Discover a selection of 1,000 vacation rentals in Cupertino, CA that are perfect for your trip. Whether you’re traveling with friends, family, or even pets, Vrbo vacation homes have the best amenities for hanging out with the people that matter most, including swimming pools and kitchens. Prices start at $132 per night, and condos and houses are popular options for a stay in Cupertino. Either way, you'll find a rental for everyone's needs.
Destination guide

The lively area of Cupertino awaits your stay

Enjoy the area's live music, theater scene and monuments and make a vacation rental your home during your stay in Cupertino. Well known for its restaurants, shopping and biking, this welcoming city won't disappoint. Winchester Mystery House and California's Great America 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—perfect for a relaxing getaway.


Activities and attractions in Cupertino

Are you looking for things to do while you're in town? Venture out of your cozy vacation rental and experience everything that Cupertino has to offer. Here are some of the top attractions to put on your list, all within 30 miles (48.2 km) of the city center:

  • California's Great America (5.9 mi / 9.5 km)
  • Blackberry Farm Golf Course (1.6 mi / 2.6 km)
  • Golfland USA (2.3 mi / 3.8 km)
  • Pichetti Winery (3.7 mi / 6 km)
  • Ridge Vineyards (4.8 mi / 7.7 km)
  • Mountain Winery (4.8 mi / 7.7 km)
Natural features

Exploring the natural features in Cupertino

Whether you're looking for adventure or just want to appreciate the scenery, you'll be sure to find the perfect setting for your vacation in Cupertino. Here are some of the area’s most enchanting features, all within 30 miles (48.2 km) of the city center:

  • Shoreline Park (8.2 mi / 13.1 km)
  • Kelley Park (9.3 mi / 14.9 km)
  • Cupertino Memorial Park (0.8 mi / 1.2 km)
  • Serra Park tennis courts (1.5 mi / 2.4 km)
  • McClellan Ranch Park (1.9 mi / 3 km)
  • Fremont Older Preserve (2.9 mi / 4.7 km)
How to get there

Transportation options to and around Cupertino

The nearest airport is in San Jose, CA (SJC-Norman Y. Mineta San Jose Intl.), located 6.5 mi (10.5 km) from the city center. If you're unable to find a flight that fits your schedule, you could also fly into Palo Alto, CA (PAO-Santa Clara County), which is 10.1 mi (16.2 km) away.

How many vacation rentals are available around Cupertino, CA?

Our 2020 property listings offer a large selection of 780 vacation rentals around Cupertino. From 337 condo and apartment rentals to 298 house rentals, find a unique house rental for you to enjoy a memorable holiday or a weekend with your family and friends.

What is the best area to stay when traveling to Cupertino?

Whether you're traveling with family or friends, here are the areas with the largest selection of vacation rentals for a holiday trip or just for a weekend in Cupertino:

  • Westside: 183 vacation rentals
  • North San Jose: 162 vacation rentals
  • Downtown San Jose: 219 vacation rentals
  • Central San Mateo: 42 vacation rentals
  • Berryessa: 49 vacation rentals

For other neighborhoods, please use our search bar to access the selection of vacation rentals available.

What are the popular point of interests near where I can stay when traveling to Cupertino?

Vrbo offers a large selection of vacation rentals near lovely places in Cupertino. From Vrbo travelers, the top most popular points of interest to stay for a holiday trip or just for a weekend are:

  • Cupertino Memorial Park: 1,191 vacation rentals
  • Fremont Older Preserve: 1,182 vacation rentals
  • DeAnza College: 1,191 vacation rentals
  • Apple Campus: 1,180 vacation rentals
  • Flint Center for the Performing Arts: 1,189 vacation rentals

But there are many other points of interest around Cupertino listed on Vrbo where you can find your place to stay. Please use our search bar to access the selection of vacation rentals available near the point of interest of your choice.

Can I rent Condos/Apartments in Cupertino?

Yes, of course. Vrbo has 337 Condos/Apartments in Cupertino. Our other popular types of vacation rentals in Cupertino include:

  • Houses: 298 rentals available
  • Villas: 7 rentals available
  • Studios: 327 rentals available

But you can also enjoy a great stay in one of our other vacation rentals including Townhouses and more.

Can I find a vacation rental with pool in Cupertino?

Yes, you can select your preferred vacation rental with pool among our 212 vacation rentals with pool available in Cupertino. Please use our search bar to access the selection of vacation rentals available.

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