Holiday Rentals in Cupertino

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Our top choices for Cupertino holiday rentals

Kasa University-Airport Santa Clara

Kasa University-Airport Santa Clara
4.0 star property
Santa Clara
9.0 out of 10, Wonderful, (59 reviews)
"Clean room, quiet, quick response from staff with question"
United States
Rene
Kasa University-Airport Santa Clara

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 €165
includes taxes & fees
3 Mar - 4 Mar
Private Guest Suite + Full Kitchen, 3 BD, Near SJC

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 €242
includes taxes & fees
12 Feb - 13 Feb
Airy Modern 2BR/2BA - Parking + Laundry + Sleep 6

RainierADU · Spacious CRTL San Jose 1B w/crib free street prkg

RainierADU · 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 €276
includes taxes & fees
2 Feb - 3 Feb
RainierADU · Spacious CRTL San Jose 1B w/crib free street prkg

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

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 €213
includes taxes & fees
9 Feb - 10 Feb
Luxury stay near Santana Row for vacation/business

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.
Brand New! Guest House - Modern Stylish & Central

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 €280
includes taxes & fees
2 Feb - 3 Feb
Brand New Private One Bedroom Cottage with a Wet Bar/Kitchenette

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 €175
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
Downtown 1bd/1ba ADU

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 €221
includes taxes & fees
2 Feb - 3 Feb
Posh place near Santana Row for vacation/business

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 €461
includes taxes & fees
6 Feb - 7 Feb
Launch Promotion | Sunnyvale 3B2b Super Big House

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

Spacious estate near charming downtown Saratoga and the Montalvo Arts Center.

Spacious estate near charming downtown Saratoga and the Montalvo Arts Center.
Saratoga
The price is €8,223
includes taxes & fees
2 Feb - 3 Feb
Spacious estate near charming downtown Saratoga and the Montalvo Arts Center.

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 €365
includes taxes & fees
2 Feb - 3 Feb
Stunning Stylish Luxury 3BR Santa Clara Home

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 €228
includes taxes & fees
6 Feb - 7 Feb
Gourmet Kitchen + Private Front Yard + Parking

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 €471
includes taxes & fees
19 Feb - 20 Feb
San Jose 3b2b near DT & Tech Hub

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 €279
includes taxes & fees
12 Feb - 13 Feb
Family Fun Sleep 6/Rec Room/AC/Wi-Fi/Parking

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, (50 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 €382
includes taxes & fees
23 Feb - 24 Feb
Spacious 4 Bd 4 Ba home close to all the best of San Jose

Modern style Santana Row loft

Modern style Santana Row loft
San Jose
9.6 out of 10, Exceptional, (5 reviews)
"My family and I did a staycation here and loved how nice and cozy this place was. The property is exactly as described and what you see on the photos. Host was also great, very helpful and has great/smooth communication throughout our stay. "
United States
Perry C.
The price is €391
includes taxes & fees
12 Feb - 13 Feb
Modern style Santana Row loft
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 €175 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 of 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 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 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.