Photo by David Lew

Cupertino vacation rentals

We found 1,626 vacation rentals — enter your dates for availability

Discover a selection of 39 homes, 16 apartments, and other vacation rentals in Cupertino that are perfect for your trip. Whether you’re staying in a vacation home with your kids and pets or just with friends, you'll find the best amenities for hanging out with the people that matter most, which might include WiFi and a fireplace. Whatever you're looking for, you'll be able to choose a rental to meet everyone's needs, including a place that is accessible or non-smoking.
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Find out more about Cupertino

Find out more about Cupertino

Why visit Cupertino

  1. Outdoor Adventures: Enjoy the stunning natural beauty of Cupertino with numerous parks and trails perfect for hiking and picnicking.
  2. Cultural Experiences: Explore modern colleges, universities, and engaging museums that reflect the city's rich heritage.
  3. Family-Friendly Attractions: Discover various attractions suitable for all ages, ensuring a fun time for families.
  4. Charming Neighborhoods: Experience friendly locals and vibrant communities while strolling through delightful neighbourhoods.
  5. Convenient Accommodations: Choose from a variety of vacation rentals, offering comfort and flexibility for your stay.

Popular types of accommodation in Cupertino

If you're exploring vacation rentals in Cupertino, you're in for a treat. Our platform showcases the most popular types of accommodations, including houses, apartments, and condos. Whether you're searching for cozy studio apartments or spacious two-bedroom options, you'll find the perfect spot to unwind. Enjoy transparency, savings, and reassurance as you discover your ideal getaway in this vibrant city.

  • Houses: The top choice for vacationers in Cupertino, offering spacious and comfortable living for families and groups.
  • Apartments: A popular option for solo travellers and couples, providing convenient amenities in central locations.
  • Condos: Ideal for those seeking modern living with access to shared facilities, perfect for a relaxing stay.
  • Cottages: Quaint and charming, these rentals offer a cozy retreat in a picturesque setting.
  • Cabins: A unique lodging experience surrounded by nature, great for outdoor enthusiasts.**

Top attractions in Cupertino

Cupertino, California, is an ideal destination for families and outdoor enthusiasts, offering a blend of cultural and urban experiences. Visitors can explore modern colleges and universities, enjoy serene urban parks, and discover engaging museums. This vibrant city caters to those seeking a rich cultural experience while also providing ample opportunities for relaxation and exploration, making it a perfect spot for both leisure and business-themed vacations.

  1. Winchester Mystery House: A fascinating historic mansion known for its architectural oddities and maze-like design. This eerie yet intriguing destination offers guided tours that delve into the mysteries of Sarah Winchester's life and the house's many peculiarities.
  2. SAP Center at San Jose: A vibrant arena that hosts a variety of family-friendly events, including concerts and sports. It’s a great place to experience the lively atmosphere of San Jose's entertainment scene.
  3. San Jose Convention Center: A key venue for business events and conferences, featuring modern facilities and ample space. It’s an excellent spot for networking and attending various professional gatherings.

Things to do recommended for couples

For a romantic getaway in Cupertino, visit Mountain Winery for enchanting vibes and entertainment, indulge in a fun round at Golfland USA for a bit of adventure, and unwind at Massage Envy Spa for ultimate relaxation. These experiences will surely make your couple's vacation memorable!

Things to do recommended for families

Families visiting Cupertino can enjoy an exciting day at Bowlmor Lanes, perfect for some family fun. Nearby, Shoreline Park offers a serene escape for relaxation, while the thrilling atmosphere of Levi's Stadium is just a short drive away for sports enthusiasts.

Things to do recommended for groups

In Cupertino, groups can enjoy shopping at Santana Row, just 8.0km away, and explore the Apple Park Visitor Center. For outdoor fun, the Blackberry Farm Golf Course offers a great spot for sports enthusiasts to unwind and enjoy the beautiful California weather.

What do I need to keep in mind when booking a vacation in Cupertino

When planning your trip—whether you're travelling with a group, family, pets, or seeking extended stays—it's important to prioritise your filters accordingly. Here are some helpful Vrbo booking tips for you.

  • Traveling to Cupertino with a group: Think about how many bedrooms you require, along with features like a complete kitchen or outdoor areas for group gatherings. Thankfully, you can refine your search for all these options and more on Vrbo.
  • Traveling to Cupertino with young kids: Travelling with young children can present its challenges. It’s important to prioritize their comfort and safety, along with suitable amenities, such as a private swimming pool. Additionally, considering your closeness to family-friendly attractions is a wise choice.
  • Taking your pets with you to Cupertino: For many families, a trip isn’t truly complete without their furry companion by their side. If that resonates with you, explore Vrbo properties that welcome pets. Many of these pet-friendly accommodations offer feeding bowls and beds, ensuring that everyone feels comfortable and at home.
  • Planning for a long term stay visiting Cupertino: If you're in search of vacation rentals offering discounts for stays of a month or more, you've come to the right spot. By using the appropriate filters, you can effortlessly discover and save on monthly rentals. Don't forget to include amenities like parking, a well-equipped kitchen, or a private pool in your search criteria.

Where to stay in Cupertino

Cupertino, California, offers a delightful blend of family-friendly attractions and vibrant urban experiences. Explore the charming neighborhoods filled with friendly locals, and venture to nearby cities like San Francisco, where you can soak in the artistic vibe and iconic sights. Enjoy the stunning natural beauty of the region while relishing the business-friendly atmosphere that Cupertino is known for. It's a perfect spot for a memorable vacation, whether you're seeking outdoor adventures or cultural explorations.

  • San Jose: Located 12.9km away from Cupertino, San Jose is the vibrant heart of Silicon Valley. This bustling city offers a unique blend of family-friendly activities and professional opportunities, making it a popular destination for both leisure and business travellers. Explore the lively downtown area, home to the SAP Center for arena entertainment, and indulge in shopping at large malls like Westfield Valley Fair. Don't miss the local landmarks such as the historic San Jose Convention Center and the Levi's Stadium, which hosts major sports events and concerts.
  • Santa Clara: Situated 8.0km from Cupertino, Santa Clara is a family-oriented city known for its outdoor activities and sports culture. Home to the thrilling California's Great America amusement park, visitors can enjoy exhilarating rides and attractions. The city also boasts a range of shopping options at local malls. Key landmarks include the Levi's Stadium, where the San Francisco 49ers play, and the iconic Mission Santa Clara de Asís, offering a glimpse into California's rich history.
  • Sunnyvale: Just 4.8km from Cupertino, Sunnyvale is a charming city that combines family fun with outdoor experiences. The city features various educational attractions and the popular amusement park, Great America. Visitors can enjoy shopping at vibrant malls and explore local landmarks such as the historic Sunnyvale College and the nearby sports facilities. With its welcoming atmosphere and numerous parks, Sunnyvale is perfect for a leisurely day out with family and friends.

Best time to go to Cupertino

If you're planning a trip to Cupertino, it's a good idea to check both the weather and property rates. The warmest month is August. Peak season runs in April, July and September, while off-peak times, like October to December tend to have fewer bookings and better deals.

calendar iconCalendar Monthtemperature iconTemperaturerain iconPrecipitationmostly cloudy iconCloudinessoccupation rate iconOccupancyprice iconPricing
January51.1°F (10.6°C)Light RainMostly SunnyAverageSlightly Low
February51.8°F (11.0°C)Light RainMostly SunnyAverageSlightly Low
March53.2°F (11.8°C)Light RainMostly SunnyAverageSlightly Low
April56.3°F (13.5°C)No Rain (Dry)SunnySlightly HighAverage
May59.7°F (15.4°C)No Rain (Dry)SunnyAverageAverage
June65.3°F (18.5°C)No Rain (Dry)SunnyAverageSlightly High
July68.4°F (20.2°C)No Rain (Dry)SunnySlightly HighSlightly High
August68.9°F (20.5°C)No Rain (Dry)SunnyAverageSlightly High
September68.5°F (20.3°C)No Rain (Dry)SunnySlightly HighAverage
October64.2°F (17.9°C)No Rain (Dry)SunnySlightly LowAverage
November56.3°F (13.5°C)Light RainSunnySlightly LowAverage
December50.7°F (10.4°C)Light RainMostly SunnySlightly LowAverage

Booking with Vrbo is simple

Are you aiming to save on your upcoming trip? Being flexible with your travel dates can be beneficial, as prices tend to vary. Additionally, opting for a longer stay often leads to significant savings. To help you find the perfect Vrbo property within your budget, take advantage of our filters to sort by price, location, and type of vacation rental.

Vrbo Trips: Planning made easy

Vrbo's innovative Trip Board offers you a dedicated space to craft new trips, pick up right where you left off, or manage and organize your travel plans. You can easily access properties you've previously saved or booked, now categorized under Potential, Upcoming, or Current Trips. To start using Trip Boards, simply visit: https://www.vrbo.com/en-ca/trips.

**Based on Vrbo properties bookings.

Head to the lively city of Cupertino

Enjoy the area's live music, theater scene and monuments and make a vacation rental your home during your stay in Cupertino. This welcoming city is known for its restaurants, shopping and biking. Santana Row Shopping Center and Levi's Stadium are just a couple of the must-sees in the area. Many of our vacation rentals offer full kitchens, spacious living quarters, and sometimes even a hot tub for a relaxing getaway.

Sightseeing in and around Cupertino

Are you hoping to find attractions to visit in the city? Although it can be tempting to stay in your comfortable vacation rental, you'll want to check out everything that makes Cupertino a fun spot to vacation. These are some of the major attractions to put on your list, all within 30 miles (48.2 km) of the city center:

  • Tesla Motors (12.7 mi / 20.4 km)
  • Blackberry Farm Golf Course (1.6 mi / 2.6 km)
  • Mountain Winery (4.7 mi / 7.6 km)
  • California's Great America (6 mi / 9.7 km)
  • NASA Ames Research (6.2 mi / 10 km)
  • Twin Creeks Sports Complex (6.5 mi / 10.5 km)

Exploring the natural features in Cupertino

Whether you're looking for adventure or just want to appreciate the scenery, Cupertino is a great place to spend some time outside. These are some of the area's most eye-catching natural features, all within 30 miles (48.2 km) of the city center:

  • Central Park (3.4 mi / 5.5 km)
  • Hakone Gardens (4.9 mi / 7.9 km)
  • San Jose Municipal Rose Garden (5.7 mi / 9.2 km)
  • Vasona Lake County Park (6.5 mi / 10.5 km)
  • Plaza de Cesar Chavez (7.9 mi / 12.7 km)
  • Horse Park at Woodside (12.9 mi / 20.8 km)

Transportation to and around Cupertino

The nearest airport is in Norman Y. Mineta San Jose Intl. Airport (SJC), located 6.5 mi (10.5 km) from the city center. If you can't find a flight that works for your travel itinerary, you can also fly into San Carlos, CA (SQL), which is 17.9 mi (28.8 km) away.

Frequently asked questions

What is the best area to stay in Cupertino when booking a vacation rental?
One of the more desired neighborhoods to find a Cupertino vacation home is Rancho Rinconada. When you book your vacation property with Vrbo, you can look forward to having the whole place to yourselves. That means you won’t have to share it with anybody other than your people.
What is the most popular type of vacation rental accommodation in Cupertino?
According to our data, apartments are the most desirable type of vacation property in Cupertino. But of course, everyone’s idea of an epic stay isn’t going to be the same. Vrbo has vacation homes of all shapes, sizes and budgets, so you’re sure to find your ideal fit.
How much does it cost to rent a vacation rental in Cupertino?
The average price for a vacation home in Cupertino depends on a number of factors, like season, property type and length of stay. Whether you’re searching for a sprawling villa with lots of bedrooms or a quaint cabin for you and your other half, just enter your dates of travel to discover stays with terrific value.
How much does it cost to rent a beach house in Cupertino?
The average price for a vacation rental by the beach in Cupertino depends on when you’ll be there and the size and style of property you’re searching for. You can find prices quickly and easily on Vrbo by entering your dates of travel. Then use our handy filter tool to select the number of bedrooms and amenities that you need, like a pool, air conditioning and WiFi.
Are there pet-friendly vacation rentals in Cupertino?
Pack a squeezy toy and a bone for your puppy dog because Cupertino has 21 vacation rentals that roll out the welcome mat to doggie guests. Let your four-legged pal get in on the family fun at one of our pet-friendly vacation rentals on Vrbo. Simply enter your destination and travel dates, then check our “Pets allowed” filter box.
Can I rent a house with a pool in Cupertino?
Dig out your swimwear and swim ring, because there are 10 houses with a private pool in Cupertino. Unwind at one of these terrific vacation homes and every day can be a pool day. Simply enter your travel dates into Vrbo, then use the “pool” filter to find the ideal place for a splashing good time!
What are popular rental amenities in Cupertino?
Some of the most popular rental amenities guests are looking for in Cupertino are an electric car charging station, a barbecue grill and a fireplace. Whether you’re on a trip with family, your besties or even pets, Vrbo vacation homes have the best amenities for chilling out with the people you cherish the most.
Are there large group vacation rentals in Cupertino?
Cupertino has two vacation properties that can fit 10 or more guests. These properties come with the space you need to share good times with family and friends.
Are there vacation rentals in Cupertino that welcome kids?
With 21 family-friendly vacation rentals available in Cupertino, there’s never been a better time to introduce your kids to the wonders of travel. Simply check our “Properties good for families” filter to view stays packed with amenities ideal for families on the move, such as full kitchens, pools, entertainment areas and bunk beds.
What are the top attractions for families in Cupertino?
Keep the kids occupied at these fun family-friendly attractions in Cupertino:

  • Californias Great America
  • Rosicrucian Egyptian Museum
  • The Tech Interactive

Are there one-bedroom vacation rentals in Cupertino?
Yes, you’ll find eight one-bedroom properties in Cupertino to select from. A one-bedroom vacation rental is an excellent choice if it’s just two of you or if you’re traveling solo. Add in more convenience, privacy and space compared to a regular hotel, and you’re bound to have an unforgettable getaway.
Can I find two-bedroom vacation rentals in Cupertino?
Cupertino has seven two-bedroom properties for you to select from. Experience a vacation home with all the comfort and privacy you’re looking for at a fantastic price on Vrbo.
Are there vacation rentals with WiFi in Cupertino?
Choose from seven vacation rentals with WiFi in Cupertino. If you want to disconnect from daily life during your escape, but still want to be connected to the web, these getaways have what you need. Narrow your search by applying the WiFi filter on Vrbo.
How can I find vacation rentals with air conditioning in Cupertino?
Decide on your travel dates and then use the filter tool to find vacation rentals with ac in Cupertino on Vrbo. With 20 air-conditioned properties on offer here, you can look forward to a cool and comfy stay.
How old do you have to be to rent a vacation rental in Cupertino?
The minimum age is normally 16, 18 or 21. It can vary between properties on Vrbo, so check the rules of your preferred Cupertino stay before booking your escape.
How long can I rent a vacation rental in Cupertino for?
It’s down to the Cupertino property. To look at a list of options offering extended stays, simply type your dates and guest number into Vrbo’s search page. Look forward to having the property to yourself, along with home comforts like air conditioning, a fully-equipped kitchen and a backyard where the kids can run around and play. Keep your eyes open for long-term stays that offer weekly or monthly discounts.

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