Cupertino Holiday Rentals

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Check prices for these dates

In two weeks
3 Apr - 5 Apr
In two months
15 May - 17 May
In three months
12 Jun - 14 Jun
In four months
10 Jul - 12 Jul

Our top choices for Cupertino holiday rentals

1 bedroom, desk, free WiFi, bed sheets

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
The price is HK$1,097
HK$2,496 total
includes taxes & fees
24 Mar - 25 Mar
Brand New Private One Bedroom Cottage with a Wet Bar/Kitchenette
Interior

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, (56 reviews)
"The room was good and convenient for my work trip. "
United States
Pavani
The price is HK$1,214
HK$1,970 total
includes taxes & fees
24 Mar - 25 Mar
Luxury stay near Santana Row for vacation/business
TV

Big 6BR DT SJ Getaway + Huge Backyard

Big 6BR DT SJ Getaway + Huge Backyard
Ryland
10.0 out of 10, Exceptional, (1 review)
The price is HK$2,243
HK$5,440 total
includes taxes & fees
17 Apr - 18 Apr
Big 6BR DT SJ Getaway + Huge Backyard
Fridge, microwave, oven, dishwasher

Spacious CRTL San Jose 1B w/crib free street prkg

Spacious CRTL San Jose 1B w/crib free street prkg
St. Leo's
10.0 out of 10, Exceptional, (1 review)
"Our stay was a short one while we were visiting our daughter who lives less than a mile away. We spent most of our time at our daughter’s house and really only slept at this property. It was very clean and well-stocked in a great neighborhood and within walking distance of a number of great eateries and small shops. "
United States
Christiane J.
The price is HK$901
HK$2,579 total
includes taxes & fees
24 Mar - 25 Mar
Spacious CRTL San Jose 1B w/crib free street prkg
Living area

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.
The price is HK$979
HK$1,578 total
includes taxes & fees
24 Mar - 25 Mar
Charming Apartment in the heart of Silicon Valley unit 3
High chair, blender, cookware/dishes/utensils, spices

San Jose 3b2b near DT & Tech Hub

San Jose 3b2b near DT & Tech Hub
Buena Vista
9.0 out of 10, Wonderful, (17 reviews)
"The house was very well equipped and perfect for our family"
United States
Valentina
The price is HK$1,410
HK$3,881 total
includes taxes & fees
31 Mar - 1 Apr
San Jose 3b2b near DT & Tech Hub
Living area

Charming 3-bedroom Guesthouse with WiFi in Sunnyvale

Charming 3-bedroom Guesthouse with WiFi in Sunnyvale
San Miguel
The price is HK$2,742
HK$5,992 total
includes taxes & fees
24 Mar - 25 Mar
Charming 3-bedroom Guesthouse with WiFi in Sunnyvale
Dining

Stylish Central San Jose 3B2B w/crib Free Parking

Stylish Central San Jose 3B2B w/crib Free Parking
St. Leo's
9.8 out of 10, Exceptional, (6 reviews)
"Location was great and the home was nice. "
United States
Matt K.
The price is HK$1,637
HK$3,726 total
includes taxes & fees
24 Mar - 25 Mar
Stylish Central San Jose 3B2B w/crib Free Parking
Dining

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, (52 reviews)
"This was an excellent property to stay with my family very convenient as three of the four bedrooms have their own bathroom very clean and very friendly owner we highly recommend this property for his location and space"
United States
Sandra R.
The price is HK$1,692
HK$3,506 total
includes taxes & fees
26 Mar - 27 Mar
Spacious 4 Bd 4 Ba home close to all the best of San Jose
Smart TV, offices

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, (24 reviews)
"Perfect gem! Great location, clean property. Very professional and kind host. "
United States
S R.
The price is HK$1,245
HK$1,981 total
includes taxes & fees
30 Mar - 31 Mar
Posh place near Santana Row for vacation/business
Property grounds

Comfy stay in Santa Clara

Comfy stay in Santa Clara
Santa Clara
The price is HK$1,351
HK$3,045 total
includes taxes & fees
29 Mar - 30 Mar
Comfy stay in Santa Clara
Exterior detail

Modern Detached ADU with Garaged Parking in Heart of San Jose Downtown

Modern Detached ADU with Garaged Parking in Heart of San Jose Downtown
Garden Alameda
10.0 out of 10, Exceptional, (2 reviews)
"Convenient location in mid town San Jose, close to everything.pet friendly by host ( I don’t have pet)Brand new immaculate ADU with smart new Samsungappliances, well stocked in every room.ADU is so clean and neat to the point I don’t want to mess up with even avoided to cook smelly foods.Parking either in the garage or behind the lock gate.Very nice owner, gave directions clearly , Overall this ADU is one of the best vacations rentals i had stayed . I want to rent this rental again when I am...
United States
Hang N.
The price is HK$1,292
HK$2,558 total
includes taxes & fees
24 Mar - 25 Mar
Modern Detached ADU with Garaged Parking in Heart of San Jose Downtown
Fridge, microwave, oven, stovetop

Gourmet Kitchen + Private Front Yard + Parking

Gourmet Kitchen + Private Front Yard + Parking
Burbank
7.8 out of 10, Good, (18 reviews)
"Great location, clean, friendly owners. "
United States
Brian L.
The price is HK$650
HK$1,409 total
includes taxes & fees
20 Apr - 21 Apr
Gourmet Kitchen + Private Front Yard + Parking
Interior

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, (8 reviews)
"Suitable for the family. Within walking distance of where we wanted go."
United States
Michael A.
The price is HK$1,065
HK$2,276 total
includes taxes & fees
16 Apr - 17 Apr
Airy Modern 2BR/2BA - Parking + Laundry + Sleep 6
Outdoor dining

Santana Row Properties #3 - Silicon Valley Getaway

Santana Row Properties #3 - Silicon Valley Getaway
San Jose
The price is HK$1,582
HK$3,205 total
includes taxes & fees
26 Mar - 27 Mar
Santana Row Properties #3 - Silicon Valley Getaway
Exterior

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, (6 reviews)
"Property is perfect for a single or a couple looking to do some shopping and dining. Centrally located to Santana Row, next to shopping center. Very clean, beautifully decorated and host very easy to reach. Has a parking garage, a little difficult to figure out, but once you do, easy in and out of the property. Strongly recommend this property. "
United States
LIZ
The price is HK$1,958
HK$3,035 total
includes taxes & fees
28 Mar - 29 Mar
Luxury 1 bedroom apartment in Santana Row, San Jose
Interior

💎Cozy 1B/1B in a prime location • 🌲AC/ 1000mb wifi/ Washer, dryer/ more…

💎Cozy 1B/1B in a prime location • 🌲AC/ 1000mb wifi/ Washer, dryer/ more…
Sunnyvale
9.6 out of 10, Exceptional, (10 reviews)
"Great location, quiet and quaint. "
United States
Karen B.
The price is HK$1,050
HK$2,114 total
includes taxes & fees
24 Mar - 25 Mar
💎Cozy 1B/1B in a prime location • 🌲AC/ 1000mb wifi/ Washer, dryer/ more…
Outdoor dining

Santana Row Properties #4 - Silicon Valley Getaway!

Santana Row Properties #4 - Silicon Valley Getaway!
San Jose
10.0 out of 10, Exceptional, (5 reviews)
"This is my second time staying here and I absolutely love the convenience of it. Everything is steps away and the hosts are just really great always checking in. "
United States
Karen U.
The price is HK$1,786
HK$3,453 total
includes taxes & fees
26 Mar - 27 Mar
Santana Row Properties #4 - Silicon Valley Getaway!
Interior

Guest Suite w/ 2 beds near Downtown Sunnyvale

Guest Suite w/ 2 beds near Downtown Sunnyvale
Lowlanders
The price is HK$1,175
HK$2,029 total
includes taxes & fees
28 Mar - 29 Mar
Guest Suite w/ 2 beds near Downtown Sunnyvale
Fireplace

Kasa University-Airport Santa Clara

Kasa University-Airport Santa Clara
4.0 star property
Santa Clara
9.0 out of 10, Wonderful, (62 reviews)
"Clean room and nice amenities"
United States
Olivia
The price is HK$1,174
HK$1,333 total
includes taxes & fees
7 Apr - 8 Apr
Kasa University-Airport Santa Clara
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.
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Top Cupertino Hotel Reviews

Spark by Hilton San Jose Airport

Spark by Hilton San Jose Airport

6/10 Okay
"Very basic room I I did not like the room structure. The bathroom was very clean. The flush was not working."
BHARAT 1-night trip
Posted 2 hours ago
Spark by Hilton San Jose Airport

Find out more about Cupertino

Search for holiday rentals in Cupertino on Expedia! You can easily find your home rentals, villas, holiday apartments in Cupertino using one of the methods below:

  • View our selection of featured holiday rentals in Cupertino
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  • Enter your travel dates to view the best deals on holiday rentals in Cupertino while they last

Look no further and take a look at our great range of rental properties in Cupertino!

Frequently asked questions

Can I find a holiday rental in Cupertino?

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

What are some of the best holiday rentals that Cupertino has to offer?

Spacious 4 Bd 4 Ba home close to all the best of San Jose: This holiday home rental outside of Cupertino has air conditioning and laundry facilities to help you feel perfectly comfortable in your new surroundings. It has 4 bedrooms, in addition to a kitchen with a dishwasher and a stovetop.

How many holiday rentals are there in Cupertino?

Expedia has 16 holiday 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, Massage Envy Spa and West Coast Farmers Market are other places worth a visit.

What are holiday rentals like in Cupertino?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Cupertino. Holiday rentals offer extras such as WiFi and washers and dryers so you'll have a home away from home. If you're concerned about cleanliness, a holiday rental can offer a sense of security away from public hotel lifts and lobbies bustling with people while still allowing you the excitement and enjoyment of travel. You'll also find more space in a holiday rental than in a traditional hotel, which is another reason why a holiday rental is a great option for a small group gathering.