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Cupertino Vacation Rentals

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Check prices for these dates

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

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 AED 1,815
AED 3,661 total
includes taxes & fees
20 Aug - 21 Aug
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 AED 514
AED 1,222 total
includes taxes & fees
16 Aug - 17 Aug
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 AED 782
AED 1,574 total
includes taxes & fees
24 Aug - 25 Aug
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 AED 667
AED 757 total
includes taxes & fees
29 Aug - 30 Aug
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.
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 AED 584
AED 995 total
includes taxes & fees
9 Sep - 10 Sep
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
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.
🌟 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 AED 918
AED 1,438 total
includes taxes & fees
9 Sep - 10 Sep
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 AED 574
AED 1,307 total
includes taxes & fees
6 Sep - 7 Sep
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 AED 790
AED 1,714 total
includes taxes & fees
18 Aug - 19 Aug
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 AED 1,382
AED 1,924 total
includes taxes & fees
17 Aug - 18 Aug
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 AED 1,319
AED 2,394 total
includes taxes & fees
18 Aug - 19 Aug
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 AED 2,380
AED 4,326 total
includes taxes & fees
17 Aug - 18 Aug
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 AED 2,093
AED 2,938 total
includes taxes & fees
19 Aug - 20 Aug
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 AED 459
AED 747 total
includes taxes & fees
16 Aug - 17 Aug
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 AED 1,734
AED 3,137 total
includes taxes & fees
17 Aug - 18 Aug
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.
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 AED 634
AED 1,352 total
includes taxes & fees
16 Aug - 17 Aug
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

Maple Tree Inn

Maple Tree Inn

8/10 Good
"The air blew on the bed closest to the unit. Blankets on and off all night. The toilet flapper needed repair."
larry 1-night trip
Posted 8 hours ago
Maple Tree Inn

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.