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Cupertino Vacation Rentals

Our Favorite Vacation Rentals in Cupertino

Cupertino Vacation Rentals with a Pool

Cupertino Vacation Rentals with Wi-Fi

Cupertino Pet-Friendly Vacation Rentals

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.

Price and Availability in Cupertino

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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.
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 Weather in Cupertino

91º 55º
85º 53º
89º 50º
84º 47º
84º 38º
65º 36º
69º 34º
77º 32º
81º 36º
79º 43º
86º 48º
93º 48º
Rainy days
This climate histogram shows you the weather patterns in Cupertino. The hottest month in Cupertino is July, when temperatures peak at 93 ˚F. The coolest month is February, when temperatures drop to 32 ˚F. The wettest month in Cupertino is January with 2.75 inches of rain, while the driest month is November with 1.1 inches of rain.

What Expert Travelers Think

Vacation Rentals in Cupertino

Browse vacation rentals from all the best providers including Airbnb, Priceline, Agoda and others at AllTheRooms has 680 rentals, hotels and other great places to stay while you enjoy Cupertino, with everything from inexpensive hostels and homestays to luxury Airbnbs and hotels. If you are wanting to keep costs down, the lowest priced place to stay in Cupertino is only $10 per night. The average price of an accommodation is generally $159 per night.

If you have to have an internet connection during your stay in Cupertino, then you can choose from over 439 accommodations that have WiFi internet. We have 37 accommodations that include a breakfast included. You can keep up with your workout routine by staying at one of 77 accommodations that provide gym facilities. If you're planning on arriving in Cupertino by car, be sure to choose from 394 accommodations that provide parking. We have 48 places to stay that have a pool or jacuzzi.

If you're traveling with a furry friend, then be sure to choose one of the 41 pet-friendly accommodations available.

AllTheRooms compares vacation rentals, hotels and other unique accommodation types from many providers in Cupertino, including 430 places to stay from Airbnb, 5 accommodations from Priceline and 3 places to stay from Agoda

392 accommodations in Cupertino have been reviewed; 62% are rated highly. You can instantly book any of 209 places to stay right now.

Destinations near Cupertino