AllTheRooms.

Cupertino Vacation Rentals

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

Our Favorite Vacation Rentals in Cupertino

  • 3 Private Rooms in a Single Family House Near Apple
     Family Stay
    Booking.com
    From
    $72
  • Beautiful rooms with garden view in an organic house in Cupertino
     2br Home/Apartment
    HolidayLettings
    From
    $238
  • Modern Townhome near Apple Campus
     Home/Apartment
    Booking.com
    From
    $270
  • Exquisite Private Studio
     -1br Studio
    HolidayLettings
    From
    $316
  • 4 bedrooms with 2 bathrooms in a Decent house
     Country House
    Booking.com
    From
    $54
  • Sakura room
     Home/Apartment
    HolidayLettings
    From
    $94
  • Separate access to private rooms - Apple Park
     Home/Apartment
    Booking.com
    From
    $141
  • ★ Centrally Located 2B Close to Silicon Valley ★
     2br Home/Apartment
    HolidayLettings
    From
    $292
Show all

Check prices for these upcoming dates

Cupertino Vacation Rentals with a Pool

  • Big Studio Near apple & De Anza college
    NiceHome/Apartment
    Airbnb
    From
    $144
  • Private & Quiet Garden Cottage
    ExcellentHome/Apartment
    Airbnb
    From
    $239
Show all

Cupertino Vacation Rentals with Wi-Fi

  • Private Luxury Guest House/ Suite / Apartment
    ExcellentHome/Apartment
    Airbnb
    From
    $253
  • Guesthouse with kitchen,bath and separate entrance
    ExcellentHome/Apartment
    Airbnb
    From
    $164
  • Beautiful one bedroom in Cupertino, Bay Area
    GoodHome/Apartment
    Airbnb
    From
    $188
  • Cupertino Business Suites+1G Wifi@Apple
    ExcellentHome/Apartment
    Airbnb
    From
    $257
Show all

Cupertino Pet-Friendly Vacation Rentals

  • Modern 2br/2ba w/ pool & gym in Perfect Location
     2br Home/Apartment
    HolidayLettings
    From
    $298
  • Executive 2BR/2BA w/ Gym & Pool in New Building
     2br Home/Apartment
    HolidayLettings
    From
    $267
  • Silicon Valley Luxury Home in Heart of Los Altos - Minutes to Stanford Palo Alto
     5br Home/Apartment
    HolidayLettings
    From
    $1,121
  • Cozy Cottage
     Cottage
    HolidayLettings
    From
    $243
Show all

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
84° 38°
1
65° 36°
1
69° 34°
3
77° 32°
0
81° 36°
2
79° 43°
1
86° 48°
0
93° 48°
0
91° 55°
0
85° 53°
0
89° 50°
0
84° 47°
0
Nov
Dec
Jan
Feb
Mar
Apr
May
Jun
Jul
Aug
Sep
Oct
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 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.

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

  • — The great thing about AllTheRooms is their ability to cover all bases. If you are travelling solo, with a partner, friends or even a larger family. There is something there for everyone and that is a hugely powerful tool that I believe it boasts moreso than competitors.

    Max Hobbs
    Max HobbsLTL Mandarin School
    LTL Mandarin School

  • — I use and I recommend AllTheRooms because it is a complete platform. It helps to save a lot of time, it gives all the main information about price, location, and features. In a few steps, I can easily find the best place to stay according to my criteria.

    My Anasa
    My AnasaMy Anasa
    Visit My Anasa

Vacation Rentals in Cupertino

Browse rentals from all the best providers including Airbnb, Priceline, Agoda and others at AllTheRooms.com. AllTheRooms has 786 rentals, hotels and other great places to stay while you enjoy Cupertino, with everything from cheap hostels and homestays to luxury Airbnbs and hotels. When traveling on a budget, the cheapest place to stay in Cupertino is available at $15 per night. The average price of a rental is around $148 per night.

If you need an internet connection during your stay in Cupertino, then you can choose from over 491 accommodations that provide WiFi internet. 40 places to stay include a breakfast. Choose from 92 places to stay that provide gym facilities, so you don't miss a single workout. If you're planning on arriving in Cupertino by car, be sure to choose from 446 accommodations that provide parking. We track 78 vacation rentals that have a pool or jacuzzi.

If you're traveling with your best friend, then make sure to select one of the 66 pet-friendly accommodations available.

AllTheRooms aggregates vacation rentals, hotels and other bespoke accommodation types from loads of providers in Cupertino, including 493 places to stay from Airbnb, 5 accommodations from Priceline and 3 places to stay from Agoda

422 accommodations in Cupertino have been reviewed; 58% are rated highly. You can instantly book any of 259 places to stay right now.

More+

Destinations near Cupertino

  • Los Angeles17,811 Properties
  • Mammoth Lakes16,750 Properties
  • Big Bear Lake14,694 Properties
  • San Diego9,692 Properties
  • Palm Springs9,498 Properties
  • Big Bear City6,267 Properties
  • San Francisco6,155 Properties
  • La Quinta5,901 Properties
  • Palm Desert5,489 Properties
  • South Lake Tahoe5,252 Properties
  • Venice4,507 Properties
  • Indio4,160 Properties
  • Oceanside4,055 Properties
  • Anaheim3,686 Properties
  • Hollywood3,412 Properties
  • San Jose2,774 Properties
  • Napa2,711 Properties
  • Santa Monica2,703 Properties
  • Cathedral City2,414 Properties
  • Lake Arrowhead2,379 Properties
  • Carlsbad2,379 Properties
  • Truckee2,307 Properties
  • Santa Cruz2,277 Properties
  • Mountain View2,153 Properties
  • Sunnyvale2,075 Properties
  • Beverly Hills1,963 Properties
  • Santa Barbara1,900 Properties
  • Yosemite National Park1,869 Properties
  • Sea Ranch1,861 Properties
  • Rancho Mirage1,830 Properties
  • Santa Clara1,820 Properties
  • Olympic Valley1,767 Properties
  • Solana Beach1,696 Properties
  • Malibu1,667 Properties
  • San Clemente1,652 Properties
  • Newport Beach1,615 Properties
  • Oakland1,611 Properties
  • Huntington Beach1,555 Properties
  • Idyllwild1,516 Properties
  • Joshua Tree1,481 Properties
  • Sacramento1,440 Properties
  • Pismo Beach1,405 Properties
  • Laguna Beach1,382 Properties
  • Bermuda Dunes1,375 Properties
  • Santa Rosa1,337 Properties
  • Groveland1,321 Properties
  • Encinitas1,293 Properties
  • Ventura1,268 Properties
  • Costa Mesa1,267 Properties
  • Redding1,257 Properties
  • Carmel-by-the-Sea1,240 Properties
  • Oxnard1,233 Properties
  • Pacific Grove1,229 Properties
  • Sonoma1,213 Properties
  • Garden Grove1,204 Properties
  • Berkeley1,192 Properties
  • Arnold1,173 Properties
  • Temecula1,140 Properties
  • Carnelian Bay1,126 Properties
  • San Luis Obispo1,093 Properties
  • Monterey1,088 Properties
  • Tahoe City1,080 Properties
  • Morro Bay1,069 Properties
  • Oakhurst1,053 Properties
  • Sherman Oaks1,050 Properties
  • Desert Hot Springs1,037 Properties
  • West Hollywood1,035 Properties
  • Guerneville1,006 Properties
  • Irvine993 Properties
  • Inglewood990 Properties
  • Redwood City985 Properties
  • Cambria974 Properties
  • Bakersfield966 Properties
  • Burbank964 Properties
  • Daly City953 Properties
  • Tahoe Vista952 Properties
  • Coronado948 Properties
  • Menlo Park937 Properties
  • Orange904 Properties
  • Palo Alto897 Properties
  • Yucca Valley887 Properties
  • Fawnskin878 Properties
  • Fort Bragg858 Properties
  • South San Francisco851 Properties
  • Milpitas811 Properties
  • Windsor803 Properties
  • Chico794 Properties
  • Aptos779 Properties
  • Woodland Hills777 Properties
  • Coachella757 Properties
  • Seaside757 Properties
  • Healdsburg751 Properties
  • Mill Valley735 Properties
  • Mariposa732 Properties
  • Mendocino724 Properties
  • Twentynine Palms723 Properties
  • Shaver Lake706 Properties
  • Marina del Rey699 Properties
  • Indian Wells691 Properties
  • Borrego Springs679 Properties
  • Eureka679 Properties
  • Paso Robles666 Properties
  • Escondido663 Properties
  • Avalon663 Properties
  • Studio City636 Properties
  • Fullerton636 Properties
  • Cayucos622 Properties
  • Calistoga622 Properties
  • Alameda614 Properties
  • Pasadena613 Properties
  • Vallejo610 Properties
  • Manhattan Beach601 Properties
  • Three Rivers601 Properties
  • Long Beach599 Properties
  • St. Helena597 Properties
  • Bass Lake596 Properties
  • Arcata592 Properties
  • Rancho Cucamonga584 Properties
  • Hawthorne575 Properties
  • Salinas572 Properties
  • Goleta570 Properties
  • Del Mar563 Properties
  • Westminster562 Properties
  • San Rafael558 Properties
  • Hermosa Beach555 Properties
  • Topanga543 Properties
  • San Bruno536 Properties
  • Kings Beach533 Properties
  • Buena Park533 Properties
  • Trinidad531 Properties
  • Arcadia527 Properties
  • Imperial Beach523 Properties
  • Vista515 Properties
  • Nevada City515 Properties
  • Modesto509 Properties
  • Chula Vista508 Properties
  • El Segundo507 Properties
  • La Mesa506 Properties
  • Pacifica503 Properties
  • Gualala494 Properties
  • Santa Ana494 Properties
  • Alhambra493 Properties
  • Crescent City491 Properties
  • Visalia487 Properties
  • Newport Coast487 Properties
  • Sebastopol482 Properties
  • Culver City480 Properties
  • Solvang479 Properties
  • El Cajon475 Properties
  • Avila Beach471 Properties
  • Burlingame470 Properties
  • Ojai470 Properties
  • Templeton469 Properties
  • Campbell467 Properties
  • Watsonville461 Properties
  • June Lake458 Properties
  • Carpinteria456 Properties
  • Murrieta453 Properties
  • Pacific Palisades449 Properties
  • Oceano449 Properties
  • Arroyo Grande442 Properties
  • Pebble Beach436 Properties
  • Rancho Cordova428 Properties
  • Capitola428 Properties
  • Dana Point428 Properties
  • Roseville426 Properties
  • Carmel Valley426 Properties
  • Hacienda Heights426 Properties
  • Bodega Bay423 Properties
  • Atascadero421 Properties
  • Livermore416 Properties
  • Julian410 Properties
  • Los Gatos409 Properties
  • Grass Valley407 Properties
  • Petaluma407 Properties
  • Walnut Creek406 Properties
  • Clovis406 Properties
  • Thousand Oaks399 Properties
  • Santa Maria396 Properties
  • Dublin393 Properties
  • Crestline393 Properties
  • North Hollywood389 Properties
  • Mount Shasta383 Properties
  • Los Altos383 Properties
  • Glen Ellen380 Properties
  • Pomona380 Properties
  • Lancaster379 Properties
  • Angels Camp373 Properties
  • Seal Beach373 Properties
  • Union City373 Properties
  • Playa Vista369 Properties
  • Bishop364 Properties
  • Cardiff-by-the-Sea360 Properties
  • Fresno357 Properties
  • Altadena356 Properties
  • Fallbrook354 Properties
  • Lake Forest351 Properties
  • Palmdale349 Properties
  • Newark345 Properties
  • Lodi337 Properties
  • Concord337 Properties
  • Victorville336 Properties
  • Barstow331 Properties
  • Encino331 Properties
  • Grover Beach329 Properties
  • Merced322 Properties
  • Sausalito322 Properties
  • Kirkwood320 Properties
  • Novato319 Properties
  • Marina315 Properties
  • Hayward312 Properties
  • Laguna Niguel311 Properties
  • Corona306 Properties
  • San Marcos306 Properties
  • Davis306 Properties
  • Tarzana302 Properties
  • San Carlos301 Properties
  • Whittier298 Properties
  • Twain Harte298 Properties
  • Fairfield298 Properties
  • Pleasanton297 Properties
  • Running Springs296 Properties
  • Morgan Hill293 Properties
  • Chino Hills293 Properties
  • Castro Valley292 Properties
  • Murphys289 Properties
  • Monte Rio285 Properties
  • Sonora285 Properties
  • Richmond283 Properties
  • Diamond Bar280 Properties
  • Tahoma280 Properties
  • Fontana279 Properties
  • San Ramon277 Properties
  • Elk Grove277 Properties
  • El Cerrito276 Properties
  • Belmont276 Properties
  • Mission Viejo268 Properties
  • Vacaville266 Properties
  • Riverside266 Properties
  • San Mateo266 Properties
  • Redondo Beach263 Properties
  • National City262 Properties
  • Camarillo261 Properties
  • Foster City260 Properties
  • Placerville258 Properties
  • Tustin254 Properties
  • Redlands251 Properties
  • Ramona248 Properties
  • San Pedro246 Properties
  • San Leandro244 Properties
  • Stockton242 Properties
  • Blythe242 Properties
  • Ukiah240 Properties
  • Stinson Beach237 Properties
  • Gilroy231 Properties
  • Lompoc230 Properties
  • Forestville229 Properties
  • Little River228 Properties
  • Folsom228 Properties
  • Glendale226 Properties
  • Port Hueneme218 Properties
  • Lake Elsinore216 Properties
  • West Covina209 Properties
  • Woodland208 Properties
  • Cazadero204 Properties
  • Hemet201 Properties
  • Fremont200 Properties
  • Half Moon Bay200 Properties
  • San Anselmo191 Properties
  • Monrovia185 Properties
  • Santa Clarita183 Properties
  • Agoura Hills178 Properties
  • Rohnert Park177 Properties
  • Lakeshore175 Properties
  • San Bernardino174 Properties
  • McKinleyville174 Properties
  • Ridgecrest172 Properties
  • Kernville165 Properties
  • Albany162 Properties
  • Kelseyville161 Properties
  • Torrance160 Properties
  • Westlake Village154 Properties
  • Lakeport138 Properties
  • Santa Ynez137 Properties
  • Wrightwood136 Properties
  • Los Olivos135 Properties
  • Westwood126 Properties
  • Big Sur123 Properties
  • Blairsden-Graeagle123 Properties
  • Santee117 Properties
  • Playa Del Rey116 Properties
  • El Centro113 Properties
  • San Gabriel109 Properties
  • Squaw Valley108 Properties
  • Van Nuys99 Properties
  • Gardena95 Properties
  • San Simeon92 Properties
  • Homewood88 Properties
  • Needles80 Properties
  • Emeryville64 Properties
  • Moorpark54 Properties
  • Angelus Oaks46 Properties
  • Shasta Lake41 Properties
  • Long Barn32 Properties
  • Warner Springs20 Properties
  • La Jolla20 Properties