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Our top choices for Cupertino holiday rentals

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)
"Ideal location, walking distance from popular San Jose points of interest. House had a great layout and style. Would stay there again."
United States
Liberato M.
The price is £212
includes taxes & fees
12 Feb - 13 Feb
Airy Modern 2BR/2BA - Parking + Laundry + Sleep 6

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 traveller
The price is £133
includes taxes & fees
9 Feb - 10 Feb
Private Guest Suite + Full Kitchen, 3 BD, Near SJC

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, (55 reviews)
"Host was great and very communicative during our stay! Home was clean and felt very cozy! "
United States
Gisselle
The price is £188
includes taxes & fees
10 Feb - 11 Feb
Luxury stay near Santana Row for vacation/business

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 £242
includes taxes & fees
11 Feb - 12 Feb
Brand New Private One Bedroom Cottage with a Wet Bar/Kitchenette

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 £203
includes taxes & fees
12 Feb - 13 Feb
Comfy 2BR Apt w/ AC/Washer/Dryer/EV - in Sunnyvale

Brand New! Guest House - Modern Stylish & Central

Brand New! Guest House - Modern Stylish & Central
Santa Clara
10.0 out of 10, Exceptional, (43 reviews)
"Our stay was great! This was a perfect guest house for our trip! Very clean and in a good neighborhood! "
United States
Shayna C.
The price is £190
includes taxes & fees
16 Feb - 17 Feb
Brand New! Guest House - Modern Stylish & Central

Stunning Stylish Luxury 3BR Santa Clara Home

Stunning Stylish Luxury 3BR Santa Clara Home
Santa Clara
10.0 out of 10, Exceptional, (5 reviews)
"Such a beautiful home! Will stay again!! "
United States
Aliyah G.
The price is £316
includes taxes & fees
9 Feb - 10 Feb
Stunning Stylish Luxury 3BR Santa Clara Home

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, (23 reviews)
"Nice place and close to Santana Row. Also nice to be close to freeway exit"
United States
Hee Sung K.
The price is £191
includes taxes & fees
10 Feb - 11 Feb
Posh place near Santana Row for vacation/business

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 £328
includes taxes & fees
9 Feb - 10 Feb
Santana Row Properties #4 - Silicon Valley Getaway!

Private In-Law Suite with Kitchenette in Sunnyvale next to Park

Private In-Law Suite with Kitchenette in Sunnyvale next to Park
Sunnyvale
10.0 out of 10, Exceptional, (1 review)
"Perfect stay! The hosts were friendly but gave me privacy. Very comfortable apartment with nice amenities. Safe neighborhood super close to a beautiful park for walking and playing. I definitely want to return! "
United States
Sheri J.
The price is £171
includes taxes & fees
17 Feb - 18 Feb
Private In-Law Suite with Kitchenette in Sunnyvale next to Park

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, (7 reviews)
"Easy stay, walking distance to Santana Row. "
United States
Eric H.
The price is £151
includes taxes & fees
9 Feb - 10 Feb
Charming Apartment in the heart of Silicon Valley unit 3

Downtown 1bd/1ba ADU

Downtown 1bd/1ba ADU
Heritage District
The price is £209
includes taxes & fees
27 Feb - 28 Feb
Downtown 1bd/1ba ADU

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 £252
includes taxes & fees
9 Feb - 10 Feb
Family Fun Sleep 6/Rec Room/AC/Wi-Fi/Parking

Cozy Townhouse 2BR/2BA Sleep 6 AC+Parking+Wifi+Pet+Laundry in San Jose

Cozy Townhouse 2BR/2BA Sleep 6 AC+Parking+Wifi+Pet+Laundry in San Jose
Willow Glen
The price is £312
includes taxes & fees
13 Feb - 14 Feb
Cozy Townhouse 2BR/2BA Sleep 6 AC+Parking+Wifi+Pet+Laundry in San Jose

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 £143
includes taxes & fees
1 Mar - 2 Mar
Gourmet Kitchen + Private Front Yard + Parking

Cozy, central Santa Clara escape

Cozy, central Santa Clara escape
Santa Clara
The price is £269
includes taxes & fees
9 Feb - 10 Feb
Cozy, central Santa Clara escape

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, (51 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 £339
includes taxes & fees
23 Feb - 24 Feb
Spacious 4 Bd 4 Ba home close to all the best of San Jose

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, (4 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 £285
includes taxes & fees
23 Feb - 24 Feb
Luxury 1 bedroom apartment in Santana Row, San Jose

Launch Promotion | Sunnyvale 3B2b Super Big House

Launch Promotion | Sunnyvale 3B2b Super Big House
San Miguel
10.0 out of 10, Exceptional, (1 review)
The price is £343
includes taxes & fees
11 Feb - 12 Feb
Launch Promotion | Sunnyvale 3B2b Super Big House

San Jose 3b2b near DT & Tech Hub

San Jose 3b2b near DT & Tech Hub
Buena Vista
9.2 out of 10, Wonderful, (15 reviews)
"The house was very well equipped and perfect for our family"
United States
Valentina
The price is £369
includes taxes & fees
12 Feb - 13 Feb
San Jose 3b2b near DT & Tech Hub
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 £97 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 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?

Marbella Lane Triplex San Jose: This holiday home rental outside Cupertino has a TV and free WiFi to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a fridge, a microwave and kitchenware.

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 Rancho San Antonio Preserve and Silicon Valley, or simply take in cultural attractions like Cupertino Historical Society and Museum and McClellan Ranch Park. While here, Blackberry Farm Golf Course and Santa Cruz Mountains 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.