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Our top choices for Cupertino holiday rentals

1. Kasa University-Airport Santa Clara

Kasa University-Airport Santa Clara
4.0 star property
Santa Clara
9.0 out of 10, Wonderful, (78 reviews)
"Clean room. Nicely appointed. Laundry was very useful. Would stay again."
United States
Bryce
Kasa University-Airport Santa Clara

2. Comfy 2BR Apt w/ AC/Washer/Dryer/EV - in Sunnyvale

Comfy 2BR Apt w/ AC/Washer/Dryer/EV - in Sunnyvale
Sunnyvale West
10.0 out of 10, Exceptional, (2 reviews)
"Excellent place to stay"
United States
Christopher C.
The price is £304
includes taxes & fees
27 Sept - 28 Sept
Comfy 2BR Apt w/ AC/Washer/Dryer/EV - in Sunnyvale

3. 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 £253
includes taxes & fees
21 Sept - 22 Sept
Brand New Private One Bedroom Cottage with a Wet Bar/Kitchenette

4. Gourmet Kitchen + Private Front Yard + Parking

Gourmet Kitchen + Private Front Yard + Parking
Burbank
8.2 out of 10, Very good, (33 reviews)
"We had an excellent experience, the property was really clean love the kitchen and the living room area. We loved how peaceful and quiet it was. Communication was fast and easy. shower was too small though . But overall enjoyed the stay"
United States
Sandra
The price is £134
includes taxes & fees
5 Oct - 6 Oct
Gourmet Kitchen + Private Front Yard + Parking

5. Charming 1-bedroom house in superb San Jose with AC, WiFi

Charming 1-bedroom house in superb San Jose with AC, WiFi
West San Jose
5.2 out of 10, (5 reviews)
"When we went to the place we had issues finding our way to enter the property the landlord was able to give me some information about how to get in. The she mentioned she forgot to clean the place. We got in and found used towels all around with weird smell. The places wasn’t cleared. And what she offered to solve was to wait like 2 hours for her to arrive that will give us clean bed sheets for us to change. We had driven a lot to find where we stay will be clean at least. So we managed to...
United States
Julio M.
The price is £146
includes taxes & fees
26 Sept - 27 Sept
Charming 1-bedroom house in superb San Jose with AC, WiFi

6. 💎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
9.4 out of 10, Exceptional, (12 reviews)
"Great location, quiet and quaint. "
United States
Karen B.
💎Cozy 1B/1B in a prime location • 🌲AC/ 1000mb wifi/ Washer, dryer/ more…

7. Big Room Queen Bed & Sofa Bed/ Perfect environment

Big Room Queen Bed & Sofa Bed/ Perfect environment
Sunnyvale
The price is £172
includes taxes & fees
22 Sept - 23 Sept
Big Room Queen Bed & Sofa Bed/ Perfect environment

8. 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, (66 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 £207
includes taxes & fees
21 Sept - 22 Sept
Luxury stay near Santana Row for vacation/business

9. Brand New Guest Suite + Luxurious Bath, Near SJC

Brand New Guest Suite + Luxurious Bath, Near SJC
Burbank
7.8 out of 10, Good, (18 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 £89
includes taxes & fees
5 Oct - 6 Oct
Brand New Guest Suite + Luxurious Bath, Near SJC

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

Cupertino 2BR w/AC/Washer/Dryer/EV on 1F
Sunnyvale West
The price is £302
includes taxes & fees
30 Sept - 1 Oct
Cupertino 2BR w/AC/Washer/Dryer/EV on 1F

11. 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 £206
includes taxes & fees
21 Sept - 22 Sept
Posh place near Santana Row for vacation/business

12. 🌟 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

13. Modern style Santana Row loft

Modern style Santana Row loft
San Jose
9.4 out of 10, Exceptional, (10 reviews)
"No major complaints, great stay and nice area. The AC is not very good so it does get hot and stuffy unfortunately."
United States
Kenneth L.
The price is £337
includes taxes & fees
2 Oct - 3 Oct
Modern style Santana Row loft

14. 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, (67 reviews)
"It was a great place to stay."
United States
Jessica G.
The price is £333
includes taxes & fees
22 Sept - 23 Sept
Spacious 4 Bd 4 Ba home close to all the best of San Jose

15. 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.
Santana Row Properties #7 - Silicon Valley Getaway

16. Boutique 1BR Private Unit with AC, Silicon Valley, 5 min Santana Row, fast WiFi

Boutique 1BR Private Unit with AC, Silicon Valley, 5 min Santana Row, fast WiFi
Willow Glen
The price is £232
includes taxes & fees
26 Sept - 27 Sept
Boutique 1BR Private Unit with AC, Silicon Valley, 5 min Santana Row, fast WiFi

17. 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 £377
includes taxes & fees
21 Sept - 22 Sept
Santana Row Properties #6 - Silicon Valley Getaway

18. @ Marbella Lane - Convenient Home in Sunnyvale

@ Marbella Lane - Convenient Home in Sunnyvale
Sunnyvale
9.2 out of 10, Wonderful, (14 reviews)
"Great stay, thank you for hosting us!"
United States
Vladimir T.
The price is £415
includes taxes & fees
21 Sept - 22 Sept
@ Marbella Lane - Convenient Home in Sunnyvale

19. Modern Silicon Valley Home With Spacious Backyard & Laundry

Modern Silicon Valley Home With Spacious Backyard & Laundry
West San Jose
The price is £445
includes taxes & fees
22 Sept - 23 Sept
Modern Silicon Valley Home With Spacious Backyard & Laundry

20. 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)
"Great communication with the hosts. Thanks!"
United States
Tucker D.
The price is £205
includes taxes & fees
30 Sept - 1 Oct
Airy Modern 2BR/2BA - Parking + Laundry + Sleep 6
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

Find out more about Cupertino

Everything you need to know about Cupertino holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Cupertino holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, cabins, villas... 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 holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Cupertino holiday 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 months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Cupertino holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Cupertino holiday rentals we have selected for you start as low as £89 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Cupertino rentals

At Expedia, we put the best Cupertino holiday 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 holiday.

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 holiday rental in Cupertino?

Yes, there are holiday rentals in Cupertino close to Labyrinth 1, 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?

Serene Guest Suite w/ Private Bath and Kitchenette: This holiday home rental outside of Cupertino has air conditioning and WiFi to help you feel perfectly comfortable in your new surroundings.

How many holiday rentals are there in Cupertino?

Expedia has 13 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 McClellan Ranch Park and Cupertino Historical Society and Museum. In the wider area, you’ll find popular places such as Levi's Stadium and SAP Center at San Jose.

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.