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Cupertino Holiday Rentals

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Holiday Rentals in Cupertino

Holiday Home in Cupertino

10.0 out of 10, Exceptional, (6)
"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 NZ$1,705
includes taxes & fees
9 Dec - 10 Dec
⭐Luxurious Stunning Resort Like House in Silicon Valley 1GBPS 4 beds/2 baths⭐

Cottage in Cupertino

9.6 out of 10, Exceptional, (4)
"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 NZ$571
includes taxes & fees
9 Dec - 10 Dec
Brand New Private One Bedroom Cottage with a Wet Bar/Kitchenette

Holiday Home in Cupertino

9.6 out of 10, Exceptional, (24)
"Great house for a family group"
United States
Karen K.
Charming Cupertino Retreat: Spacious Home near Apple HQ, Dining and Shopping!

Apartment in Cupertino

Charming Cupertino 2BR w/ Gym, Pool & W/D, nr tech HQs, by Blueground

Holiday Home in Rancho Rinconada

Ideal Cupertino 3BR w/ Patio & Backyard, nr Restaurants, by Blueground

Apartment in Cupertino

2.0 star property
Blueground | Cupertino, pool, nr Memorial Park

Holiday Home in Cupertino

2.0 star property
Fantastic 5-bedroom house near Apple and McLellan Ranch!

Apartment in Cupertino

2.0 star property
Blueground | Cupertino, pool, nr Memorial Park

Apartment in Cupertino

2.0 star property
Blueground | Cupertino, pool, nr Memorial Park

Holiday Home in Rancho Rinconada

Fab Cupertino 2BR w/ Balcony & Street Parking, nr Dining, by Blueground

Apartment in Cupertino

2.0 star property
Blueground | Cupertino, pool, nr Cupertino Park

Holiday Home in Rancho Rinconada

Amazing Cupertino 4BR w/ Backyard, close to Restaurants, by Blueground

Aparthotel in Santa Clara

4.0 star property
9.0 out of 10, Wonderful, (55)
"It’s really nice area and safe"
United States
Martin
The price is NZ$303
includes taxes & fees
19 Dec - 20 Dec
Kasa University-Airport Santa Clara

Apartment in Shoreline West

4.0 star property
8.2 out of 10, Very good, (186)
"Always a pleasure to stay here"
United States
Elizabeth
Global Luxury Suites at Mountain View

Aparthotel in San Jose

3.5 star property
9.0 out of 10, Wonderful, (95)
"Good for week long stay."
United States
Xin
Studios Inn

Holiday Home in Buena Vista

9.8 out of 10, Exceptional, (48)
"The inside was fabulous, the neighborhood somewhat sketchy. The kitchen and bathrooms were nicely updated, the bathrooms were great and the property was clean."
United States
Wayne D.
The price is NZ$765
includes taxes & fees
15 Dec - 16 Dec
Spacious 4 Bd 4 Ba home close to all the best of San Jose

Apartment in West San Jose

9.2 out of 10, Wonderful, (50)
"Host was great and very communicative during our stay! Home was clean and felt very cozy! "
United States
Gisselle
The price is NZ$432
includes taxes & fees
9 Dec - 10 Dec
Luxury stay near Santana Row for vacation/business

Holiday Home in Saratoga

The price is NZ$15,681
includes taxes & fees
9 Dec - 10 Dec
Spacious estate near charming downtown Saratoga and the Montalvo Arts Center.

Apartment in San Jose

9.6 out of 10, Exceptional, (7)
"Good size unit, located very close to Santana Row and Valley Fair. Nice and Clean Apartment!"
United States
Alexander L.
The price is NZ$327
includes taxes & fees
12 Dec - 13 Dec
Charming Apartment in the heart of Silicon Valley unit 3

Apartment in West San Jose

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$450
includes taxes & fees
15 Dec - 16 Dec
Posh place near Santana Row for vacation/business
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$303 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 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 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.