An aerial view of a cityscape with a distinctive circular building, residential areas, and autumn foliage.

Cupertino Holiday Rentals

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
27 Nov - 29 Nov
In two months
8 Jan - 10 Jan
In three months
5 Feb - 7 Feb
In four months
5 Mar - 7 Mar

Our top choices for Cupertino holiday rentals

A modern living room with a sofa, a yellow chair, and a small round table.

1. @ Marbella Lane - Convenient Home in Sunnyvale

@ Marbella Lane - Convenient Home in Sunnyvale
3.0 star property
Sunnyvale
@ Marbella Lane - Convenient Home in Sunnyvale
A modern living room with a sofa, coffee table, and dining area with chairs and a table.

2. New Build Smart Home 3 Bedroom

New Build Smart Home 3 Bedroom
2.0 star property
San Miguel
The price is S$941
includes taxes & fees
17 Nov - 18 Nov
New Build Smart Home 3 Bedroom
A wooden deck with a white bathtub, wooden pergola, and a blue wall with a sign.

3. Mays Luxury Farm Stays

Mays Luxury Farm Stays
3.0 star property
Los Gatos
8.8 out of 10, Excellent, (42 reviews)
"though a bit off the beaten path--accomodations were great, relaxing after a hard day work on the deck and the welcome addition and unexpected treat of farm fresh eggs!"
United States
Mark
The price is S$268
includes taxes & fees
22 Nov - 23 Nov
Mays Luxury Farm Stays
A cozy cabin interior with wooden walls, a sofa, a bench, and large windows offering a view of the forest.

4. Fern River Resort

Fern River Resort
3.0 star property
Felton
9.2 out of 10, Wonderful, (531 reviews)
"The cabin was cozy and location amazing"
United States
Ricardo
The price is S$156
includes taxes & fees
3 Dec - 4 Dec
Fern River Resort
Lounge

5. Mint House Menlo Park by Kasa

Mint House Menlo Park by Kasa
4.0 star property
Menlo Park
7.4 out of 10, Good, (40 reviews)
"The property was beautiful and looked exactly like the photos. It was in a very nice clean area, pet friendly, and had a lot of space to work. We did not get to check out the gym but it looked very nice as well! Definitely looking forward to staying at other Kasa properties in the future!"
United States
Tiffanie
The price is S$199
includes taxes & fees
4 Dec - 5 Dec
Mint House Menlo Park by Kasa
A modern house with large windows, a wooden deck, and a cozy seating area.

6. LakeFront Lavender House

LakeFront Lavender House
2.0 star property
East San Mateo
8.0 out of 10, Very good, (1 review)
"The listing provided showed a listing of a differently painted house, although the inside was clean the outside needs cleaning. The inside smelled like strong cleaning supplies so airing it out was necessary. The door for one of the bedrooms was locked and were told to find a way to open it on our own, so if you need immediate support for anything related to the house, expect you will need to do it yourself. The futon couch that they have is broken and don’t let them charge for it. If it’s a...
United States
Luis
The price is S$464
includes taxes & fees
21 Nov - 22 Nov
LakeFront Lavender House
A modern kitchen with stainless steel appliances, wooden cabinets, and a large sliding glass door leading to a backyard.

7. Marbella Lane -siliconvalley 3BR Gem in SJ

Marbella Lane -siliconvalley 3BR Gem in SJ
3.0 star property
Willow Glen
The price is S$1,265
includes taxes & fees
29 Nov - 30 Nov
Marbella Lane -siliconvalley 3BR Gem in SJ
A modern living room with a brown sofa, round coffee table, and dining area with chairs and a small table. Decorative wall art and a wooden door are visible.

8. Walk to Google 3BR Home Yard & Kitchen

Walk to Google 3BR Home Yard & Kitchen
2.0 star property
North Whisman
The price is S$1,475
includes taxes & fees
13 Nov - 14 Nov
Walk to Google 3BR Home Yard & Kitchen
A modern kitchen with white cabinetry, a stainless steel refrigerator, and a microwave.

9. @ Marbella Lane - Bright and Cozy Home Near SFO

@ Marbella Lane - Bright and Cozy Home Near SFO
3.0 star property
North Central
The price is S$397
includes taxes & fees
1 Dec - 2 Dec
@ Marbella Lane - Bright and Cozy Home Near SFO
A modern kitchen with grey cabinets, stainless steel appliances, and a wooden dining table set for six.

10. Spacious 8BR Home with AC & Parking

Spacious 8BR Home with AC & Parking
3.0 star property
Downtown Hayward
The price is S$1,060
includes taxes & fees
22 Nov - 23 Nov
Spacious 8BR Home with AC & Parking
A modern living room with a fireplace, a television, and a view of a lake through large sliding doors.

11. Lakefront Retreat WaterViews 3BR 1.5BA

Lakefront Retreat WaterViews 3BR 1.5BA
2.0 star property
East San Mateo
4.0 out of 10, (1 review)
"Poor coordination"
United States
Aigars
The price is S$590
includes taxes & fees
18 Nov - 19 Nov
Lakefront Retreat WaterViews 3BR 1.5BA
A modern kitchen with wooden cabinets, a dining area with a table and chairs, and a blue sofa in a living room.

12. Marbella Lane - 3BR Upprlvl Dtwn SJ Ldry

Marbella Lane - 3BR Upprlvl Dtwn SJ Ldry
3.0 star property
Northside
The price is S$835
includes taxes & fees
17 Nov - 18 Nov
Marbella Lane - 3BR Upprlvl Dtwn SJ Ldry
A bedroom with a bed, a window, an air conditioning unit, and a door leading to another room.

13. Marbella Lane - 3BR House Dtwn RWC Parking

Marbella Lane - 3BR House Dtwn RWC Parking
3.0 star property
Palm Park
The price is S$851
includes taxes & fees
17 Nov - 18 Nov
Marbella Lane - 3BR House Dtwn RWC Parking
A house with a stone staircase, a white railing, a red door, and a window with blinds.

14. Marbella Lane - 2BR Cozy Lwrlvl in Dtwn SJ

Marbella Lane - 2BR Cozy Lwrlvl in Dtwn SJ
3.0 star property
Northside
The price is S$4,974
includes taxes & fees
17 Nov - 18 Nov
Marbella Lane - 2BR Cozy Lwrlvl in Dtwn SJ
A bedroom with a bed, a bedside table with a lamp, a trash bin, and a painting on the wall.

15. Marbella Lane - 2BR Guest House Dtwn RWC Pking

Marbella Lane - 2BR Guest House Dtwn RWC Pking
3.0 star property
Palm Park
The price is S$646
includes taxes & fees
2 Dec - 3 Dec
Marbella Lane - 2BR Guest House Dtwn RWC Pking
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Cupertino Hotel Reviews

The Domain Hotel

The Domain Hotel

8/10 Good
"Dirty carpet in room and mold in bathtub along with a broken shower faucet that nearly cut me."
Michael 3-night trip
Posted 5 hours ago
The Domain Hotel

Frequently asked questions

Can I find a holiday rental in Cupertino?

Yes, there are holiday rentals in Cupertino close to Labyrinth 1, 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.

How many holiday rentals are there in Cupertino?

Expedia has 14 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.