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Cupertino, CA vacation rentals
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Best Vacation rentals and Airbnb offers in Cupertino, CA

Top Vacation Rentals for Families in Cupertino, CA

The right family vacation rental in Cupertino, CA makes all the difference, keeping you close to top city attractions.

Feel At Home-stylish & Stocked - Cupertino, CA
10 5 reviews
Cupertino, CA
07/09 – 07/13
$430/nighttotal: $1720 (4 )

Feel At Home-stylish & Stocked

2 5
apartment , Santa Clara
This 2-bedroom condo in Santa Clara offers convenient access to Apple Headquarters, located just a short distance away, and is also close to Levi's Stadium, making it ideal for business travelers and event attendees.
This pet-friendly residence accommodates up to 6 guests with a fully equipped kitchen, in-unit laundry, fast Wi-Fi, and free parking, plus access to a shared fitness center and garden.
Home 2 | 4bd/2ba Santa Clara Home Near Apple Park - Cupertino, CA
9.9 41 reviews
Cupertino, CA
07/09 – 07/13
$528/nighttotal: $2112 (4 )

Home 2 | 4bd/2ba Santa Clara Home Near Apple Park

1 5
apartment , Santa Clara
This Santa Clara house is ideally located near major tech companies like Apple, Nvidia, and Google, and a short 6-mile drive from Levi's Stadium.
The 4-bedroom, 2-bathroom home comfortably sleeps 8 guests, offering a fully equipped kitchen, a backyard, garage parking for one car plus outdoor parking for four more, and high-speed Wi-Fi.
Safe Cupertino Base | Near Apple | Ev | Ac - Cupertino, CA
10 66 reviews
Cupertino, CA
10/13 – 10/22
$282/nighttotal: $2538 (9 )

Safe Cupertino Base | Near Apple | Ev | Ac

1 2
apartment , Sunnyvale
This 2-bedroom apartment in Sunnyvale is conveniently located near Serra Park and offers easy access to the 280 and 85 freeways. It has received excellent ratings for location, cleanliness, and overall user experience.
The apartment features a private entrance, full access to living spaces, and a dedicated parking spot. Enjoy in-unit laundry, air conditioning, and proximity to dining options and recreational activities at Serra Park.
Super Bowl Levi's 8 Min /5 Free Park /Ac/ Football - Cupertino, CA
Cupertino, CA
07/09 – 07/13
$591/nighttotal: $2364 (4 )

Super Bowl Levi's 8 Min /5 Free Park /Ac/ Football

3 5
apartment , Santa Clara
This 3-bedroom, 2-bathroom apartment in Santa Clara is centrally located in a quiet residential neighborhood, offering convenient access to NVIDIA HQ (3 mins), San Jose International Airport (6 miles), California's Great America (7 miles), and Levi's Stadium (10 miles).
This 1500 sq ft rental can accommodate up to 10 guests and features business-ready workstations, a private backyard, a dedicated entertainment area with a Foosball table and darts, and ample parking with 5 free spaces.

Best Cupertino, CA vacation rentals with parking

High End 1br/1ba Attached House In The Heart Of Silicon Valley, Non-smokers Only - Cupertino, CA
10 62 reviews
Cupertino, CA
10/13 – 10/22
$157/nighttotal: $1413 (9 )

High End 1br/1ba Attached House In The Heart Of Silicon Valley, Non-smokers Only

1 2
apartment , San Jose
This charming one-bedroom home is located in West San Jose, just a short drive from Santana Row, Winchester Mystery House, and the Apple Park Visitor Center. It's situated in a peaceful neighborhood, offering a quiet retreat after a day of exploring the city. Guests consistently rate this property as excellent, highlighting its comfortable and convenient features.
This cozy rental is ideal for small groups or families, with a spacious 450 square feet and a capacity for up to 3 guests. You'll enjoy modern amenities, a fully equipped kitchen, a private garden, and a convenient location for exploring all that San Jose has to offer.
Guest Suite W/ 2 Beds Near Downtown Sunnyvale - Cupertino, CA
Cupertino, CA
10/13 – 10/22
$224/nighttotal: $2016 (9 )

Guest Suite W/ 2 Beds Near Downtown Sunnyvale

1 2
apartment , Sunnyvale
This private guest suite is located in Sunnyvale's Lowlanders neighborhood, offering 0.6 miles walking distance to downtown shops and dining, and is 1.2 miles from LinkedIn, 2 miles from Apple, and 5.7 miles from Google.
This 1-bedroom, 1-bathroom suite accommodates up to 3 guests and features a separate entrance, living room, two queen beds, a workspace, smart TVs, and access to a shared patio and backyard, with Sunnyvale Caltrain Station 0.5 miles away for convenient transit.
Downtown 1bd/1ba Adu - Cupertino, CA
Cupertino, CA
07/09 – 07/13
$265/nighttotal: $1060 (4 )

Downtown 1bd/1ba Adu

1 2
apartment , Sunnyvale
This Heritage District condo in Sunnyvale offers a prime location, just a 5-minute walk to Silicon Valley, an 8-minute drive to Levi's Stadium, and a 16-minute drive to the San Francisco Bay.
This pet-friendly apartment accommodates up to 4 guests and is a 5-minute walk from the Sunnyvale Train Station, providing easy access to historic Murphy Avenue, Santana Row, and Westfield Valley Fair shopping.
Newly Rebuilt Ultra Clean Designer Home - Cupertino, CA
9.9 328 reviews
Cupertino, CA
10/13 – 10/22
$424/nighttotal: $3816 (9 )

Newly Rebuilt Ultra Clean Designer Home

2 2
house , Cupertino
This Cupertino home is conveniently located just over 7 miles from both the Winchester Mystery House and the Computer History Museum, making it an ideal base for exploring the area's attractions. The house consistently receives excellent ratings for cleanliness, location, and overall user experience.
This 2-bedroom home comfortably accommodates up to 4 guests in its 950 square feet of space. The home offers a fully equipped kitchen, air conditioning, free private parking, and Wi-Fi, ensuring a comfortable and convenient stay.

Frequently Asked Questions about vacation rentals in Cupertino, CA

  • When is the best time to book a vacation rental in Cupertino, CA?

    The best time to book a vacation rental in Cupertino is during the off-season, which is typically from September to May. You'll find lower prices and fewer crowds during these months. Just be aware that some attractions may have limited hours during the off-season.
  • What are the best Airbnb and vacation rentals in Cupertino, CA?

    Santana Row Luxury Executive Loft 2br/1 - 5bath, Saratoga Executive Cottage and Posh Home Near Santana Row For Vacation/business are the most popular Airbnb and vacation rentals in Cupertino, CA among travelers.

  • What are the best budget-friendly activities in Cupertino, CA?

    The Cupertino Library offers a variety of free programs and events, including book clubs, movie nights, and lectures. The De Anza College Cupertino Campus has a beautiful park with walking trails and a playground that are free to use. And if you're looking for a scenic walk, the Stevens Creek Trail is a great option.
  • What are the most popular Airbnbs in Cupertino, CA?

  • What are the best restaurants with local dishes in Cupertino, CA?

    For a taste of local cuisine, check out the Cupertino Farmers Market. You'll find a variety of food vendors selling fresh produce, baked goods, and prepared meals. For a more traditional dining experience, try The Creamery, which serves classic American dishes. And if you're looking for something more upscale, The Village Pub is a great option.
  • What are the best vacation rentals with a pool in Cupertino, CA?

  • What are the best walking or cycling routes in Cupertino, CA?

    The Stevens Creek Trail is a great option for both walking and cycling. It's a paved trail that runs for miles along Stevens Creek, offering beautiful views of the surrounding hills. The De Anza College Cupertino Campus also has a network of walking trails that are perfect for a leisurely stroll.
  • What are the best rentals for families and kids in Cupertino, CA?

  • Are there pet-friendly attractions in Cupertino, CA?

    The Stevens Creek Trail is a popular spot for dog walkers. The De Anza College Cupertino Campus also welcomes dogs on its grounds. And if you're looking for a place to grab a bite to eat with your furry friend, many restaurants in Cupertino have outdoor seating that is pet-friendly.
  • What are the best rentals or Airbnbs with a jacuzzi in Cupertino, CA?

  • What are the benefits of choosing a vacation rental in Cupertino, CA?

    Vacation rentals offer more space and privacy than a hotel room. They can also be more affordable, especially if you're traveling with a group. And many vacation rentals come with amenities like a kitchen and laundry facilities, which can be convenient for families or those staying for an extended period.

Destinations nearby

Best Vacation Rentals with Balconies in Cupertino, CA

Wake up to breathtaking views at these Cupertino, CA vacation rentals with balconies, perfect for your morning coffee.

#Marbella Lane - San Jose Designer Home 12-min To Levi's - Cupertino, CA
9.7 164 reviews
Cupertino, CA
07/09 – 07/13
$700/nighttotal: $2800 (4 )

#Marbella Lane - San Jose Designer Home 12-min To Levi's

3 5
house , San Jose
This vacation rental is conveniently located in San Jose, just a short walk from the Winchester Mystery House and a quick drive from San Jose Diridon Amtrak Station. The home has received excellent ratings for its location, cleanliness, and overall user experience.
This spacious house offers three bedrooms and two bathrooms, providing ample space for families or groups. It comes equipped with modern amenities like air conditioning, Wi-Fi, and a fully equipped kitchen with a dishwasher and oven, allowing guests to prepare their own meals. A private terrace and garden offer outdoor space for relaxation, while parking is available on-site.
"Luxury: 4b/3b With Dual Ensuites, Parking, Wifi" - Cupertino, CA
8.2 11 reviews
Cupertino, CA
10/13 – 10/22
$734/nighttotal: $6606 (9 )

"Luxury: 4b/3b With Dual Ensuites, Parking, Wifi"

4 2
apartment , San Jose
This 4-bedroom, 3-bathroom house is located in West San Jose, offering convenient access to the Winchester Mystery House, SAP Center, and Santana Row, all within a few miles.
This spacious 1110 sq ft residence accommodates up to 12 guests with two master ensuites, a fully equipped kitchen, free Wi-Fi, on-site parking, and a yard with a patio.
5 Mi To Levi’s Stadium: Pet-friendly Getaway! - Cupertino, CA
9.1 47 reviews
Cupertino, CA
10/13 – 10/22
$345/nighttotal: $3105 (9 )

5 Mi To Levi’s Stadium: Pet-friendly Getaway!

3 2
house , Santa Clara
This Santa Clara home is conveniently located just a short drive from popular attractions like the Winchester Mystery House and Shoreline Amphitheatre, making it an ideal base for exploring the city. Guests consistently rate the property excellent for its cleanliness, location, and overall experience.
The 3-bedroom house comfortably accommodates up to 6 guests with a spacious 1170 square feet of living space. Enjoy modern amenities like air conditioning, Wi-Fi, a fully equipped kitchen, and a relaxing outdoor patio with garden views.
Chic And Comfy Home In The Heart Of Silicon Valley - Cupertino, CA
10 19 reviews
Cupertino, CA
10/13 – 10/22
$453/nighttotal: $4077 (9 )

Chic And Comfy Home In The Heart Of Silicon Valley

2 2
apartment , Mountain View
This 2-bedroom, 1-bathroom apartment in North Whisman, Mountain View, is 2.7 miles from Downtown Mt. View and within a 15-minute drive of Apple HQ, META, and LinkedIn.
This family-friendly home offers high-speed WiFi, a gourmet kitchen with a fridge, microwave, and dishwasher, an in-unit washer/dryer, a private backyard, and parking, with the Stevens Creek Bike Trail located 0.5 miles away.

Best Cupertino, CA vacation rentals with air conditioning

Handy Studio W/ Full Equipped Kitchen And Oversized Work Desk - Parking - Cupertino, CA
8.8 3 reviews
Cupertino, CA
10/13 – 10/22
$147/nighttotal: $1323 (9 )

Handy Studio W/ Full Equipped Kitchen And Oversized Work Desk - Parking

1 2
studio , Campbell
This pet-friendly Campbell studio apartment is conveniently located near Santana Row and the Winchester Mystery House, both a 5-minute drive away.
The 300-square-foot unit features a fully equipped kitchen, in-unit laundry, and sleeps two guests, offering air conditioning, Wi-Fi, and a TV.
Spacious 3br Santa Clara Home | Parking & Ac - Cupertino, CA
9.8 25 reviews
Cupertino, CA
07/09 – 07/13
$481/nighttotal: $1924 (4 )

Spacious 3br Santa Clara Home | Parking & Ac

1 5
apartment , Santa Clara
This 3-bedroom, 2-bathroom Santa Clara apartment offers proximity to Apple Park, Nvidia, and Google, with Santa Clara University just minutes away and convenient access to highways, Caltrain, and San Jose Airport.
This pet-friendly rental features a private backyard, a dedicated workspace, in-unit laundry, garage and driveway parking, and a fully equipped kitchen, accommodating up to 6 guests for business or leisure travel.
Large House In Silicon Valley - 40 Min From San Francisco Near Levi's Stadium - Cupertino, CA
9.6 92 reviews
Cupertino, CA
07/09 – 07/13
$612/nighttotal: $2448 (4 )

Large House In Silicon Valley - 40 Min From San Francisco Near Levi's Stadium

4 5
apartment , Santa Clara
This Santa Clara home is conveniently located near major tech events, amusement parks, and sports stadiums, making it a great option for both business travelers and families. It boasts excellent user, location, and cleanliness ratings, ensuring a comfortable and enjoyable stay.
The spacious 4-bedroom home can accommodate up to 7 guests and includes a large backyard, a workshop space in the garage, and modern amenities like high-speed internet, cable TV, and an Alexa-enabled device. Enjoy a relaxing patio, a fully equipped kitchen, and easy access to Silicon Valley companies and airports.
Cozy 1b/1b In A Prime Location  Ac/ 1000mb Wifi/ Washer, Dryer/ More - Cupertino, CA
9.6 10 reviews
Cupertino, CA
10/13 – 10/22
$230/nighttotal: $2070 (9 )

Cozy 1b/1b In A Prime Location Ac/ 1000mb Wifi/ Washer, Dryer/ More

2 2
apartment , Sunnyvale
This centrally located Sunnyvale apartment is just steps away from Historic Murphy Avenue and Sunnyvale Heritage Park Museum, and a short drive from Golfland USA. It's received an excellent user rating.
The 700-square-foot, 1-bedroom, 1-bathroom apartment can accommodate up to 4 guests and features a full kitchen, free WiFi, a balcony, a sofa bed, and on-site parking. The complex also offers a playground and games.
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