Cupertino Holiday Rentals

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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
The price is NZ$234
includes taxes & fees
25 Jan - 26 Jan
Kasa University-Airport Santa Clara

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 NZ$434
includes taxes & fees
4 Feb - 5 Feb
Luxury stay near Santana Row for vacation/business

Modern Detached ADU with Garaged Parking in Heart of San Jose Downtown

Modern Detached ADU with Garaged Parking in Heart of San Jose Downtown
2.0 star property
Garden Alameda
10.0 out of 10, Exceptional, (2 reviews)
"Convenient location in mid town San Jose, close to everything.pet friendly by host ( I don’t have pet)Brand new immaculate ADU with smart new Samsungappliances, well stocked in every room.ADU is so clean and neat to the point I don’t want to mess up with even avoided to cook smelly foods.Parking either in the garage or behind the lock gate.Very nice owner, gave directions clearly , Overall this ADU is one of the best vacations rentals i had stayed . I want to rent this rental again when I am...
United States
Hang N.
Modern Detached ADU with Garaged Parking in Heart of San Jose Downtown

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 NZ$15,417
includes taxes & fees
23 Jan - 24 Jan
Spacious estate near charming downtown Saratoga and the Montalvo Arts Center.

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 NZ$439
includes taxes & fees
25 Jan - 26 Jan
Airy Modern 2BR/2BA - Parking + Laundry + Sleep 6

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 NZ$639
includes taxes & fees
23 Jan - 24 Jan
Launch Promotion | Sunnyvale 3B2b Super Big House

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, (49 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 NZ$761
includes taxes & fees
25 Jan - 26 Jan
Spacious 4 Bd 4 Ba home close to all the best of San Jose

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

Private In-Law Suite with Kitchenette in Sunnyvale next to Park
2.0 star property
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 NZ$377
includes taxes & fees
24 Jan - 25 Jan
Private In-Law Suite with Kitchenette in Sunnyvale next to Park

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 NZ$555
includes taxes & fees
25 Jan - 26 Jan
Brand New Private One Bedroom Cottage with a Wet Bar/Kitchenette

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 NZ$433
includes taxes & fees
4 Feb - 5 Feb
Brand New! Guest House - Modern Stylish & Central

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 NZ$304
includes taxes & fees
26 Jan - 27 Jan
Private Guest Suite + Full Kitchen, 3 BD, Near SJC

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 NZ$345
includes taxes & fees
3 Feb - 4 Feb
Charming Apartment in the heart of Silicon Valley unit 3

Stunning Stylish Luxury 3BR Santa Clara Home

Stunning Stylish Luxury 3BR Santa Clara Home
Santa Clara
10.0 out of 10, Exceptional, (5 reviews)
"Neat, clean comfortable, well appointed kitchen, good facilities. A little issue gaining access due to a VRBO glitch so check with the Host to see that has been resolved but I would rent this place again. Minimal "check out" requirements appreciated. "
United States
John M.
The price is NZ$737
includes taxes & fees
3 Feb - 4 Feb
Stunning Stylish Luxury 3BR Santa Clara Home

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

Cupertino 2BR w/AC/Washer/Dryer/EV on 1F
Sunnyvale West
Cupertino 2BR w/AC/Washer/Dryer/EV on 1F

Modern style Santana Row loft

Modern style Santana Row loft
2.0 star property
San Jose
9.6 out of 10, Exceptional, (5 reviews)
The price is NZ$748
includes taxes & fees
26 Jan - 27 Jan
Modern style Santana Row loft

Brand New Guest Suite + Luxurious Bath, Near SJC

Brand New Guest Suite + Luxurious Bath, Near SJC
Burbank
8.0 out of 10, Very good, (16 reviews)
"Just a room and a bath in a good locationMet my needs -- would stay there againI recommend it"
United States
Elena L.
Brand New Guest Suite + Luxurious Bath, Near SJC

Big 6BR DT SJ Getaway + Huge Backyard

Big 6BR DT SJ Getaway + Huge Backyard
2.0 star property
Ryland
The price is NZ$1,054
includes taxes & fees
25 Jan - 26 Jan
Big 6BR DT SJ Getaway + Huge Backyard

Comfy stay in Santa Clara

Comfy stay in Santa Clara
2.0 star property
Santa Clara
The price is NZ$677
includes taxes & fees
16 Feb - 17 Feb
Comfy stay in Santa Clara

Gourmet Kitchen + Private Front Yard + Parking

Gourmet Kitchen + Private Front Yard + Parking
Burbank
8.0 out of 10, Very good, (17 reviews)
"Great location, clean, friendly owners. "
United States
Brian L.
The price is NZ$342
includes taxes & fees
2 Feb - 3 Feb
Gourmet Kitchen + Private Front Yard + Parking

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 NZ$442
includes taxes & fees
4 Feb - 5 Feb
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$234 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.