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

Search Holiday Rentals in Cupertino

  • 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
11 Sep - 13 Sep
In two months
23 Oct - 25 Oct
In three months
20 Nov - 22 Nov
In four months
18 Dec - 20 Dec

Our top choices for Cupertino holiday rentals

Lobby sitting area

1. Global Luxury Suites at Mountain View

Global Luxury Suites at Mountain View
4.0 star property
Shoreline West
8.2 out of 10, Very good, (196 reviews)
"Extremely terrible check in experience "
United States
Jiajun
The price is ฿11,320
฿16,046 total
includes taxes & fees
25 Aug - 26 Aug
Global Luxury Suites at Mountain View
Fireplace

2. Kasa University-Airport Santa Clara

Kasa University-Airport Santa Clara
4.0 star property
Santa Clara
9.0 out of 10, Wonderful, (72 reviews)
"Clean room. Nicely appointed. Laundry was very useful. Would stay again."
United States
Bryce
The price is ฿4,969
฿5,640 total
includes taxes & fees
27 Aug - 28 Aug
Kasa University-Airport Santa Clara
Flat-screen TV

3. New Build Smart Home 3 Bedroom

New Build Smart Home 3 Bedroom
2.0 star property
San Miguel
The price is ฿29,374
฿38,240 total
includes taxes & fees
25 Aug - 26 Aug
New Build Smart Home 3 Bedroom
Comfort House (2 Bedrooms) | Living area

4. @ Marbella Lane - Convenient Home in Sunnyvale

@ Marbella Lane - Convenient Home in Sunnyvale
3.0 star property
Sunnyvale
The price is ฿26,463
฿37,856 total
includes taxes & fees
2 Sept - 3 Sept
@ Marbella Lane - Convenient Home in Sunnyvale
Deluxe Cottage, 1 Bedroom, Fireplace, Garden Area (Cottage 11B) | Blackout curtains, iron/ironing board (on request), WiFi

5. Fern River Resort

Fern River Resort
3.0 star property
Felton
9.2 out of 10, Wonderful, (519 reviews)
"Unbelievably beautiful property among the redwoods, adorable red cottage next to a creek! I can't wait to go back. I've told all my friends about this place, and if I was not such an oldie (over 50), I would definitely do an Instagram about it! Charming, quiet and lovely place to stay."
United States
CarriLin
The price is ฿4,025
฿5,011 total
includes taxes & fees
9 Sept - 10 Sept
Fern River Resort
Lounge

6. Mint House Menlo Park by Kasa

Mint House Menlo Park by Kasa
4.0 star property
Menlo Park
7.6 out of 10, Good, (35 reviews)
"nice place"
United States
Thanh
The price is ฿7,677
฿8,885 total
includes taxes & fees
5 Sept - 6 Sept
Mint House Menlo Park by Kasa
House (3 Bedrooms) | Interior

7. Marbella Lane - 3BR Upprlvl Dtwn SJ Ldry

Marbella Lane - 3BR Upprlvl Dtwn SJ Ldry
3.0 star property
Northside
The price is ฿10,683
฿24,370 total
includes taxes & fees
29 Aug - 30 Aug
Marbella Lane - 3BR Upprlvl Dtwn SJ Ldry
Premium House, Multiple Bedrooms, Air conditioning, Garden Area | Dining

8. Spacious 8BR Home with AC & Parking

Spacious 8BR Home with AC & Parking
3.0 star property
Downtown Hayward
The price is ฿18,883
฿38,958 total
includes taxes & fees
6 Sept - 7 Sept
Spacious 8BR Home with AC & Parking
House, 3 Bedrooms, Patio, Lake View | Living area | 55-inch LED TV with digital channels

9. Lakefront Retreat WaterViews 3BR 1.5BA

Lakefront Retreat WaterViews 3BR 1.5BA
2.0 star property
East San Mateo
The price is ฿5,734
฿14,077 total
includes taxes & fees
30 Aug - 31 Aug
Lakefront Retreat WaterViews 3BR 1.5BA
Yurt On Top - Swim, Hike, Glamp | Free minibar, laptop workspace, free WiFi, individually decorated

10. Mays Luxury Farm Stays

Mays Luxury Farm Stays
3.0 star property
Los Gatos
8.4 out of 10, Very good, (25 reviews)
"This property is just what you need if you are looking for a peaceful place to escape to in the mountains. The host was very friendly and helpful. The chickens were adorable. And the view was breathtaking. We would definitely come back for another stay."
United States
Adrianna
The price is ฿3,846
฿6,835 total
includes taxes & fees
26 Aug - 27 Aug
Mays Luxury Farm Stays
Living area

11. @ 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 ฿8,527
฿17,253 total
includes taxes & fees
30 Aug - 31 Aug
@ Marbella Lane - Bright and Cozy Home Near SFO
Classic House | Living area

12. Mid Century Garden View Home Parking

Mid Century Garden View Home Parking
3.0 star property
East San Mateo
7.2 out of 10, Good, (5 reviews)
"This is a very clean comfortable property! "
United States
Serena
The price is ฿5,587
฿12,971 total
includes taxes & fees
30 Aug - 31 Aug
Mid Century Garden View Home Parking
Flat-screen TV

13. Walk to Google 3BR Home Yard & Kitchen

Walk to Google 3BR Home Yard & Kitchen
2.0 star property
North Whisman
The price is ฿29,374
฿37,505 total
includes taxes & fees
1 Sept - 2 Sept
Walk to Google 3BR Home Yard & Kitchen
House, 2 Bedrooms, Patio, Lake View | Exterior

14. 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 ฿3,881
฿10,452 total
includes taxes & fees
31 Aug - 1 Sept
LakeFront Lavender House
House | 3 bedrooms

15. Sanmateo Cozy Central 3b1b Home Garage Parking AC

Sanmateo Cozy Central 3b1b Home Garage Parking AC
2.0 star property
North Central
The price is ฿8,144
฿15,980 total
includes taxes & fees
30 Aug - 31 Aug
Sanmateo Cozy Central 3b1b Home Garage Parking AC
House, 5 Bedrooms | Exterior

16. 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 review)
"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 ฿14,103
฿30,658 total
includes taxes & fees
2 Sept - 3 Sept
Sunny Serenity: Pet Friendly 5BR Home In San Jose by RedAwning
Interior

17. Marbella Lane - 3BR House Dtwn RWC Parking

Marbella Lane - 3BR House Dtwn RWC Parking
3.0 star property
Palm Park
The price is ฿8,625
฿21,208 total
includes taxes & fees
1 Sept - 2 Sept
Marbella Lane - 3BR House Dtwn RWC Parking
House (3 Bedrooms) | Interior

18. Marbella Lane -siliconvalley 3BR Gem in SJ

Marbella Lane -siliconvalley 3BR Gem in SJ
3.0 star property
Willow Glen
The price is ฿11,108
฿24,854 total
includes taxes & fees
30 Aug - 31 Aug
Marbella Lane -siliconvalley 3BR Gem in SJ
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

Aloft by Marriott Cupertino

Aloft by Marriott Cupertino

10/10 Excellent
"Perfect"
Kiret 2-night trip
Posted 7 hours ago
Aloft by Marriott 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 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 12 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. In the wider area, you’ll find popular places such as Levi's Stadium and California's Great America.

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.