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Cupertino Vacation Rentals

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Check prices for these dates

In two weeks
Aug 28 - Aug 30
In two months
Oct 9 - Oct 11
In three months
Nov 6 - Nov 8
In four months
Dec 4 - Dec 6

Our top choices for Cupertino vacation rentals

Exterior

1. Luxurious Stunning Resort Like House in Silicon Valley 1GBPS 4 beds/2 baths

Luxurious Stunning Resort Like House in Silicon Valley 1GBPS 4 beds/2 baths
Cupertino
10.0 out of 10, Exceptional, (7 reviews)
"The rental was a beautiful and spacious property. Jennifer was extremely helpful and her communication was some of the best I’ve experienced when using Airbnb. I would highly recommend this rental!"
United States
Grant H.
The price is ￥78,695
￥158,758 total
includes taxes & fees
Aug 20 - Aug 21
Luxurious Stunning Resort Like House in Silicon Valley 1GBPS 4 beds/2 baths
1 bedroom, desk, WiFi (free), bed sheets

2. 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, (5 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 ￥22,293
￥52,977 total
includes taxes & fees
Aug 16 - Aug 17
Brand New Private One Bedroom Cottage with a Wet Bar/Kitchenette
TV, stereo

3. Entire 2BR Apt w/ AC/Laundry/EV in Quiet Sunnyvale

Entire 2BR Apt w/ AC/Laundry/EV in Quiet Sunnyvale
Sunnyvale West
10.0 out of 10, Exceptional, (3 reviews)
"Belle and David did there best to make sure that my family and I had a wonderful stay. We greatly appreciate there hospitality and wish them the best "
United States
Veronica D.
The price is ￥29,465
￥62,773 total
includes taxes & fees
Aug 15 - Aug 16
Entire 2BR Apt w/ AC/Laundry/EV in Quiet Sunnyvale
Fireplace

4. Kasa University-Airport Santa Clara

Kasa University-Airport Santa Clara
4.0 star property
Santa Clara
9.0 out of 10, Wonderful, (69 reviews)
"Clean room. Nicely appointed. Laundry was very useful. Would stay again."
United States
Bryce
The price is ￥22,218
￥25,218 total
includes taxes & fees
Aug 14 - Aug 15
Kasa University-Airport Santa Clara
TV, offices

5. Santana Row Properties #6 - Silicon Valley Getaway

Santana Row Properties #6 - Silicon Valley Getaway
San Jose
10.0 out of 10, Exceptional, (19 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 ￥50,164
￥94,037 total
includes taxes & fees
Aug 16 - Aug 17
Santana Row Properties #6 - Silicon Valley Getaway
Smart TV, offices

6. 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, (30 reviews)
"Great place to stay "
United Kingdom
Dan M.
The price is ￥25,321
￥41,692 total
includes taxes & fees
Aug 18 - Aug 19
Posh place near Santana Row for vacation/business
Interior

7. 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, (65 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
The price is ￥24,684
￥42,424 total
includes taxes & fees
Aug 27 - Aug 28
Luxury stay near Santana Row for vacation/business
Coffee/tea maker, fridge, microwave, oven

8. 🌟 Stylish 2B2B Retreat in the Heart of the Silicon Valley

🌟 Stylish 2B2B Retreat in the Heart of the Silicon Valley
Sunnyvale
9.4 out of 10, Exceptional, (10 reviews)
"This property was exceptional! The cleanliness was impeccable, the space was spacious, and the amenities provided were abundant. The location was perfect, with numerous restaurants and a grocery store within easy walking distance. Highly recommended for a comfortable and convenient stay. 5 stars!"
United States
maggie c.
The price is ￥33,829
￥69,151 total
includes taxes & fees
Aug 18 - Aug 19
🌟 Stylish 2B2B Retreat in the Heart of the Silicon Valley
Exterior

9. Luxury 1 bedroom apartment in Santana Row, San Jose

Luxury 1 bedroom apartment in Santana Row, San Jose
San Jose
9.6 out of 10, Exceptional, (10 reviews)
"Wonderful stay!"
United States
Kristie M.
The price is ￥39,818
￥62,355 total
includes taxes & fees
Aug 15 - Aug 16
Luxury 1 bedroom apartment in Santana Row, San Jose
TV

10. Cupertino 2BR w/AC/Washer/Dryer/EV on 1F

Cupertino 2BR w/AC/Washer/Dryer/EV on 1F
Sunnyvale West
The price is ￥28,203
￥61,031 total
includes taxes & fees
Sep 2 - Sep 3
Cupertino 2BR w/AC/Washer/Dryer/EV on 1F
TV

11. Modern style Santana Row loft

Modern style Santana Row loft
San Jose
9.6 out of 10, Exceptional, (8 reviews)
"The host was very responsive and attentive. Also loved the proximity to Santana Row shopping "
United States
Sue A.
The price is ￥34,689
￥74,790 total
includes taxes & fees
Aug 18 - Aug 19
Modern style Santana Row loft
Lobby sitting area

12. Global Luxury Suites at Mountain View

Global Luxury Suites at Mountain View
4.0 star property
Shoreline West
8.2 out of 10, Very Good, (196 reviews)
"Extremely terrible check in experience "
United States
Jiajun
The price is ￥59,910
￥83,419 total
includes taxes & fees
Aug 17 - Aug 18
Global Luxury Suites at Mountain View
Outdoor dining

13. Santana Row Properties #1 - Silicon Valley Getaway!

Santana Row Properties #1 - Silicon Valley Getaway!
San Jose
10.0 out of 10, Exceptional, (1 review)
"Great location in San Jose to reach downtown, university, and highway. Toiletries provided (shampoo, soap, and conditioner in showers, hand soap in all restrooms). Loved lounging and people watching (in the middle of busy Santana Row) from the LARGE window, and able to address dietary preferences by using the fully equipped kitchen & large fridge. The stairs are challenging for the elderly but great to seperate kids vs adults in the upstairs loft master while being able to hear everything on the...
United States
Maria N.
The price is ￥45,546
￥88,891 total
includes taxes & fees
Aug 13 - Aug 14
Santana Row Properties #1 - Silicon Valley Getaway!
Property grounds

14. First and only 4-bedroom 3 full bathroom condo with AC in enjoyable Santana Row

First and only 4-bedroom 3 full bathroom condo with AC in enjoyable Santana Row
San Jose
10.0 out of 10, Exceptional, (6 reviews)
"Spacious - great location!! Host was super responsive- will stay again!"
United States
Gina D.
The price is ￥103,194
￥187,565 total
includes taxes & fees
Aug 13 - Aug 14
First and only 4-bedroom 3 full bathroom condo with AC in enjoyable Santana Row
Flat-screen TV

15. New Build Smart Home 3 Bedroom

New Build Smart Home 3 Bedroom
2.0 star property
San Miguel
The price is ￥143,182
￥186,401 total
includes taxes & fees
Aug 17 - Aug 18
New Build Smart Home 3 Bedroom
Living area

16. Charming Apartment in the heart of Silicon Valley unit 3

Charming Apartment in the heart of Silicon Valley unit 3
San Jose
9.4 out of 10, Exceptional, (9 reviews)
"Easy stay, walking distance to Santana Row. "
United States
Eric H.
The price is ￥19,906
￥32,407 total
includes taxes & fees
Aug 16 - Aug 17
Charming Apartment in the heart of Silicon Valley unit 3
Outdoor dining

17. Santana Row Properties #2 - Silicon Valley Getaway

Santana Row Properties #2 - Silicon Valley Getaway
San Jose
9.6 out of 10, Exceptional, (93 reviews)
"Host was very responsive and accommodating and amenities were good."
United States
Sumathi R.
The price is ￥73,892
￥134,471 total
includes taxes & fees
Aug 17 - Aug 18
Santana Row Properties #2 - Silicon Valley Getaway
TV

18. Quaint 3-bedroom house in sunny San Jose - Sleeps 8

Quaint 3-bedroom house in sunny San Jose - Sleeps 8
Rose Garden
10.0 out of 10, Exceptional, (1 review)
"Close to all CleanAc was great"
United States
Katy S.
The price is ￥35,688
￥74,545 total
includes taxes & fees
Aug 17 - Aug 18
Quaint 3-bedroom house in sunny San Jose - Sleeps 8
3 bedrooms, desk, iron/ironing board, WiFi

19. Cozy, central Santa Clara escape

Cozy, central Santa Clara escape
Santa Clara
7.0 out of 10, Good, (2 reviews)
"Enjoyed our stay!"
United States
Slflo70 F.
The price is ￥27,471
￥58,768 total
includes taxes & fees
Sep 3 - Sep 4
Cozy, central Santa Clara escape
Interior

20. Clean & Comfy 2BR | Free WiFi & Laundry | Downtown MV

Clean & Comfy 2BR | Free WiFi & Laundry | Downtown MV
Shoreline West
9.0 out of 10, Wonderful, (4 reviews)
"Thank you."
United States
Gloria M.
Clean & Comfy 2BR | Free WiFi & Laundry | Downtown MV
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

Wild Palms, a JdV by Hyatt Hotel

Wild Palms, a JdV by Hyatt Hotel

10/10 Excellent
"Great stay! Will be booking again soon!"
Monica 2-night trip
Posted 4 hours ago
Wild Palms, a JdV by Hyatt Hotel

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!

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Frequently asked questions

Can I find a vacation rental in Cupertino?

Yes, you can find vacation rentals in Cupertino close to Labyrinth 1, 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?

'Treehouse' in the Redwoods - sleeps 4!: This vacation home near Cupertino comes with WiFi so you can feel at home during your trip. Kitchen amenities include a fridge, a stovetop, and a microwave.

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. In the larger area, you’ll find popular places like Levi's Stadium and California's Great America.

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.