Cupertino Vacation Rentals

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Check prices for these dates

In two weeks
Apr 10 - Apr 12
In two months
May 22 - May 24
In three months
Jun 19 - Jun 21
In four months
Jul 17 - Jul 19

Our top choices for Cupertino vacation 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 ￥22,215
￥52,157 total
includes taxes & fees
Mar 30 - Mar 31
Brand New Private One Bedroom Cottage with a Wet Bar/Kitchenette
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 ￥18,249
￥53,193 total
includes taxes & fees
Mar 31 - Apr 1
Spacious CRTL San Jose 1B w/crib free street prkg
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 ￥24,597
￥40,545 total
includes taxes & fees
Mar 30 - Mar 31
Luxury stay near Santana Row for vacation/business
Highchair, 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 ￥28,564
￥79,900 total
includes taxes & fees
Mar 31 - Apr 1
San Jose 3b2b near DT & Tech Hub
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 ￥34,277
￥71,030 total
includes taxes & fees
Mar 27 - Mar 28
Spacious 4 Bd 4 Ba home close to all the best of San Jose
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 ￥19,836
￥32,611 total
includes taxes & fees
Mar 30 - Mar 31
Charming Apartment in the heart of Silicon Valley unit 3
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 ￥13,330
￥28,710 total
includes taxes & fees
Apr 20 - Apr 21
Gourmet Kitchen + Private Front Yard + Parking
Outdoor dining

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.
The price is ￥9,680
￥18,770 total
includes taxes & fees
Mar 31 - Apr 1
Brand New Guest Suite + Luxurious Bath, Near SJC
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 ￥25,232
￥41,244 total
includes taxes & fees
Mar 30 - Mar 31
Posh place near Santana Row for vacation/business
Outdoor dining

Private Guest Suite + Full Kitchen, 3 BD, Near SJC

Private Guest Suite + Full Kitchen, 3 BD, Near SJC
Burbank
7.0 out of 10, Good, (7 reviews)
"It was convenient, stores and food within walking distance"
United States
Anonymous traveler
The price is ￥10,950
￥27,854 total
includes taxes & fees
Apr 6 - Apr 7
Private Guest Suite + Full Kitchen, 3 BD, Near SJC
Desk, iron/ironing board, WiFi, bed sheets

Downtown 1bd/1ba ADU

Downtown 1bd/1ba ADU
Heritage District
The price is ￥20,074
￥43,936 total
includes taxes & fees
Apr 7 - Apr 8
Downtown 1bd/1ba ADU
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 ￥26,025
￥51,320 total
includes taxes & fees
Apr 19 - Apr 20
Airy Modern 2BR/2BA - Parking + Laundry + Sleep 6
Living area

Charming 3-bedroom Guesthouse with WiFi in Sunnyvale

Charming 3-bedroom Guesthouse with WiFi in Sunnyvale
San Miguel
The price is ￥55,542
￥122,350 total
includes taxes & fees
Mar 28 - Mar 29
Charming 3-bedroom Guesthouse with WiFi in Sunnyvale
Iron/ironing board, WiFi, bed sheets

Family Fun Sleep 6/Rec Room/AC/Wi-Fi/Parking

Family Fun Sleep 6/Rec Room/AC/Wi-Fi/Parking
Buena Vista
The price is ￥21,582
￥52,295 total
includes taxes & fees
Mar 29 - Mar 30
Family Fun Sleep 6/Rec Room/AC/Wi-Fi/Parking
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)
"Nice place and great location."
United States
Rhonda
The price is ￥39,673
￥61,175 total
includes taxes & fees
Mar 28 - Mar 29
Luxury 1 bedroom apartment in Santana Row, San Jose
Exterior

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.
The price is ￥38,562
￥79,552 total
includes taxes & fees
Mar 31 - Apr 1
Santana Row Properties #6 - Silicon Valley Getaway
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 ￥26,184
￥52,289 total
includes taxes & fees
Mar 30 - Mar 31
Modern Detached ADU with Garaged Parking in Heart of San Jose Downtown
TV, stereo

Safe 2BR Apt w/ AC/Washer/Dryer/EV on 1F-Sunnyvale

Safe 2BR Apt w/ AC/Washer/Dryer/EV on 1F-Sunnyvale
Sunnyvale West
9.6 out of 10, Exceptional, (4 reviews)
"This property was fantastic! The place was impeccably clean and tastefully decorated with modern furnishings. Our host was incredibly attentive, responding quickly to all our messages and requests. The neighborhood was quiet and felt very safe. We loved having a large park nearby for walks with our dog. The location was ideal for our vacation - a short trip to both Levi's Stadium and Great America! We highly recommend this property."
United States
Michael R.
The price is ￥28,406
￥60,204 total
includes taxes & fees
Mar 31 - Apr 1
Safe 2BR Apt w/ AC/Washer/Dryer/EV on 1F-Sunnyvale
Property grounds

Comfy stay in Santa Clara

Comfy stay in Santa Clara
Santa Clara
The price is ￥27,495
￥61,969 total
includes taxes & fees
Mar 29 - Mar 30
Comfy stay in Santa Clara
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 ￥26,000
￥29,510 total
includes taxes & fees
Mar 29 - Mar 30
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

Maple Tree Inn

Maple Tree Inn

6/10 Okay
"Expensive ($230 for the night), but clean and sufficient. They charge an additional $10 to park your car overnight. No toiletries but bar soap at the sink and shampoo body wash combo + conditioner. "
Aja 1-night trip
Posted 7 hours ago
Maple Tree Inn

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
  • Use the map to find apartments and other holiday homes in the Cupertino neighbourhood you prefer
  • 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 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?

Spacious 4 Bd 4 Ba home close to all the best of San Jose: This vacation home rental near 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 vacation rentals are there in Cupertino?

Expedia has 16 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 Massage Envy Spa 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.