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Cupertino Vacation Rentals

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Our top choices for Cupertino vacation rentals

Terrace/patio
Kasa University-Airport Santa Clara

Aparthotel in Santa Clara

Kasa University-Airport Santa Clara
4.0 star property
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 ￥17,629
￥20,009 total
includes taxes & fees
Jan 1 - Jan 2, 2026
Kasa University-Airport Santa Clara
House | 3 bedrooms, desk
New 3b3b Home Gogle Speed Wifi

Vacation Home in SNAIL

New 3b3b Home Gogle Speed Wifi
2.0 star property
The price is ￥41,610
￥77,058 total
includes taxes & fees
Jan 7 - Jan 8, 2026
New 3b3b Home Gogle Speed Wifi
Deluxe Cottage, 1 Bedroom, Fireplace, Garden Area (Cottage 11B) | Individually decorated, individually furnished, blackout drapes
Fern River Resort

Cabin in Felton

Fern River Resort
3.0 star property
9.2 out of 10, Wonderful, (466)
"Great location"
United States
Echo
The price is ￥13,152
￥17,134 total
includes taxes & fees
Jan 11 - Jan 12, 2026
Fern River Resort
Exterior
Mid Century Garden View Home Parking

Vacation Home in East San Mateo

Mid Century Garden View Home Parking
2.0 star property
8.8 out of 10, Excellent, (3)
"This is a very clean comfortable property! "
United States
Serena
The price is ￥24,755
￥59,847 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Mid Century Garden View Home Parking
Yurt On Top - Swim, Hike, Glamp | Free WiFi
Mays Luxury Farm Stays

Cabin in Los Gatos

Mays Luxury Farm Stays
2.0 star property
10.0 out of 10, Exceptional, (4)
"Great Location with comfortable beds and a stunning view from the porch and windows. Loved feeding the koi. "
United States
Bryce
The price is ￥24,268
￥38,578 total
includes taxes & fees
Dec 29 - Dec 30
Mays Luxury Farm Stays
House, 2 Bedrooms, Patio, Lake View | Private kitchen
LakeFront Lavender House

Apartment in East San Mateo

LakeFront Lavender House
2.0 star property
The price is ￥27,713
￥56,852 total
includes taxes & fees
Jan 5 - Jan 6, 2026
LakeFront Lavender House
House, 3 Bedrooms, Patio, Lake View | Terrace/patio
Lakefront Retreat WaterViews 3BR 1.5BA

Apartment in East San Mateo

Lakefront Retreat WaterViews 3BR 1.5BA
2.0 star property
The price is ￥41,178
￥78,566 total
includes taxes & fees
Jan 1 - Jan 2, 2026
Lakefront Retreat WaterViews 3BR 1.5BA
House, 5 Bedrooms | Exterior
Sunny Serenity: Pet Friendly 5BR Home In San Jose by RedAwning

Vacation Home in South San Jose

Sunny Serenity: Pet Friendly 5BR Home In San Jose by RedAwning
3.0 star property
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 ￥58,430
￥156,842 total
includes taxes & fees
Dec 29 - Dec 30
Sunny Serenity: Pet Friendly 5BR Home In San Jose by RedAwning
House | 3 bedrooms
Sanmateo Cozy Central 3b1b Home Garage Parking AC

Vacation Home in Central San Mateo

Sanmateo Cozy Central 3b1b Home Garage Parking AC
2.0 star property
The price is ￥42,770
￥79,735 total
includes taxes & fees
Jan 1 - Jan 2, 2026
Sanmateo Cozy Central 3b1b Home Garage Parking AC
Highchair
Walk to Google 3BR Home Yard & Kitchen

Vacation Home in North Whisman

Walk to Google 3BR Home Yard & Kitchen
2.0 star property
The price is ￥156,413
￥196,949 total
includes taxes & fees
Dec 29 - Dec 30
Walk to Google 3BR Home Yard & Kitchen
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

Hilton Garden Inn Cupertino

Hilton Garden Inn Cupertino

10/10 Excellent
"We didn’t have breakfast but it look really good! Great stay!"
Rozanna 1-night trip
Posted 1 day ago
Hilton Garden Inn Cupertino

Find out more about Cupertino

Search for holiday rentals in Cupertino on Expedia! You can easily find your home rentals, villas, holiday apartments in Cupertino using one of the methods below:

  • View our selection of featured holiday rentals in Cupertino
  • Use the map to find apartments and other holiday homes in the Cupertino neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Cupertino while they last

Look no further and take a look at our great range of rental properties in Cupertino!

Frequently asked questions

Can I find a vacation rental in Cupertino?

Yes, you can find vacation rentals in Cupertino close to Bowlmor Lanes, or you can go with a secluded option if you're looking for a relaxing stay. Visitors like the top-notch restaurants and shops in Cupertino. The live music and theater scene are some other things you might like to check out during your trip.

What are some of the best vacation rentals in Cupertino?

Marbella Lane Triplex San Jose: You might like this vacation home rental near Cupertino. It 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 vacation rentals are there in Cupertino?

Expedia has 16 vacation 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, Blackberry Farm Golf Course and West Coast Farmers Market are other places worth a visit.

What are vacation rentals like in Cupertino?

Vacation rentals are privately owned accommodations you can book for a couple days or more in Cupertino. Vacation rentals offer extras like WiFi and washers and dryers so you'll be comfy for your stay. If you're concerned about a clean environment, a vacation rental can provide a sense of privacy away from public hotel elevators and busy reception areas while still allowing you a great travel experience. You'll also have more space in a vacation rental than in a standard hotel, which is another reason why a vacation rental is a popular choice for a family trip.