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Cupertino Holiday Rentals

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Holiday Rentals in Cupertino

Private kitchen
⭐Luxurious Stunning Resort Like House in Silicon Valley 1GBPS 4 beds/2 baths⭐
10.0 out of 10, Exceptional, (4)
"Very clean, co host was very nice, and very roomy and comfy. I like that the bidet had lights LOL."
The price is NZ$1,770
includes taxes & fees
15 May - 16 May
⭐Luxurious Stunning Resort Like House in Silicon Valley 1GBPS 4 beds/2 baths⭐
Interior
Luxury Condo in Santana Row - Silicon Valley - Levi's Stadium
10.0 out of 10, Exceptional, (116)
"We absolutely loved our stay. Everything was exactly as promised. We hope to return in the future!"
Luxury Condo in Santana Row - Silicon Valley - Levi's Stadium
Private kitchen
San Jose 3b2b near DT & Tech Hub
10.0 out of 10, Exceptional, (1)
"Property had all the amenities we were looking for. Very dog friendly and close to our weekend festivity's. Beds were super comfortable and bedding was nice. Thank you for hosting our family. We will be back again!"
The price is NZ$809
includes taxes & fees
16 May - 17 May
San Jose 3b2b near DT & Tech Hub
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Smart TV, DVD player
Quaint, cute two bedroom home
10.0 out of 10, Exceptional, (7)
"Place was nice and clean. Kitchen access was important due to dietary restrictions and home was good for what we needed. Parking situation was a little confusing as we had two vehicles during our stay. Weather was cool so window AC was sufficient."
Quaint, cute two bedroom home
Property grounds
This property is newly built ,1.6 miles to the apple headquarter
10.0 out of 10, Exceptional, (5)
"Overall wonderful experience. The room was very comfortable, quiet, very well appointed, well stocked with amenities, and Shiva (host) was exceptionally accommodating. Highly recommended."
This property is newly built ,1.6 miles to the apple headquarter
Fridge, microwave, oven, stovetop
Silicon Valley Stays Casa Uno
10.0 out of 10, Exceptional, (39)
"We stay in VRBOs in Mountain View often and this one stands out for its gracious layout and appointments. We will return whenever we bring our family. Great stay!"
Silicon Valley Stays Casa Uno
Dining
Delightful Spacious 3-bedroom Home in Silicon Valley
10.0 out of 10, Exceptional, (5)
"Spacious, very clean, and good location. Enjoyed our stay. Host was responsive to our questions."
The price is NZ$735
includes taxes & fees
15 May - 16 May
Delightful Spacious 3-bedroom Home in Silicon Valley
2 bedrooms, in-room safe, desk, iron/ironing board
Wonderful Entire house in the heart of Silicone Valley
9.6 out of 10, Exceptional, (45)
"Clean and very convenient. Just need a sofa in the television area"
Wonderful Entire house in the heart of Silicone Valley
Fridge, microwave, oven, stovetop
Remote work, visitor's Love 4B with 2x suites /3BR- Levis, Kaiser, Great America
9.6 out of 10, Exceptional, (8)
"The house was perfect for us. The kitchen was well stocked. There were 4 bedrooms and 3 full baths. We felt right at home. The owner was also very responsive and helpful during our stay. We also noticed the house was very close to all the major Silicon Valiey companies for those looking for a place to stay while working."
The price is NZ$664
includes taxes & fees
16 May - 17 May
Remote work, visitor's Love 4B with 2x suites /3BR- Levis, Kaiser, Great America
Exterior
Studios Inn
3.5 star property
9.2 out of 10, Wonderful, (47)
"Exellent location and staff!"
Studios Inn
Exterior
Luxury stay near Santana Row for vacation/business
9.2 out of 10, Wonderful, (31)
"Clean and Comfortable cozy two bedroom one bath apartment. Quiet and convenient San Jose location that checked all the boxes of what we needed on this trip. Owners very communitive."
The price is NZ$415
includes taxes & fees
15 May - 16 May
Luxury stay near Santana Row for vacation/business
Property grounds
Brand New Private One Bedroom Cottage with a Wet Bar/Kitchenette
9.0 out of 10, Wonderful, (2)
"Great location and easy checking and out process."
The price is NZ$488
includes taxes & fees
21 May - 22 May
Brand New Private One Bedroom Cottage with a Wet Bar/Kitchenette
Terrace/patio
Kasa University-Airport Santa Clara
4.0 star property
9.0 out of 10, Wonderful, (22)
"Comfortable and clean, we would stay here again."
The price is NZ$437
includes taxes & fees
15 May - 16 May
Kasa University-Airport Santa Clara
Terrace/patio
Brand New Guest Suite + Luxurious Bath, Near SJC
9.0 out of 10, Wonderful, (10)
"U need to put like plates and silverware and coffee cups in there... U gave us coffee with no cups"
The price is NZ$205
includes taxes & fees
20 May - 21 May
Brand New Guest Suite + Luxurious Bath, Near SJC
Interior
Great Games at Twin Creeks Sports Complex! Pets Allowed, Swimming Pool!
8.4 out of 10, Very good, (6)
"It was my 70th birthday and we booked two suites. Check in was a breeze - they allowed us to the rooms early, made sure the rooms were next to each other, carried our luggage to our rooms. I couldn't be happer with the selection and will definitely recommend. The only thing was being able to let people know where we were staying. Having the name Sonesta Suites would have been helpful to help our friends find the location."
The price is NZ$323
includes taxes & fees
31 May - 1 Jun
Great Games at Twin Creeks Sports Complex! Pets Allowed, Swimming Pool!
Lobby lounge
Global Luxury Suites at Mountain View
4.0 star property
8.2 out of 10, Very good, (169)
"Cleaness!!"
The price is NZ$696
includes taxes & fees
27 May - 28 May
Global Luxury Suites at Mountain View
Exterior
Convenient Silicon Valley Accommodation! Stuite with Private Full Kitchen!
8.0 out of 10, Very good, (3)
"It was great"
The price is NZ$272
includes taxes & fees
1 Jun - 2 Jun
Convenient Silicon Valley Accommodation! Stuite with Private Full Kitchen!
Exterior
Cute 1BR/1BA Pvt entry & yard
7.6 out of 10, Good, (18)
"Nice and comfortable place"
The price is NZ$239
includes taxes & fees
21 May - 22 May
Cute 1BR/1BA Pvt entry & yard
Fridge, microwave, stovetop, dishwasher
Private Comfy- 1BR/1BA/Living/Kitchen, SJC Downtown, Airport, VMC, SantanaRow
7.2 out of 10, Good, (19)
"The kitchenette was the selling point for my family. We loved being able to make familiar foods while away from home. "
The price is NZ$341
includes taxes & fees
15 May - 16 May
Private Comfy- 1BR/1BA/Living/Kitchen, SJC Downtown, Airport, VMC, SantanaRow
Fridge, microwave, oven, stovetop
Luxurious 3BR/2BA House, SJC DownT/Airport/SantanaRow/VMC/Winchester House
6.4 out of 10, (26)
"We were disappointed. It was listed as luxurious. It was dirty with lots of bugs, may have been cockroaches. Future renters should know it’s on a busy street. No kitchen towels, no wash cloths, no top sheets, no hand towels, no drinking water, no ice, no Kleenex. It just wasn’t clean nor welcoming."
The price is NZ$639
includes taxes & fees
19 May - 20 May
Luxurious 3BR/2BA House, SJC DownT/Airport/SantanaRow/VMC/Winchester House
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See all available properties in Cupertino
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.

Other types of properties in Cupertino you may be interested in

Meeting facility
Juniper Hotel Cupertino, Curio Collection by Hilton
4.0 star property
9.0 out of 10, Wonderful, (1000)
"This place is absolutely accommodating. I booked this hotel/room for my kids and my daughter lost her wallet on the way from Orange County to San Jose. By the time they checked in, she doesn't have any credit cards but the manager accommodated them due to unfortunate circumstance, BIG thanks to the hotel I am glad they did let my kids checked in since I was out of the country travelling. The place and room booked was very nice, clean and spacious, quiet and parking was a breeze. I would book...
The price is NZ$220
includes taxes & fees
26 May - 27 May
Juniper Hotel Cupertino, Curio Collection by Hilton
Exterior
Hilton Garden Inn Cupertino
3.0 star property
8.6 out of 10, Excellent, (1001)
"Great location "
The price is NZ$195
includes taxes & fees
31 May - 1 Jun
Hilton Garden Inn Cupertino
Terrace/patio
Aloft Cupertino
3.0 star property
8.6 out of 10, Excellent, (1000)
"Small parking lot. Other than that, I'm happy I chose to stay there. "
The price is NZ$208
includes taxes & fees
31 May - 1 Jun
Aloft Cupertino
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.

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Cupertino holiday rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Cupertino. Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in Cupertino. Seeing all the best attractions is bound to make you fall in love with Cupertino. Who knows, you may even be tempted to extend your stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true. 

It’s your escape so why share it? You deserve your own slice of paradise. Booking your holiday rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in Cupertino short-term rentals, that won’t be hard to do.

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 free WiFi and a TV to help you feel perfectly comfortable in your new surroundings. Amenities such as a fridge and free parking are also available for your convenience.

How many holiday rentals are there in Cupertino?

Expedia has 38 holiday rentals for your stay in Cupertino.

What’s there to see and do in Cupertino?

Enjoy the outdoors at Santa Cruz Mountains and Cupertino Memorial Park, 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 Tesla Motors.

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.

Recent reviews of Cupertino properties
Expedia verified reviews