oddities like stairs that go nowhere and secret windows looking into rooms throughout the house. There are daily tours which will speak about these peculiarities and talk about the alleged ghosts that live here. The Mystery House is also across the street from Santana Row, an upscale shopping area.

To spend some time outdoors and take advantage of California's weather, visit Rancho San Antonio County Park. The park features a 25 mile long hiking trail and excellent views of the bay. In the heart of the city is Cupertino Memorial Park. A lovely little duck pond, picnic areas, and walking paths are all available for entertainment. The Fujitsu Planetarium is an awesome place to learn about the stars and spend an eye opening afternoon.

Best Places to Stay in Cupertino

The best vacation rentals are near Creekside or the eastern districts where restaurants, cafes, stores, landmarks, and much more are in walking distance. The Stevens Creek area has a large nature preserve essentially in its backyard.

Best Time to Visit Cupertino

The heaviest rain lasts from around April to November, the remaining months are often quite lovely with temperate temperatures ideal for a hike or visiting a nearby winery.

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Price and Availability in Cupertino

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The cheapest day to stay at a vacation rental in Cupertino tends to be Saturday, while the most expensive day tends to be Friday. Vacation homes in Cupertino tend to be busiest on Wednesdays, while it tends to be much quieter on Saturdays.
The most expensive month to stay in a vacation rental in Cupertino is in July, while the cheapest month is in April. The most popular time to book a vacation rental in Cupertino is in the high season in June. Cupertino has its low season in December, when less people are visiting and the vacation home occupancy rate drops.
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The Weather in Cupertino

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91° 50°
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This climate histogram shows you the weather patterns in Cupertino. The warmest months in Cupertino are May and April, when temperatures reach 96 ˚F. The coolest month is January, when temperatures drop to 34 ˚F. The wettest month in Cupertino is January with 2.73 inches of rain, while the driest month is September with 0.09 inches of rain.

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What Expert Travelers Think

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    Jeff CampbellMiddle Class Dad
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    Max Hobbs
    Max HobbsLTL Mandarin School
    LTL Mandarin School

  • — When I plan a trip, I no longer waste time visiting multiple websites in search of the best accommodations. Now, I just go to AllTheRooms and immediately find everything from luxury villas to pet-friendly rentals! All in one place

    Whitney Wear
    Whitney WearTravel Better Guide
    Travel Better Guide

Vacation Rentals in Cupertino

Browse places to stay from all the leading providers including Airbnb, Priceline, Agoda and more at AllTheRooms.com. AllTheRooms has 740 vacation rentals, hotels and other great places to stay during your time in Cupertino, with everything from inexpensive hostels and homestays to luxury Airbnbs and hotels. A vacation in Cupertino can be budget-friendly - the lowest price rental is available at $15 a night. The average price of a rental is $144 per night.

Those needing to get some work done during their trip to Cupertino can pick from 484 places to stay that include WiFi. 40 places to stay include a morning meal. Choose from 91 accommodations that provide gym options, so you won't miss a single workout. Driving to Cupertino? Then choose one of the 433 places to stay that comes with a parking spot included. We have 77 places to stay that have a pool or jacuzzi.

Those traveling with a cat, dog or some other animal can stay in one of 93 accommodations that are designated as pet-friendly.

We aggregate vacation rentals, hotels and other bespoke accommodation types from many providers in Cupertino, including 481 places to stay from Airbnb, 10 accommodations from Priceline and 3 places to stay from Agoda

437 of the places to stay in Cupertino have been reviewed by previous guests. They rated 60% as excellent or good. You can instantly book any of 234 places to stay right now.

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