AllTheRooms.

Cupertino Vacation Rentals

  1. Vacation Rental Search
  2. United States of America
  3. California
  4. Cupertino

Check prices for these upcoming dates

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.

More+

Price and Availability in Cupertino

Most expensive
Most availability
, , , , , , , , , , , Jan , Feb , Mar , Apr , May , Jun , Jul , Aug , Sep , Oct , Nov , Dec 1 , 0.9 , 0.8 , 0.7 , 0.6 , 0.5 , 0.4 , 0.3 , 0.2 , 0.1 , 0 , , , , , , , , , , , , , , , , , , , , , , Jan , Feb , Mar , Apr , May , Jun , Jul , Aug , Sep , Oct , Nov , Dec 1 , 0.9 , 0.8 , 0.7 , 0.6 , 0.5 , 0.4 , 0.3 , 0.2 , 0.1 , 0 , , , , , , , , , , , , , , , , , , , , , , Jan , Feb , Mar , Apr , May , Jun , Jul , Aug , Sep , Oct , Nov , Dec 1 , 0.9 , 0.8 , 0.7 , 0.6 , 0.5 , 0.4 , 0.3 , 0.2 , 0.1 , 0
Powered by:
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.
More+

The Weather in Cupertino

Rainy days
76° 33°
0
76° 40°
3
82° 39°
2
91° 46°
0
94° 52°
0
90° 53°
0
104° 57°
0
106° 54°
0
97° 46°
0
80° 31°
0
75° 31°
1
66° 36°
1
Feb
Mar
Apr
May
Jun
Jul
Aug
Sep
Oct
Nov
Dec
Jan
Rainy days

This climate histogram shows you the weather patterns in Cupertino. The warmest months in Cupertino are April and May, when temperatures reach 106 ˚F. The coolest month is January, when temperatures drop to 31 ˚F. The wettest month in Cupertino is October with 2.52 inches of rain, while the driest month is December with 1.46 inches of rain.

More+

What Expert Travelers Think

  • — Whenever I am making travel plans I always use comparison sites to find the best accommodation for us at the best price. Whether it be for hotel stays or private rentals AllTheRooms makes this so much easier and quicker as it brings all my searches into one place, with a great offering of options

    Sarah Pool
    Sarah PoolTammymum
    Visit Tammymum

  • — When I first opened up the AllTheRooms.com site, I was impressed right away... When I’m traveling, I don’t like to waste time searching multiple engines for accommodations, it gets overwhelming and frustrating fast. I want a unique, comfortable stay for the best deal

    Kaelin
    KaelinKindly Kae
    Visit Kindly Kae

  • — AllTheRooms.com makes travel easier, enjoyable and inexpensive through its provision of ample information, data and every possible accommodation available to choose from

    ArtMatters.Info
    ArtMatters.InfoArtMatters.Info
    ArtMatters.Info

Vacation Rentals in Cupertino

Pick the perfect rental for your trip at AllTheRooms.com. We compare Airbnb, Priceline, Agoda and more. AllTheRooms has 740 vacation rentals, hotels and other great places to stay during your time in Cupertino, with everything from cheap hostels and homestays to extravagant Airbnbs and hotels. When traveling on a budget, the cheapest place to stay in Cupertino is available at $15 per night. A typical accommodation in Cupertino costs on average $144 a night.

If you want to stay connected during your vacation, then you can choose from over 484 accommodations in Cupertino that have WiFi. We have 40 accommodations that come with breakfast included. Fitness fanatics can get a workout in during their stay by choosing from 91 accommodations that have gyms. If you're planning on arriving in Cupertino by car, be sure to choose from 433 accommodations that provide parking. 77 vacation rentals have a a pool or jacuzzi

If you're traveling with your best friend, then be sure to choose one of the 93 pet-friendly accommodations available.

We combine a wide variety of Cupertino accommodations including vacation rentals, home stays, hostels and other unique places to stay into one easy search. We show results from more than 4 providers, including 481 places to stay from Airbnb, 10 accommodations from Priceline and 3 places to stay from Agoda.

437 of our accommodations in Cupertino have been reviewed and rated. 60% are rated great. You can instantly book any of 234 places to stay right now.

More+

Destinations near Cupertino

  • Los Angeles14,729 Properties
  • Mammoth Lakes14,637 Properties
  • Big Bear Lake13,138 Properties
  • Palm Springs9,182 Properties
  • San Diego8,739 Properties
  • La Quinta5,923 Properties
  • Palm Desert5,586 Properties
  • Big Bear City5,309 Properties
  • San Francisco5,144 Properties
  • Indio4,407 Properties
  • Venice3,973 Properties
  • Oceanside3,905 Properties
  • South Lake Tahoe3,407 Properties
  • Anaheim3,314 Properties
  • Hollywood2,963 Properties
  • San Jose2,674 Properties
  • Napa2,535 Properties
  • Santa Monica2,533 Properties
  • Cathedral City2,373 Properties
  • Carlsbad2,211 Properties
  • Lake Arrowhead2,202 Properties
  • Santa Cruz2,106 Properties
  • Mountain View1,947 Properties
  • Sunnyvale1,853 Properties
  • Truckee1,824 Properties
  • Rancho Mirage1,785 Properties
  • Santa Clara1,735 Properties
  • Santa Barbara1,707 Properties
  • Yosemite National Park1,696 Properties
  • Olympic Valley1,637 Properties
  • Beverly Hills1,635 Properties
  • Solana Beach1,574 Properties
  • Sea Ranch1,549 Properties
  • Oakland1,541 Properties
  • Pismo Beach1,483 Properties
  • Joshua Tree1,475 Properties
  • Huntington Beach1,471 Properties
  • San Clemente1,386 Properties
  • Sacramento1,381 Properties
  • Malibu1,361 Properties
  • Groveland1,334 Properties
  • Idyllwild1,321 Properties
  • Laguna Beach1,319 Properties
  • Santa Rosa1,267 Properties
  • Encinitas1,233 Properties
  • Arnold1,221 Properties
  • Costa Mesa1,214 Properties
  • Sonoma1,174 Properties
  • Newport Beach1,150 Properties
  • Carmel-by-the-Sea1,149 Properties
  • Redding1,139 Properties
  • Berkeley1,125 Properties
  • Daly City1,123 Properties
  • Pacific Grove1,109 Properties
  • Ventura1,106 Properties
  • Oxnard1,082 Properties
  • Temecula1,073 Properties
  • Desert Hot Springs1,068 Properties
  • Garden Grove1,043 Properties
  • San Luis Obispo1,010 Properties
  • Oakhurst1,008 Properties
  • Tahoe City1,006 Properties
  • Inglewood1,003 Properties
  • Monterey977 Properties
  • Morro Bay966 Properties
  • Cambria963 Properties
  • Orange958 Properties
  • Carnelian Bay954 Properties
  • Guerneville941 Properties
  • Bermuda Dunes921 Properties
  • Bakersfield918 Properties
  • Redwood City917 Properties
  • Menlo Park896 Properties
  • Yucca Valley879 Properties
  • Coronado870 Properties
  • Irvine863 Properties
  • Burbank841 Properties
  • Palo Alto835 Properties
  • Tahoe Vista835 Properties
  • Windsor824 Properties
  • Coachella808 Properties
  • South San Francisco798 Properties
  • Fort Bragg782 Properties
  • West Hollywood776 Properties
  • Milpitas769 Properties
  • Aptos766 Properties
  • Sherman Oaks761 Properties
  • Avalon756 Properties
  • Chico727 Properties
  • Mill Valley712 Properties
  • Seaside703 Properties
  • Mariposa692 Properties
  • Twentynine Palms687 Properties
  • Fawnskin686 Properties
  • Fullerton674 Properties
  • Healdsburg670 Properties
  • Eureka664 Properties
  • Woodland Hills657 Properties
  • Shaver Lake654 Properties
  • Mendocino634 Properties
  • Escondido633 Properties
  • Alameda625 Properties
  • Indian Wells624 Properties
  • Bass Lake621 Properties
  • Arcata614 Properties
  • Paso Robles604 Properties
  • Marina del Rey599 Properties
  • Vallejo597 Properties
  • Pasadena590 Properties
  • Three Rivers586 Properties
  • Westminster577 Properties
  • Calistoga571 Properties
  • Cayucos570 Properties
  • Borrego Springs568 Properties
  • Long Beach564 Properties
  • Vista557 Properties
  • St. Helena554 Properties
  • Hawthorne547 Properties
  • Imperial Beach543 Properties
  • Studio City539 Properties
  • San Rafael539 Properties
  • Rancho Cucamonga535 Properties
  • Trinidad523 Properties
  • Manhattan Beach518 Properties
  • Avila Beach515 Properties
  • San Bruno510 Properties
  • Salinas508 Properties
  • Hermosa Beach502 Properties
  • Del Mar501 Properties
  • Goleta494 Properties
  • Topanga490 Properties
  • Nevada City488 Properties
  • Newport Coast482 Properties
  • Alhambra482 Properties
  • La Mesa481 Properties
  • Chula Vista477 Properties
  • Crescent City475 Properties
  • Pacifica472 Properties
  • Arcadia466 Properties
  • Solvang465 Properties
  • Modesto462 Properties
  • Visalia460 Properties
  • Murrieta452 Properties
  • Culver City450 Properties
  • Sebastopol450 Properties
  • June Lake449 Properties
  • Santa Ana446 Properties
  • Oceano444 Properties
  • El Segundo440 Properties
  • Buena Park432 Properties
  • El Cajon432 Properties
  • Gualala430 Properties
  • Hacienda Heights430 Properties
  • Burlingame429 Properties
  • Campbell426 Properties
  • Watsonville425 Properties
  • Carpinteria423 Properties
  • Arroyo Grande423 Properties
  • Pebble Beach411 Properties
  • Ojai409 Properties
  • Grass Valley407 Properties
  • Capitola404 Properties
  • Dana Point404 Properties
  • Carmel Valley403 Properties
  • Rancho Cordova400 Properties
  • Templeton399 Properties
  • Atascadero399 Properties
  • Clovis398 Properties
  • Walnut Creek397 Properties
  • Pacific Palisades396 Properties
  • Bodega Bay390 Properties
  • Los Gatos389 Properties
  • Julian388 Properties
  • Crestline383 Properties
  • Dublin381 Properties
  • Roseville376 Properties
  • Livermore373 Properties
  • Thousand Oaks368 Properties
  • Kings Beach367 Properties
  • Union City364 Properties
  • Santa Maria357 Properties
  • Mount Shasta356 Properties
  • Lancaster356 Properties
  • Concord355 Properties
  • Petaluma354 Properties
  • Seal Beach353 Properties
  • Fresno353 Properties
  • Los Altos348 Properties
  • Hayward345 Properties
  • Angels Camp344 Properties
  • Altadena342 Properties
  • Cardiff-by-the-Sea341 Properties
  • Glen Ellen340 Properties
  • Newark339 Properties
  • Fallbrook338 Properties
  • Palmdale327 Properties
  • North Hollywood322 Properties
  • Pomona321 Properties
  • Lodi320 Properties
  • Merced319 Properties
  • Running Springs318 Properties
  • Lake Forest314 Properties
  • Novato311 Properties
  • Bishop305 Properties
  • Grover Beach305 Properties
  • Victorville300 Properties
  • Chino Hills299 Properties
  • Elk Grove298 Properties
  • Twain Harte295 Properties
  • Corona290 Properties
  • Davis290 Properties
  • Murphys289 Properties
  • Encino286 Properties
  • San Carlos285 Properties
  • Richmond282 Properties
  • El Cerrito282 Properties
  • Monte Rio280 Properties
  • Laguna Niguel278 Properties
  • Sonora277 Properties
  • Castro Valley275 Properties
  • Tarzana275 Properties
  • Whittier272 Properties
  • Fontana270 Properties
  • Marina270 Properties
  • Fairfield266 Properties
  • Belmont265 Properties
  • San Marcos265 Properties
  • Playa Vista265 Properties
  • Stinson Beach264 Properties
  • Barstow260 Properties
  • Sausalito257 Properties
  • Riverside254 Properties
  • San Mateo254 Properties
  • San Ramon251 Properties
  • Morgan Hill250 Properties
  • National City249 Properties
  • Mission Viejo247 Properties
  • Placerville246 Properties
  • Pleasanton243 Properties
  • San Pedro243 Properties
  • San Leandro243 Properties
  • Foster City236 Properties
  • Stockton235 Properties
  • Redondo Beach234 Properties
  • Diamond Bar234 Properties
  • Camarillo231 Properties
  • Tahoma231 Properties
  • Redlands231 Properties
  • Vacaville228 Properties
  • Ramona228 Properties
  • Forestville222 Properties
  • Little River219 Properties
  • Tustin219 Properties
  • McKinleyville214 Properties
  • Kirkwood214 Properties
  • Ukiah212 Properties
  • Gilroy212 Properties
  • Lake Elsinore210 Properties
  • Lompoc196 Properties
  • Folsom195 Properties
  • Fremont195 Properties
  • Cazadero188 Properties
  • Half Moon Bay188 Properties
  • West Covina188 Properties
  • Blythe187 Properties
  • Woodland186 Properties
  • San Anselmo186 Properties
  • Port Hueneme181 Properties
  • Monrovia180 Properties
  • Glendale177 Properties
  • Santa Clarita177 Properties
  • Hemet176 Properties
  • San Bernardino169 Properties
  • Agoura Hills162 Properties
  • Torrance161 Properties
  • Albany155 Properties
  • Kelseyville153 Properties
  • Lakeshore152 Properties
  • Rohnert Park151 Properties
  • Wrightwood145 Properties
  • Westlake Village133 Properties
  • Lakeport132 Properties
  • Blairsden-Graeagle132 Properties
  • Ridgecrest129 Properties
  • Westwood128 Properties
  • Santa Ynez127 Properties
  • Squaw Valley122 Properties
  • Kernville118 Properties
  • Los Olivos108 Properties
  • Santee105 Properties
  • San Gabriel105 Properties
  • Playa Del Rey100 Properties
  • Big Sur98 Properties
  • Gardena97 Properties
  • Homewood90 Properties
  • El Centro84 Properties
  • Van Nuys79 Properties
  • Needles64 Properties
  • Emeryville63 Properties
  • Moorpark57 Properties
  • San Simeon53 Properties
  • Shasta Lake36 Properties
  • Angelus Oaks31 Properties
  • Long Barn21 Properties
  • Warner Springs20 Properties
  • La Jolla18 Properties