Photo by Michael Uchida

Cupertino Holiday Rentals

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Check prices for these dates

In two weeks
2 Jan - 4 Jan
In two months
13 Feb - 15 Feb
In three months
13 Mar - 15 Mar
In four months
10 Apr - 12 Apr

Our top choices for Cupertino holiday rentals

Fireplace
Kasa University-Airport Santa Clara

Kasa University-Airport Santa Clara

Kasa University-Airport Santa Clara
4.0 star property
Santa Clara
9.0 out of 10, Wonderful, (56)
"The unit was spacious, clean, and comfortable. The location is close to SAP Center. There’s a cafe downstairs. Otherwise you need to drive for eateries."
United States
Quynh Huong
The price is S$211
includes taxes & fees
21 Dec - 22 Dec
Kasa University-Airport Santa Clara
3 bedrooms, desk
New 3b3b Home Gogle Speed Wifi

New 3b3b Home Gogle Speed Wifi

New 3b3b Home Gogle Speed Wifi
2.0 star property
SNAIL
The price is S$655
includes taxes & fees
7 Jan - 8 Jan, 2026
New 3b3b Home Gogle Speed Wifi
Individually decorated, individually furnished, blackout curtains
Fern River Resort

Fern River Resort

Fern River Resort
3.0 star property
Felton
9.2 out of 10, Wonderful, (462)
"Great location"
United States
Echo
The price is S$141
includes taxes & fees
11 Jan - 12 Jan, 2026
Fern River Resort
Living area
Mid Century Garden View Home Parking

Mid Century Garden View Home Parking

Mid Century Garden View Home Parking
2.0 star property
East San Mateo
8.8 out of 10, Excellent, (3)
"This is a very clean comfortable property! "
United States
Serena
The price is S$433
includes taxes & fees
21 Dec - 22 Dec
Mid Century Garden View Home Parking
Free WiFi
Mays Luxury Farm Stays

Mays Luxury Farm Stays

Mays Luxury Farm Stays
2.0 star property
Los Gatos
10.0 out of 10, Exceptional, (3)
"Great Location with comfortable beds and a stunning view from the porch and windows. Loved feeding the koi. "
United States
Bryce
The price is S$318
includes taxes & fees
23 Dec - 24 Dec
Mays Luxury Farm Stays
2 bedrooms
Campbell Cozy Bright 2B 1b AC Close to Downtown

Campbell Cozy Bright 2B 1b AC Close to Downtown

Campbell Cozy Bright 2B 1b AC Close to Downtown
2.0 star property
Campbell
The price is S$541
includes taxes & fees
22 Dec - 23 Dec
Campbell Cozy Bright 2B 1b AC Close to Downtown
Exterior
Sunny Serenity: Pet Friendly 5BR Home In San Jose by RedAwning

Sunny Serenity: Pet Friendly 5BR Home In San Jose by RedAwning

Sunny Serenity: Pet Friendly 5BR Home In San Jose by RedAwning
3.0 star property
South San Jose
6.0 out of 10, (1)
"The curry smell was tolerable but the jacuzzi tub didn’t work and many of the light bulbs in the house were missing. The backyard had beer cans and cigarette butts I cleaned up myself. Some things in the house could use repairs. Feel the price was excessive for what you get"
United States
Eloy
The price is S$1,292
includes taxes & fees
21 Dec - 22 Dec
Sunny Serenity: Pet Friendly 5BR Home In San Jose by RedAwning
Living area
Walk to Google 3BR Home Yard & Kitchen

Walk to Google 3BR Home Yard & Kitchen

Walk to Google 3BR Home Yard & Kitchen
2.0 star property
North Whisman
The price is S$1,623
includes taxes & fees
21 Dec - 22 Dec
Walk to Google 3BR Home Yard & Kitchen
3 bedrooms
Sanmateo Cozy Central 3b1b Home Garage Parking AC

Sanmateo Cozy Central 3b1b Home Garage Parking AC

Sanmateo Cozy Central 3b1b Home Garage Parking AC
2.0 star property
Central San Mateo
The price is S$657
includes taxes & fees
4 Jan - 5 Jan, 2026
Sanmateo Cozy Central 3b1b Home Garage Parking AC
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

Spark by Hilton San Jose Airport

Spark by Hilton San Jose Airport

10/10 Excellent
"Yes yes"
Chris 1-night trip
Posted 2 days ago
Spark by Hilton San Jose Airport

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?

Mid Century Garden View Home Parking: This holiday home rental outside Cupertino offers a garden and free WiFi to help you feel comfortable in your new surroundings. This holiday rental also comes with free parking to give you added peace of mind.

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. While here, Massage Envy Spa and West Coast Farmers Market 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.