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Cupertino Holiday Rentals

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Our top choices for Cupertino holiday rentals

1. Kasa University-Airport Santa Clara

Kasa University-Airport Santa Clara
4.0 star property
Santa Clara
9.0 out of 10, Wonderful, (80 reviews)
"Love the roof top pool and hot tub. Flat was lovely but I wish there were a regular coffee maker in addition to the Keurig. Otherwise, nice spot and convenient to SCU!"
United States
Kathy
The price is S$216
includes taxes & fees
1 Oct - 2 Oct
Kasa University-Airport Santa Clara

2. New Build Smart Home 3 Bedroom

New Build Smart Home 3 Bedroom
2.0 star property
San Miguel
The price is S$957
includes taxes & fees
29 Sept - 30 Sept
New Build Smart Home 3 Bedroom

3. Mint House Menlo Park by Kasa

Mint House Menlo Park by Kasa
4.0 star property
Menlo Park
7.8 out of 10, Good, (36 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$313
includes taxes & fees
4 Oct - 5 Oct
Mint House Menlo Park by Kasa

4. Fern River Resort

Fern River Resort
3.0 star property
Felton
9.2 out of 10, Wonderful, (523 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 S$161
includes taxes & fees
26 Oct - 27 Oct
Fern River Resort

5. Mays Luxury Farm Stays

Mays Luxury Farm Stays
3.0 star property
Los Gatos
8.6 out of 10, Excellent, (32 reviews)
"I'll be back"
United States
Billy
The price is S$267
includes taxes & fees
29 Sept - 30 Sept
Mays Luxury Farm Stays

6. Walk to Google 3BR Home Yard & Kitchen

Walk to Google 3BR Home Yard & Kitchen
2.0 star property
North Whisman
The price is S$1,466
includes taxes & fees
29 Sept - 30 Sept
Walk to Google 3BR Home Yard & Kitchen

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$1,540
includes taxes & fees
2 Oct - 3 Oct
Marbella Lane -siliconvalley 3BR Gem in SJ

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

@ Marbella Lane - Bright and Cozy Home Near SFO
3.0 star property
Central San Mateo
The price is S$683
includes taxes & fees
12 Oct - 13 Oct
@ Marbella Lane - Bright and Cozy Home Near SFO

9. 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 S$492
includes taxes & fees
12 Oct - 13 Oct
Mid Century Garden View Home Parking

10. Spacious 8BR Home with AC & Parking

Spacious 8BR Home with AC & Parking
3.0 star property
Downtown Hayward
The price is S$1,368
includes taxes & fees
20 Oct - 21 Oct
Spacious 8BR Home with AC & Parking

11. 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$436
includes taxes & fees
13 Oct - 14 Oct
LakeFront Lavender House

12. Lakefront Retreat WaterViews 3BR 1.5BA

Lakefront Retreat WaterViews 3BR 1.5BA
2.0 star property
East San Mateo
The price is S$550
includes taxes & fees
8 Oct - 9 Oct
Lakefront Retreat WaterViews 3BR 1.5BA

13. Marbella Lane - 3BR Upprlvl Dtwn SJ Ldry

Marbella Lane - 3BR Upprlvl Dtwn SJ Ldry
3.0 star property
Northside
The price is S$1,494
includes taxes & fees
19 Oct - 20 Oct
Marbella Lane - 3BR Upprlvl Dtwn SJ Ldry

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

Marbella Lane - 2BR Cozy Lwrlvl in Dtwn SJ
3.0 star property
Northside
Marbella Lane - 2BR Cozy Lwrlvl in Dtwn SJ

15. Marbella Lane - 3BR House Dtwn RWC Parking

Marbella Lane - 3BR House Dtwn RWC Parking
3.0 star property
Palm Park
Marbella Lane - 3BR House Dtwn RWC Parking
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

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 13 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.