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

Search Vacation Rentals near the Old Town in Cupertino, CA

From vibrant downtown areas to historic streets, these Cupertino, CA vacation rentals put you close to everything worth seeing.

*Stunning Resort House+cottage* (Fire Pit+1gbps) - Cupertino, CA
9.9 204 reviews

*Stunning Resort House+cottage* (Fire Pit+1gbps)

apartment, Cupertino
This Cupertino cottage is conveniently located within 2 miles of Apple Campus, DeAnza College, and Cupertino Memorial Park, offering easy access to both local attractions and amenities. The property has consistently received excellent ratings from previous guests for its cleanliness, location, and overall experience.
The 1630 square foot cottage has a spacious and comfortable layout, perfect for families or groups. Guests can enjoy modern amenities like free WiFi, a Smart TV, a fully equipped kitchenette, a private patio, and a washer and dryer.
Entire 2br Apt W/ Ac/laundry/ev In Quiet Sunnyvale - Cupertino, CA
10 3 reviews

Entire 2br Apt W/ Ac/laundry/ev In Quiet Sunnyvale

apartment, Sunnyvale
This Sunnyvale West rental is conveniently located 1.1 miles from the Apple Campus, within 3 miles of De Anza College and Golfland USA.
This 740-square-foot, two-bedroom, one-bathroom apartment sleeps six and includes a fully equipped kitchen, in-unit laundry, and on-site parking; bike storage is also available.
Spacious 7 Bd W/ Casita And Pool Near Downtown - Cupertino, CA
9.7 588 reviews

Spacious 7 Bd W/ Casita And Pool Near Downtown

apartment, Mountain View
This vacation home is located in Shoreline West, within walking distance of Mountain View Center for the Performing Arts. It has excellent user, location and cleanliness ratings.
The house has two bedrooms with a patio, a fully equipped kitchen, free WiFi, and a smoke-free environment. It also has a private outdoor pool, garden, and barbecue grills, as well as access to nature and proximity to public transportation.
Comfy Stay In Santa Clara - Cupertino, CA
10 1 review

Comfy Stay In Santa Clara

apartment, Santa Clara
This Santa Clara rental home is situated a 5-minute walk from Silicon Valley and a 3-minute drive from Central Park, offering on-site parking and proximity to Shoreline Amphitheatre, Westfield Valley Fair Shopping Mall, Santana Row Shopping Center, Levi's Stadium, and Avaya Stadium. This 3-bedroom, 2-bathroom apartment accommodates up to 6 guests with a fully equipped kitchen, in-unit washer and dryer, air conditioning, and Wi-Fi.

Best Cupertino, CA vacation rentals with air conditioning

Upscale 3b2b Modern House Near Mountain View Downtown - Cupertino, CA
10 3 reviews

Upscale 3b2b Modern House Near Mountain View Downtown

apartment, Mountain View
This modern Shoreline West home in Mountain View is minutes from downtown Mountain View, Google, Facebook, and the Caltrain station, providing easy access to major tech companies and Stanford University.
The three-bedroom, two-bathroom house sleeps seven guests comfortably, boasting a fully equipped kitchen with premium appliances (Viking, Monogram), an 85" Samsung Smart TV, and a private yard with parking.
2 King Beds Pro Kitchen Laundry In Units Filter Wate Work From Home - Cupertino, CA
No reviews

2 King Beds Pro Kitchen Laundry In Units Filter Wate Work From Home

apartment, Sunnyvale
This Sunnyvale apartment rental is conveniently located near Shoreline Amphitheatre (7.5 miles), the San Jose Convention Center (10 miles), and Norman Y. Mineta San Jose International Airport (7.5 miles).
This 740-square-foot, two-bedroom, one-bathroom unit sleeps nine guests and offers free Wi-Fi, private parking, in-unit laundry, a fully equipped kitchen, and a terrace; a relaxing outdoor fireplace area is also available.
Best Location/ Google/ Bbq/ Big Yard/2 Free Park - Cupertino, CA
No reviews

Best Location/ Google/ Bbq/ Big Yard/2 Free Park

apartment, Mountain View
This Mountain View vacation rental, located in North Whisman, is a one-minute walk from Google's headquarters and minutes from other major tech companies, Highways 101, 237, and 85, and Whisman Station.
This 1190-square-foot house features three bedrooms with queen-size beds, two bathrooms, a fully equipped kitchen, in-unit laundry, a spacious backyard with a BBQ grill, and parking for two cars; it comfortably sleeps ten guests and offers convenient access to Baylands Nature Preserve, California's Great America, and Levi's Stadium.
Comfy Stay In Santa Clara - Cupertino, CA
10 1 review

Comfy Stay In Santa Clara

apartment, Santa Clara
This Santa Clara rental home is situated a 5-minute walk from Silicon Valley and a 3-minute drive from Central Park, offering on-site parking and proximity to Shoreline Amphitheatre, Westfield Valley Fair Shopping Mall, Santana Row Shopping Center, Levi's Stadium, and Avaya Stadium. This 3-bedroom, 2-bathroom apartment accommodates up to 6 guests with a fully equipped kitchen, in-unit washer and dryer, air conditioning, and Wi-Fi.

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.

Popular destinations

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.

Best Location/ Google/ Bbq/ Big Yard/2 Free Park - Cupertino, CA
No reviews

Best Location/ Google/ Bbq/ Big Yard/2 Free Park

apartment, Mountain View
This Mountain View vacation rental, located in North Whisman, is a one-minute walk from Google's headquarters and minutes from other major tech companies, Highways 101, 237, and 85, and Whisman Station.
This 1190-square-foot house features three bedrooms with queen-size beds, two bathrooms, a fully equipped kitchen, in-unit laundry, a spacious backyard with a BBQ grill, and parking for two cars; it comfortably sleeps ten guests and offers convenient access to Baylands Nature Preserve, California's Great America, and Levi's Stadium.
2 King Beds Pro Kitchen Laundry In Units Filter Wate Work From Home - Cupertino, CA
No reviews

2 King Beds Pro Kitchen Laundry In Units Filter Wate Work From Home

apartment, Sunnyvale
This Sunnyvale apartment rental is conveniently located near Shoreline Amphitheatre (7.5 miles), the San Jose Convention Center (10 miles), and Norman Y. Mineta San Jose International Airport (7.5 miles).
This 740-square-foot, two-bedroom, one-bathroom unit sleeps nine guests and offers free Wi-Fi, private parking, in-unit laundry, a fully equipped kitchen, and a terrace; a relaxing outdoor fireplace area is also available.

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.

Spacious 7 Bd W/ Casita And Pool Near Downtown - Cupertino, CA
9.7 588 reviews

Spacious 7 Bd W/ Casita And Pool Near Downtown

apartment, Mountain View
This vacation home is located in Shoreline West, within walking distance of Mountain View Center for the Performing Arts. It has excellent user, location and cleanliness ratings.
The house has two bedrooms with a patio, a fully equipped kitchen, free WiFi, and a smoke-free environment. It also has a private outdoor pool, garden, and barbecue grills, as well as access to nature and proximity to public transportation.
Entire 2br Apt W/ Ac/laundry/ev In Quiet Sunnyvale - Cupertino, CA
10 3 reviews

Entire 2br Apt W/ Ac/laundry/ev In Quiet Sunnyvale

apartment, Sunnyvale
This Sunnyvale West rental is conveniently located 1.1 miles from the Apple Campus, within 3 miles of De Anza College and Golfland USA.
This 740-square-foot, two-bedroom, one-bathroom apartment sleeps six and includes a fully equipped kitchen, in-unit laundry, and on-site parking; bike storage is also available.
Cupertino 2br W/ac/washer/dryer/ev On 1f - Cupertino, CA
No reviews

Cupertino 2br W/ac/washer/dryer/ev On 1f

apartment, Sunnyvale
This Sunnyvale West rental is conveniently located near Golfland USA and Blackberry Farm Golf Course, offering easy access to Levi's Stadium and California's Great America.
The 750-square-foot apartment features two bedrooms, one and a half bathrooms, and accommodates up to six guests, complete with a fully equipped kitchen, in-unit laundry, and air conditioning.
2 King Beds Pro Kitchen Laundry In Units Filter Wate Work From Home - Cupertino, CA
No reviews

2 King Beds Pro Kitchen Laundry In Units Filter Wate Work From Home

apartment, Sunnyvale
This Sunnyvale apartment rental is conveniently located near Shoreline Amphitheatre (7.5 miles), the San Jose Convention Center (10 miles), and Norman Y. Mineta San Jose International Airport (7.5 miles).
This 740-square-foot, two-bedroom, one-bathroom unit sleeps nine guests and offers free Wi-Fi, private parking, in-unit laundry, a fully equipped kitchen, and a terrace; a relaxing outdoor fireplace area is also available.

Best Cupertino, CA vacation rentals with parking

Best Location/ Google/ Bbq/ Big Yard/2 Free Park - Cupertino, CA
No reviews

Best Location/ Google/ Bbq/ Big Yard/2 Free Park

apartment, Mountain View
Upscale 3b2b Modern House Near Mountain View Downtown - Cupertino, CA
10 3 reviews

Upscale 3b2b Modern House Near Mountain View Downtown

apartment, Mountain View
Entire 2br Apt W/ Ac/laundry/ev In Quiet Sunnyvale - Cupertino, CA
10 3 reviews

Entire 2br Apt W/ Ac/laundry/ev In Quiet Sunnyvale

apartment, Sunnyvale
*Stunning Resort House+cottage* (Fire Pit+1gbps) - Cupertino, CA
9.9 204 reviews

*Stunning Resort House+cottage* (Fire Pit+1gbps)

apartment, Cupertino

Compare Luxury Vacation Rentals in Cupertino, CA

Discover high-end comfort in Cupertino, CA with upscale rentals that prioritize luxury and guest satisfaction.

2 King Beds Pro Kitchen Laundry In Units Filter Wate Work From Home - Cupertino, CA
No reviews

2 King Beds Pro Kitchen Laundry In Units Filter Wate Work From Home

apartment, Sunnyvale

Our Favorite Pet-Friendly Vacation Rentals in Cupertino, CA

Traveling with pets? These dog-friendly vacation rentals and Airbnbs in Cupertino, CA are steps away from dog parks and city walks.

2 King Beds Pro Kitchen Laundry In Units Filter Wate Work From Home - Cupertino, CA
No reviews

2 King Beds Pro Kitchen Laundry In Units Filter Wate Work From Home

apartment, Sunnyvale
Upscale 3b2b Modern House Near Mountain View Downtown - Cupertino, CA
10 3 reviews

Upscale 3b2b Modern House Near Mountain View Downtown

apartment, Mountain View
Comfy Stay In Santa Clara - Cupertino, CA
10 1 review

Comfy Stay In Santa Clara

apartment, Santa Clara
Entire 2br Apt W/ Ac/laundry/ev In Quiet Sunnyvale - Cupertino, CA
10 3 reviews

Entire 2br Apt W/ Ac/laundry/ev In Quiet Sunnyvale

apartment, Sunnyvale

Explore Vacation Rentals with a Pool in Cupertino, CA

Choose a vacation rental in Cupertino, CA with a swimming pool for a proper workout or a leisurely dip right in the heart of the city.

Spacious 7 Bd W/ Casita And Pool Near Downtown - Cupertino, CA
9.7 588 reviews

Spacious 7 Bd W/ Casita And Pool Near Downtown

apartment, Mountain View

Search Vacation Rentals with Jacuzzi in Cupertino, CA

Unwind in style with a Cupertino, CA vacation rental featuring a hot tub, ideal for relaxing after a day in the city.

Spacious 7 Bd W/ Casita And Pool Near Downtown - Cupertino, CA
9.7 588 reviews

Spacious 7 Bd W/ Casita And Pool Near Downtown

apartment, Mountain View
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