Cupertino Vacation Rentals

Our Favorite Vacation Rentals in Cupertino

  • Private Luxury Guest House/ Suite / Executive Retreat
     Home/Apartment
    RedAwning
    From
    $384
  • 3 Private Rooms in a Single Family House Near Apple
    GoodFamily Stay
    Booking.com
    From
    $72
  • Beautiful rooms with garden view in an organic house in Cupertino
     2br Home/Apartment
    HolidayLettings
    From
    $238
  • Extended Stay America San Jose - Mountain View
     Home/Apartment
    NextTrip
    From
    $237
  • Roseview: Dazzling Gem in the Heart of San Jose
     4br Home/Apartment
    RedAwning
    From
    $905
  • 4 bedrooms with 2 bathrooms in a Decent house
    NiceCountry House
    Booking.com
    From
    $54
  • Exquisite Private Studio
     -1br Studio
    HolidayLettings
    From
    $316
  • Luxury 1 bd/1bath Main Street Cupertino apartment
     Home/Apartment
    Booking.com
    From
    $294

Check prices for these upcoming dates

Cupertino Vacation Rentals with a Pool

  • 4bd/2bth newly remodel hourse nr Apple & De anza
    Nice4br Home/Apartment
    Airbnb
    From
    $353
  • Private room 1 near De Anza
     Home/Apartment
    Airbnb
    From
    $96
  • Spacious Suite with Kitchen
    ExcellentHome/Apartment
    Airbnb
    From
    $208
  • Private & Quiet Garden Cottage
    ExcellentHome/Apartment
    Airbnb
    From
    $239

Cupertino Vacation Rentals with Wi-Fi

  • Beautiful one bedroom in Cupertino, Bay Area
    GoodHome/Apartment
    Airbnb
    From
    $188
  • Ping-Pong | LUXURY | 3Bd/2Ba, 10 mins to Apple HQ
    Good3br Home/Apartment
    Airbnb
    From
    $243
  • Mid Century Modern Guesthouse
    ExcellentHome/Apartment
    Airbnb
    From
    $194
  • Cupertino Business Suites+1G Wifi@Apple
    ExcellentHome/Apartment
    Airbnb
    From
    $235

Cupertino Pet-Friendly Vacation Rentals

  • Gala Apple 3BR/2BA SFR Backyard, King Bed, Central
     3br Home/Apartment
    HolidayLettings
    From
    $550
  • Perfectly Located Modern 2BR/2BA w/ Gym & Pool
     2br Home/Apartment
    HolidayLettings
    From
    $318
  • Designer 2BR w/ Tuft & Needle Bed, Frette Linens
     2br Home/Apartment
    HolidayLettings
    From
    $292
  • Silicon Valley Luxury Home in Heart of Los Altos - Minutes to Stanford Palo Alto
     5br Home/Apartment
    HolidayLettings
    From
    $1,121

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

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.

The Weather in Cupertino

Rainy days
89 º50
0
84 º47
0
84 º38
1
65 º36
1
69 º34
3
77 º32
0
81 º36
2
79 º43
1
86 º48
0
93 º48
0
91 º55
0
85 º53
0
Sep
Oct
Nov
Dec
Jan
Feb
Mar
Apr
May
Jun
Jul
Aug
Rainy days

This climate histogram shows you the weather patterns in Cupertino. The warmest months in Cupertino are July and June, when temperatures reach 93 ˚F. The coolest month is November, when temperatures drop to 32 ˚F. The wettest month in Cupertino is December with 2.75 inches of rain, while the driest month is November with 0.38 inches of rain.

What Expert Travelers Think

  • — My favorite thing about AllTheRooms is that it combines both rentals and hotels available so you can see an entire view of what is available in a certain area. I was able to see listings on AllTheRooms that I never even saw on other travel sites!

    Daniella Flores
    Daniella FloresILIKETODABBLE
  • — 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
  • — I travel to Boston regularly and I like to use AllTheRooms as it’s tricky to find good accommodation at a good price. The platform is easy to use and provides a complete set of features that saves me time and money on every trip

    Clwyd Probert
    Clwyd ProbertWhitehat

Vacation Rentals in Cupertino

At AllTheRooms.com we have rentals from all of your favorite providers - Airbnb, Priceline, Agoda and others. We have 731 vacation rentals, hotels and other places to stay in Cupertino ranging from cheap options to extravagant places to stay. A trip to Cupertino can be affordable - our cheapest price vacation rental is available at $17 per night. An average accommodation in Cupertino costs on average $153 a night.

If you have to have an internet connection during your time in Cupertino, then you can choose from over 464 accommodations that have WiFi internet. 36 of our accommodations come with breakfast in the price. Choose from 85 accommodations that provide gym facilities, so you don't miss a single workout. Driving to Cupertino? Then choose one of the 422 places to stay that comes with a parking spot included. 62 accommodations have a a pool or jacuzzi

AllTheRooms has 53 pet-friendly places to stay in Cupertino, so if you're traveling with your cat or dog you won't have any problems.

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 454 places to stay from Airbnb, 5 accommodations from Priceline and 3 places to stay from Agoda.

411 of our rentals in Cupertino have been rated by previous guests. They rated 61% as great. You can instantly book any of 233 places to stay right now.

Destinations near Cupertino

  • Los Angeles17,304 Properties
  • Mammoth Lakes15,788 Properties
  • Big Bear Lake13,367 Properties
  • San Diego9,544 Properties
  • Palm Springs8,912 Properties
  • San Francisco6,059 Properties
  • Big Bear City5,835 Properties
  • La Quinta5,480 Properties
  • South Lake Tahoe5,199 Properties
  • Palm Desert5,053 Properties
  • Venice4,218 Properties
  • Indio3,857 Properties
  • Oceanside3,840 Properties
  • Anaheim3,440 Properties
  • Hollywood3,077 Properties
  • San Jose2,734 Properties
  • Napa2,598 Properties
  • Santa Monica2,461 Properties
  • Lake Arrowhead2,274 Properties
  • Truckee2,247 Properties
  • Cathedral City2,240 Properties
  • Carlsbad2,229 Properties
  • Santa Cruz2,170 Properties
  • Mountain View2,027 Properties
  • Sunnyvale1,894 Properties
  • Santa Barbara1,861 Properties
  • Yosemite National Park1,841 Properties
  • Sea Ranch1,809 Properties
  • Beverly Hills1,804 Properties
  • Olympic Valley1,709 Properties
  • Rancho Mirage1,682 Properties
  • Santa Clara1,674 Properties
  • Oakland1,601 Properties
  • Newport Beach1,598 Properties
  • Solana Beach1,570 Properties
  • San Clemente1,569 Properties
  • Malibu1,542 Properties
  • Idyllwild1,452 Properties
  • Huntington Beach1,423 Properties
  • Sacramento1,387 Properties
  • Joshua Tree1,374 Properties
  • Bermuda Dunes1,350 Properties
  • Pismo Beach1,344 Properties
  • Laguna Beach1,303 Properties
  • Groveland1,265 Properties
  • Santa Rosa1,249 Properties
  • Ventura1,217 Properties
  • Encinitas1,208 Properties
  • Costa Mesa1,203 Properties
  • Carmel-by-the-Sea1,199 Properties
  • Pacific Grove1,190 Properties
  • Redding1,187 Properties
  • Berkeley1,175 Properties
  • Sonoma1,160 Properties
  • Oxnard1,155 Properties
  • Arnold1,128 Properties
  • Garden Grove1,123 Properties
  • Carnelian Bay1,103 Properties
  • Monterey1,068 Properties
  • Temecula1,062 Properties
  • Tahoe City1,061 Properties
  • San Luis Obispo1,036 Properties
  • Morro Bay1,025 Properties
  • West Hollywood1,011 Properties
  • Oakhurst997 Properties
  • Sherman Oaks974 Properties
  • Cambria937 Properties
  • Desert Hot Springs933 Properties
  • Guerneville930 Properties
  • Tahoe Vista914 Properties
  • Irvine913 Properties
  • Bakersfield913 Properties
  • Redwood City910 Properties
  • Coronado902 Properties
  • Burbank897 Properties
  • Inglewood889 Properties
  • Palo Alto868 Properties
  • Menlo Park862 Properties
  • Daly City831 Properties
  • Yucca Valley827 Properties
  • Fawnskin825 Properties
  • Orange824 Properties
  • Fort Bragg821 Properties
  • South San Francisco805 Properties
  • Windsor767 Properties
  • Chico754 Properties
  • Milpitas745 Properties
  • Aptos745 Properties
  • Coachella739 Properties
  • Healdsburg727 Properties
  • Seaside725 Properties
  • Mariposa711 Properties
  • Woodland Hills698 Properties
  • Mendocino691 Properties
  • Shaver Lake683 Properties
  • Mill Valley676 Properties
  • Twentynine Palms661 Properties
  • Marina del Rey659 Properties
  • Indian Wells656 Properties
  • Borrego Springs656 Properties
  • Eureka647 Properties
  • Avalon641 Properties
  • Paso Robles630 Properties
  • Cayucos605 Properties
  • Escondido600 Properties
  • Long Beach594 Properties
  • Vallejo578 Properties
  • Arcata575 Properties
  • Pasadena575 Properties
  • Calistoga573 Properties
  • Studio City571 Properties
  • Three Rivers570 Properties
  • Bass Lake569 Properties
  • Alameda565 Properties
  • Manhattan Beach563 Properties
  • Fullerton553 Properties
  • Salinas553 Properties
  • Goleta550 Properties
  • Rancho Cucamonga548 Properties
  • St. Helena541 Properties
  • Del Mar538 Properties
  • Kings Beach532 Properties
  • Hermosa Beach528 Properties
  • San Rafael524 Properties
  • Trinidad519 Properties
  • Buena Park518 Properties
  • Topanga518 Properties
  • Hawthorne516 Properties
  • Imperial Beach496 Properties
  • San Bruno495 Properties
  • Nevada City495 Properties
  • Westminster492 Properties
  • Gualala477 Properties
  • Vista476 Properties
  • Modesto475 Properties
  • Chula Vista474 Properties
  • El Segundo474 Properties
  • Arcadia472 Properties
  • Pacifica467 Properties
  • Crescent City466 Properties
  • La Mesa465 Properties
  • Santa Ana464 Properties
  • Sebastopol463 Properties
  • Avila Beach458 Properties
  • Solvang454 Properties
  • Ojai451 Properties
  • Templeton446 Properties
  • Newport Coast445 Properties
  • Burlingame445 Properties
  • Culver City440 Properties
  • El Cajon440 Properties
  • Visalia440 Properties
  • Carpinteria438 Properties
  • Campbell438 Properties
  • Alhambra437 Properties
  • Watsonville433 Properties
  • June Lake431 Properties
  • Dana Point425 Properties
  • Oceano424 Properties
  • Pacific Palisades420 Properties
  • Capitola417 Properties
  • Arroyo Grande413 Properties
  • Murrieta407 Properties
  • Pebble Beach405 Properties
  • Bodega Bay403 Properties
  • Atascadero400 Properties
  • Rancho Cordova393 Properties
  • Petaluma391 Properties
  • Roseville390 Properties
  • Carmel Valley390 Properties
  • Clovis389 Properties
  • Livermore388 Properties
  • Julian386 Properties
  • Los Gatos384 Properties
  • Thousand Oaks381 Properties
  • Grass Valley380 Properties
  • Crestline375 Properties
  • Walnut Creek375 Properties
  • Santa Maria372 Properties
  • Hacienda Heights371 Properties
  • North Hollywood370 Properties
  • Seal Beach367 Properties
  • Los Altos365 Properties
  • Glen Ellen362 Properties
  • Pomona356 Properties
  • Angels Camp355 Properties
  • Fresno355 Properties
  • Mount Shasta355 Properties
  • Union City353 Properties
  • Dublin351 Properties
  • Bishop349 Properties
  • Lancaster339 Properties
  • Playa Vista338 Properties
  • Altadena329 Properties
  • Cardiff-by-the-Sea328 Properties
  • Barstow325 Properties
  • Lake Forest324 Properties
  • Fallbrook323 Properties
  • Palmdale322 Properties
  • Kirkwood320 Properties
  • Lodi317 Properties
  • Newark313 Properties
  • Grover Beach312 Properties
  • Victorville310 Properties
  • Novato307 Properties
  • Encino302 Properties
  • Marina301 Properties
  • Concord299 Properties
  • Sausalito296 Properties
  • Merced296 Properties
  • Hayward294 Properties
  • Davis291 Properties
  • Laguna Niguel286 Properties
  • Corona284 Properties
  • Twain Harte282 Properties
  • San Marcos280 Properties
  • Whittier279 Properties
  • San Carlos279 Properties
  • Morgan Hill276 Properties
  • Fairfield275 Properties
  • Tarzana271 Properties
  • Murphys271 Properties
  • Monte Rio271 Properties
  • Running Springs270 Properties
  • Sonora269 Properties
  • Castro Valley267 Properties
  • Tahoma265 Properties
  • Belmont263 Properties
  • Richmond262 Properties
  • San Mateo262 Properties
  • Riverside261 Properties
  • Pleasanton259 Properties
  • Redondo Beach257 Properties
  • Vacaville255 Properties
  • Elk Grove254 Properties
  • Chino Hills253 Properties
  • San Ramon253 Properties
  • Diamond Bar251 Properties
  • National City248 Properties
  • San Pedro244 Properties
  • El Cerrito239 Properties
  • Fontana236 Properties
  • Mission Viejo236 Properties
  • Blythe235 Properties
  • Camarillo234 Properties
  • Placerville232 Properties
  • Tustin231 Properties
  • Ukiah231 Properties
  • Ramona229 Properties
  • Glendale223 Properties
  • Foster City222 Properties
  • Stockton222 Properties
  • Stinson Beach221 Properties
  • Redlands220 Properties
  • Gilroy220 Properties
  • Folsom219 Properties
  • Little River218 Properties
  • Forestville214 Properties
  • Lompoc214 Properties
  • San Leandro212 Properties
  • Port Hueneme203 Properties
  • Lake Elsinore202 Properties
  • Woodland200 Properties
  • Cazadero199 Properties
  • Fremont197 Properties
  • Hemet196 Properties
  • Half Moon Bay195 Properties
  • West Covina191 Properties
  • San Anselmo183 Properties
  • Lakeshore172 Properties
  • San Bernardino168 Properties
  • Monrovia168 Properties
  • Rohnert Park167 Properties
  • McKinleyville166 Properties
  • Agoura Hills163 Properties
  • Santa Clarita162 Properties
  • Albany157 Properties
  • Ridgecrest154 Properties
  • Kernville153 Properties
  • Kelseyville151 Properties
  • Torrance149 Properties
  • Westlake Village141 Properties
  • Lakeport132 Properties
  • Los Olivos132 Properties
  • Wrightwood126 Properties
  • Santa Ynez121 Properties
  • Westwood120 Properties
  • Big Sur118 Properties
  • Santee114 Properties
  • Playa Del Rey113 Properties
  • Blairsden-Graeagle111 Properties
  • El Centro104 Properties
  • Squaw Valley103 Properties
  • San Gabriel102 Properties
  • Van Nuys99 Properties
  • Gardena95 Properties
  • San Simeon88 Properties
  • Homewood85 Properties
  • Needles76 Properties
  • Emeryville64 Properties
  • Moorpark50 Properties
  • Angelus Oaks44 Properties
  • Shasta Lake37 Properties
  • Long Barn31 Properties
  • La Jolla16 Properties
  • Warner Springs15 Properties