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Cupertino Holiday Rentals

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Holiday Rentals in Cupertino

⭐Luxurious Stunning Resort Like House in Silicon Valley 1GBPS 4 beds/2 baths⭐
10.0 out of 10, Exceptional, (5)
"super nice and clean property. Back yard is awesome - and they are super nice. kitchen supplies are a bit light - but they were so nice we left a couple extra pans for the next renters! Great location."
United States
daren v.
The price is NZ$1,712
includes taxes & fees
6 Nov - 7 Nov
⭐Luxurious Stunning Resort Like House in Silicon Valley 1GBPS 4 beds/2 baths⭐
Charming Cupertino Retreat: Spacious Home near Apple HQ, Dining and Shopping!
9.6 out of 10, Exceptional, (24)
"Nice home, well stocked, clean, great location, close to shops and restaurants, nice responsive host! We would definitely stay here again!"
United States
David N.
Charming Cupertino Retreat: Spacious Home near Apple HQ, Dining and Shopping!
Brand New Private One Bedroom Cottage with a Wet Bar/Kitchenette
9.6 out of 10, Exceptional, (4)
"The room was small but clean. It was within walking distance to the market. We went to the market every morning to buy fruits."
United States
Tammy C.
The price is NZ$578
includes taxes & fees
27 Oct - 28 Oct
Brand New Private One Bedroom Cottage with a Wet Bar/Kitchenette
Charming Cupertino 2BR w/ Gym, Pool & W/D, nr tech HQs, by Blueground
Charming Cupertino 2BR w/ Gym, Pool & W/D, nr tech HQs, by Blueground
Ideal Cupertino 3BR w/ Patio & Backyard, nr Restaurants, by Blueground
Ideal Cupertino 3BR w/ Patio & Backyard, nr Restaurants, by Blueground
Cozy Entire 3BR Home/Free Parking/Fast WiFi/Family
Cozy Entire 3BR Home/Free Parking/Fast WiFi/Family
The heart of Silicon Valley
The heart of Silicon Valley
Impeccable Cupertino 2BR, w/ Gym, Pool, W/D, walk to Apple, by Blueground
Impeccable Cupertino 2BR, w/ Gym, Pool, W/D, walk to Apple, by Blueground
Kasa University-Airport Santa Clara
4.0 star property
9.0 out of 10, Wonderful, (51)
"It’s really nice area and safe"
United States
Martin
The price is NZ$283
includes taxes & fees
12 Nov - 13 Nov
Kasa University-Airport Santa Clara
Global Luxury Suites at Mountain View
4.0 star property
8.2 out of 10, Very good, (185)
"Always a pleasure to stay here"
United States
Elizabeth
Global Luxury Suites at Mountain View
Studios Inn
3.5 star property
9.0 out of 10, Wonderful, (93)
"Good for week long stay."
United States
Xin
Studios Inn
Brand New Guest Suite + Luxurious Bath, Near SJC
8.4 out of 10, Very good, (15)
"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 NZ$198
includes taxes & fees
27 Oct - 28 Oct
Brand New Guest Suite + Luxurious Bath, Near SJC
Santa Clara 6Br Stunning Entire house
6.0 out of 10, (1)
"The house is in a great location for our birthday celebration for our 50 year old daughter.Perfect for our pets. It was not as well stocked as we are accustomed to - only one dishwasher tablet, no hot water in the bathroom lavatory in the bathroom on the fist floor, out door television didn't work, shortage of towels, no extra sheets. It just needs more TLC and attention to details. "
United States
Linda Q.
The price is NZ$1,744
includes taxes & fees
26 Oct - 27 Oct
Santa Clara 6Br Stunning Entire house
Spacious 4 Bd 4 Ba home close to all the best of San Jose
9.8 out of 10, Exceptional, (48)
"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 NZ$785
includes taxes & fees
6 Nov - 7 Nov
Spacious 4 Bd 4 Ba home close to all the best of San Jose
Posh place near Santana Row for vacation/business
9.6 out of 10, Exceptional, (22)
"Nice place and close to Santana Row. Also nice to be close to freeway exit"
United States
Hee Sung K.
The price is NZ$448
includes taxes & fees
27 Oct - 28 Oct
Posh place near Santana Row for vacation/business
Modern & Bright 2BR • Santana Row | Silicon Valley Stay
9.2 out of 10, Wonderful, (5)
"We had pleasent stay . Good location and clean property."
United States
Veselin
Modern & Bright 2BR • Santana Row | Silicon Valley Stay
"Luxury: 4B/3B with Dual EnSuites, Parking, WiFI"
8.2 out of 10, Very good, (11)
"We loved our stay, although short, in this comfy home. Our dog loved the sunny yard and we really enjoyed our time there overall!!"
United States
claire p.
The price is NZ$845
includes taxes & fees
26 Oct - 27 Oct
"Luxury: 4B/3B with Dual EnSuites, Parking, WiFI"
Spacious estate near charming downtown Saratoga and the Montalvo Arts Center.
The price is NZ$15,964
includes taxes & fees
6 Nov - 7 Nov
Spacious estate near charming downtown Saratoga and the Montalvo Arts Center.
Stylish 2BR/2BA Retreat - SJC Downtown&Santana Row- Ideal for Travelers
2.0 out of 10, (1)
"I was extremely alarmed with the condition of this Vrbo. Too many issues to list, we finally moved to another hotel.This rental is not the usual quality of Vrbo, the listing was misleading and gave us a very bad impression of Vrbo. "
United States
Joan T.
The price is NZ$490
includes taxes & fees
25 Oct - 26 Oct
Stylish 2BR/2BA Retreat - SJC Downtown&Santana Row- Ideal for Travelers
Spacious 6-bedroom house in Sunnyvale with WiFi access
The price is NZ$2,046
includes taxes & fees
6 Nov - 7 Nov
Spacious 6-bedroom house in Sunnyvale with WiFi access
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, 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 NZ$198 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 cable 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 14 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. 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.