Cupertino Vacation Rentals

  • Bundle & Save

    Get more, spend less whenever you see Bundle & Save deals
  • OneKeyCash

    Earn OneKeyCash on all your eligible bookings
  • Upfront pricing

    We are not like the others - we include taxes and fees

Check prices for these dates

In two weeks
In two months
In three months
In four months

Our top choices for Cupertino vacation rentals

Brand New Private One Bedroom Cottage with a Wet Bar/Kitchenette

Brand New Private One Bedroom Cottage with a Wet Bar/Kitchenette
Cupertino
9.6 out of 10, Exceptional, (4 reviews)
"This property is located in a residential and quiet neighborhood with a nice park within walking distance! Great place for someone who is traveling by themselves!"
United States
Kevin
$298 nightly
The price is $330
May 7 - May 8
Total with taxes and fees
Brand New Private One Bedroom Cottage with a Wet Bar/Kitchenette

Luxury stay near Santana Row for vacation/business

Luxury stay near Santana Row for vacation/business
West San Jose
9.4 out of 10, Exceptional, (60 reviews)
"Everything was nice and perfect! it felt like our second home and getting thru the city was nice as well. I loved how it was close by to the mall and everything."
United States
Vanessa
$244 nightly
The price is $265
May 10 - May 11
Total with taxes and fees
Luxury stay near Santana Row for vacation/business

Charming Apartment in the heart of Silicon Valley unit 3

Charming Apartment in the heart of Silicon Valley unit 3
San Jose
9.6 out of 10, Exceptional, (8 reviews)
"Easy stay, walking distance to Santana Row. "
United States
Eric H.
$186 nightly
The price is $203
May 9 - May 10
Total with taxes and fees
Charming Apartment in the heart of Silicon Valley unit 3

Brand New Guest Suite + Luxurious Bath, Near SJC

Brand New Guest Suite + Luxurious Bath, Near SJC
Burbank
8.0 out of 10, Very Good, (16 reviews)
"Just a room and a bath in a good locationMet my needs -- would stay there againI recommend it"
United States
Elena L.
$104 nightly
The price is $111
May 10 - May 11
Total with taxes and fees
Brand New Guest Suite + Luxurious Bath, Near SJC

Luxury 1 bedroom apartment in Santana Row, San Jose

Luxury 1 bedroom apartment in Santana Row, San Jose
San Jose
9.8 out of 10, Exceptional, (7 reviews)
"Nice place and great location."
United States
Rhonda
$355 nightly
The price is $387
May 7 - May 8
Total with taxes and fees
Luxury 1 bedroom apartment in Santana Row, San Jose

Modern style Santana Row loft

Modern style Santana Row loft
San Jose
9.6 out of 10, Exceptional, (5 reviews)
"The host was very responsive and attentive. Also loved the proximity to Santana Row shopping "
United States
Sue A.
$405 nightly
The price is $442
May 31 - Jun 1
Total with taxes and fees
Modern style Santana Row loft

Posh place near Santana Row for vacation/business

Posh place near Santana Row for vacation/business
West San Jose
9.6 out of 10, Exceptional, (26 reviews)
"Perfect gem! Great location, clean property. Very professional and kind host. "
United States
S R.
$246 nightly
The price is $268
May 11 - May 12
Total with taxes and fees
Posh place near Santana Row for vacation/business

Airy Modern 2BR/2BA - Parking + Laundry + Sleep 6

Airy Modern 2BR/2BA - Parking + Laundry + Sleep 6
Shasta-Hanchett Park
9.8 out of 10, Exceptional, (9 reviews)
"Suitable for the family. Within walking distance of where we wanted go."
United States
Michael A.
$279 nightly
The price is $304
May 27 - May 28
Total with taxes and fees
Airy Modern 2BR/2BA - Parking + Laundry + Sleep 6

Spacious 4 Bd 4 Ba home close to all the best of San Jose

Spacious 4 Bd 4 Ba home close to all the best of San Jose
Buena Vista
9.8 out of 10, Exceptional, (53 reviews)
"This home with 4 bedrooms and 4 bathrooms was perfect for 8 of us. Kitchen was great, not alot of pans or utensils but we always bring ours cause my son has celiac. Beautiful home and comfy. Close to downtown, easy access to SAP Center. We would definitely stay again. "
United States
Nichole D.
$421 nightly
The price is $458
May 10 - May 11
Total with taxes and fees
Spacious 4 Bd 4 Ba home close to all the best of San Jose

Stylish Central San Jose 3B2B w/crib Free Parking

Stylish Central San Jose 3B2B w/crib Free Parking
St. Leo's
9.6 out of 10, Exceptional, (8 reviews)
"Location was great and the home was nice. "
United States
Matt K.
$465 nightly
The price is $482
May 10 - May 11
Total with taxes and fees
Stylish Central San Jose 3B2B w/crib Free Parking

Brand New! Guest House - Modern Stylish & Central

Brand New! Guest House - Modern Stylish & Central
Santa Clara
10.0 out of 10, Exceptional, (44 reviews)
"I have stayed here a few times now and its my go-to when I am in town. This location is always clean and its in a great location!"
United States
Kai S.
$252 nightly
The price is $252
May 30 - May 31
Total with taxes and fees
Brand New! Guest House - Modern Stylish & Central

Santana Row Properties #7 - Silicon Valley Getaway

Santana Row Properties #7 - Silicon Valley Getaway
San Jose
9.8 out of 10, Exceptional, (36 reviews)
"Great location and easy to navigate the area"
United States
Jennifer B.
$406 nightly
The price is $427
May 10 - May 11
Total with taxes and fees
Santana Row Properties #7 - Silicon Valley Getaway

Santana Row Properties #6 - Silicon Valley Getaway

Santana Row Properties #6 - Silicon Valley Getaway
San Jose
10.0 out of 10, Exceptional, (18 reviews)
"This apartment is in such a great location right on Santana Row where there is really nice shopping and restaurants. The bed was super comfortable and the amenities were great. I will definitely be staying here again."
United States
Wendy C.
$464 nightly
The price is $488
May 7 - May 8
Total with taxes and fees
Santana Row Properties #6 - Silicon Valley Getaway

San Jose 3b2b near DT & Tech Hub

San Jose 3b2b near DT & Tech Hub
Buena Vista
9.0 out of 10, Wonderful, (18 reviews)
"The house was very well equipped and perfect for our family"
United States
Valentina
$527 nightly
The price is $573
May 21 - May 22
Total with taxes and fees
San Jose 3b2b near DT & Tech Hub

Big 6BR DT SJ Getaway + Huge Backyard

Big 6BR DT SJ Getaway + Huge Backyard
Ryland
10.0 out of 10, Exceptional, (3 reviews)
"This house was perfect for our group of 10 as a place to stay while we were in the area to see a SJ Sharks game as it was only a 5 min drive from SAP Center. It was very a beautiful home that was clean, comfortable, and perfect for a large group. Our host was very responsive anytime I reached out. We had asked if the home had any extra blankets - they responded immediately and had brand new blankets delivered within the hour. If we found ourselves in SJ with a large group we would absolutely...
United States
Jen S.
$682 nightly
The price is $726
Jun 1 - Jun 2
Total with taxes and fees
Big 6BR DT SJ Getaway + Huge Backyard

Charming 3-bedroom Guesthouse with WiFi in Sunnyvale

Charming 3-bedroom Guesthouse with WiFi in Sunnyvale
San Miguel
$694 nightly
The price is $726
May 7 - May 8
Total with taxes and fees
Charming 3-bedroom Guesthouse with WiFi in Sunnyvale

"Luxury: 4B/3B with Dual EnSuites, Parking, WiFI"

"Luxury: 4B/3B with Dual EnSuites, Parking, WiFI"
West San Jose
8.2 out of 10, Very Good, (11 reviews)
"We loved our stay, although short, in this comfy home. Our dog loved the sunny yard and we really enjoyed our time there overall!!"
United States
claire p.
$497 nightly
The price is $497
May 7 - May 8
Total with taxes and fees
"Luxury: 4B/3B with Dual EnSuites, Parking, WiFI"

Kasa University-Airport Santa Clara

Kasa University-Airport Santa Clara
4.0 star property
Santa Clara
9.0 out of 10, Wonderful, (64 reviews)
"Clean room and nice amenities"
United States
Olivia
$138 nightly
The price is $157
May 10 - May 11
Total with taxes and fees
Kasa University-Airport Santa Clara

Comfy stay in Santa Clara

Comfy stay in Santa Clara
Santa Clara
$367 nightly
The price is $390
May 10 - May 11
Total with taxes and fees
Comfy stay in Santa Clara

Japantown, near SJC w/fast wi-fi

Japantown, near SJC w/fast wi-fi
Ryland
9.0 out of 10, Wonderful, (6 reviews)
"Close to freeway access and popular stores. Also great access to running trail."
United States
Gloria S.
$465 nightly
The price is $494
May 8 - May 9
Total with taxes and fees
Japantown, near SJC w/fast wi-fi
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Save an average of 15% on thousands of hotels when you're signed in

Top Cupertino Hotel Reviews

Find out more about Cupertino

Everything you need to know about Cupertino vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Cupertino vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Cupertino vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Cupertino vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Cupertino. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Cupertino in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $111 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Cupertino rentals

At Expedia, we put the best Cupertino vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Cupertino rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Cupertino vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Cupertino. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Frequently asked questions

Can I find a vacation rental in Cupertino?

Yes, you can find vacation rentals in Cupertino close to Bowlmor Lanes, or you can go with a secluded option if you're looking for a relaxing stay. Visitors like the top-notch restaurants and shops in Cupertino. The live music and theater scene are some other things you might like to check out during your trip.

What are some of the best vacation rentals in Cupertino?

Midtown Cabana with Scenic Patio Private Entrance: This vacation home near Cupertino offers a balcony, a garden, and WiFi to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a fridge, a microwave, and kitchenware.

How many vacation rentals are there in Cupertino?

Expedia has 12 vacation rentals for your stay in Cupertino.

What’s there to see and do in Cupertino?

Enjoy the outdoors at Silicon Valley and Santa Cruz Mountains, or simply take in cultural attractions like Cupertino Historical Society and Museum and McClellan Ranch Park. While here, Blackberry Farm Golf Course and West Coast Farmers Market are other places worth a visit.

What are vacation rentals like in Cupertino?

Vacation rentals are privately owned accommodations you can book for a couple days or more in Cupertino. Vacation rentals offer extras like WiFi and washers and dryers so you'll be comfy for your stay. If you're concerned about a clean environment, a vacation rental can provide a sense of privacy away from public hotel elevators and busy reception areas while still allowing you a great travel experience. You'll also have more space in a vacation rental than in a standard hotel, which is another reason why a vacation rental is a popular choice for a family trip.