Cupertino Holiday Rentals

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Check prices for these dates

In two weeks
27 Mar - 29 Mar
In two months
8 May - 10 May
In three months
5 Jun - 7 Jun
In four months
3 Jul - 5 Jul

Our top choices for Cupertino holiday rentals

1 bedroom, desk, free WiFi, bed sheets

Brand New Private One Bedroom Cottage with a Wet Bar/Kitchenette

Brand New Private One Bedroom Cottage with a Wet Bar/Kitchenette
Cupertino
9.6 out of 10, Exceptional, (4 reviews)
"This property is located in a residential and quiet neighborhood with a nice park within walking distance! Great place for someone who is traveling by themselves!"
United States
Kevin
The price is HK$1,095
HK$2,539 total
includes taxes & fees
29 Mar - 30 Mar
Brand New Private One Bedroom Cottage with a Wet Bar/Kitchenette
Interior

Airy Modern 2BR/2BA - Parking + Laundry + Sleep 6

Airy Modern 2BR/2BA - Parking + Laundry + Sleep 6
Shasta-Hanchett Park
9.8 out of 10, Exceptional, (8 reviews)
"Suitable for the family. Within walking distance of where we wanted go."
United States
Michael A.
The price is HK$1,025
HK$2,184 total
includes taxes & fees
23 Mar - 24 Mar
Airy Modern 2BR/2BA - Parking + Laundry + Sleep 6
Fridge, microwave, oven, stovetop

Gourmet Kitchen + Private Front Yard + Parking

Gourmet Kitchen + Private Front Yard + Parking
Burbank
7.8 out of 10, Good, (18 reviews)
"Great location, clean, friendly owners. "
United States
Brian L.
The price is HK$782
HK$1,566 total
includes taxes & fees
12 Mar - 13 Mar
Gourmet Kitchen + Private Front Yard + Parking
Fridge, microwave, oven, stovetop

Super Comfy King Bed Room/ Nice neighborhood

Super Comfy King Bed Room/ Nice neighborhood
Sunnyvale
The price is HK$407
HK$1,338 total
includes taxes & fees
13 Mar - 14 Mar
Super Comfy King Bed Room/ Nice neighborhood
Interior

Luxury stay near Santana Row for vacation/business

Luxury stay near Santana Row for vacation/business
West San Jose
9.4 out of 10, Exceptional, (56 reviews)
"Very clean and comfortable. The host was amazing!"
United States
Barry S.
The price is HK$1,212
HK$1,975 total
includes taxes & fees
5 Apr - 6 Apr
Luxury stay near Santana Row for vacation/business
Fridge, microwave, oven, dishwasher

Spacious CRTL San Jose 1B w/crib free street prkg

Spacious CRTL San Jose 1B w/crib free street prkg
St. Leo's
10.0 out of 10, Exceptional, (1 review)
"Our stay was a short one while we were visiting our daughter who lives less than a mile away. We spent most of our time at our daughter’s house and really only slept at this property. It was very clean and well-stocked in a great neighborhood and within walking distance of a number of great eateries and small shops. "
United States
Christiane J.
The price is HK$900
HK$2,591 total
includes taxes & fees
12 Mar - 13 Mar
Spacious CRTL San Jose 1B w/crib free street prkg
1 bedroom, iron/ironing board, WiFi, bed sheets

Modern little poolside house By Downtown Mountain View!

Modern little poolside house By Downtown Mountain View!
Shoreline West
9.4 out of 10, Exceptional, (9 reviews)
"Very welcome host, great amenities"
United States
Anna J.
The price is HK$1,056
HK$2,374 total
includes taxes & fees
22 Mar - 23 Mar
Modern little poolside house By Downtown Mountain View!
Dining

Spacious 4 Bd 4 Ba home close to all the best of San Jose

Spacious 4 Bd 4 Ba home close to all the best of San Jose
Buena Vista
9.8 out of 10, Exceptional, (51 reviews)
"This was an excellent property to stay with my family very convenient as three of the four bedrooms have their own bathroom very clean and very friendly owner we highly recommend this property for his location and space"
United States
Sandra R.
The price is HK$1,689
HK$3,516 total
includes taxes & fees
5 Apr - 6 Apr
Spacious 4 Bd 4 Ba home close to all the best of San Jose
Desk, iron/ironing board, WiFi, bed sheets

Downtown 1bd/1ba ADU

Downtown 1bd/1ba ADU
Heritage District
The price is HK$989
HK$2,189 total
includes taxes & fees
13 Mar - 14 Mar
Downtown 1bd/1ba ADU
Living area

Charming Apartment in the heart of Silicon Valley unit 3

Charming Apartment in the heart of Silicon Valley unit 3
San Jose
9.6 out of 10, Exceptional, (7 reviews)
"Easy stay, walking distance to Santana Row. "
United States
Eric H.
The price is HK$978
HK$1,576 total
includes taxes & fees
19 Mar - 20 Mar
Charming Apartment in the heart of Silicon Valley unit 3
Outdoor dining

Brand New Guest Suite + Luxurious Bath, Near SJC

Brand New Guest Suite + Luxurious Bath, Near SJC
Burbank
8.0 out of 10, Very good, (16 reviews)
"Just a room and a bath in a good locationMet my needs -- would stay there againI recommend it"
United States
Elena L.
The price is HK$501
HK$951 total
includes taxes & fees
31 Mar - 1 Apr
Brand New Guest Suite + Luxurious Bath, Near SJC
Fridge, microwave, oven, stovetop

🌟 Stylish 2B2B Retreat in the Heart of the Silicon Valley

🌟 Stylish 2B2B Retreat in the Heart of the Silicon Valley
Sunnyvale
9.4 out of 10, Exceptional, (10 reviews)
"This property was exceptional! The cleanliness was impeccable, the space was spacious, and the amenities provided were abundant. The location was perfect, with numerous restaurants and a grocery store within easy walking distance. Highly recommended for a comfortable and convenient stay. 5 stars!"
United States
maggie c.
The price is HK$1,303
HK$2,930 total
includes taxes & fees
14 Mar - 15 Mar
🌟 Stylish 2B2B Retreat in the Heart of the Silicon Valley
High chair, blender, cookware/dishes/utensils, spices

San Jose 3b2b near DT & Tech Hub

San Jose 3b2b near DT & Tech Hub
Buena Vista
9.0 out of 10, Wonderful, (17 reviews)
"The house was very well equipped and perfect for our family"
United States
Valentina
The price is HK$1,565
HK$4,080 total
includes taxes & fees
31 Mar - 1 Apr
San Jose 3b2b near DT & Tech Hub
Smart TV, offices

Posh place near Santana Row for vacation/business

Posh place near Santana Row for vacation/business
West San Jose
9.6 out of 10, Exceptional, (23 reviews)
"Nice place and close to Santana Row. Also nice to be close to freeway exit"
United States
Hee Sung K.
The price is HK$1,243
HK$2,017 total
includes taxes & fees
12 Mar - 13 Mar
Posh place near Santana Row for vacation/business
Exterior detail

Modern Detached ADU with Garaged Parking in Heart of San Jose Downtown

Modern Detached ADU with Garaged Parking in Heart of San Jose Downtown
Garden Alameda
10.0 out of 10, Exceptional, (2 reviews)
"Convenient location in mid town San Jose, close to everything.pet friendly by host ( I don’t have pet)Brand new immaculate ADU with smart new Samsungappliances, well stocked in every room.ADU is so clean and neat to the point I don’t want to mess up with even avoided to cook smelly foods.Parking either in the garage or behind the lock gate.Very nice owner, gave directions clearly , Overall this ADU is one of the best vacations rentals i had stayed . I want to rent this rental again when I am...
United States
Hang N.
The price is HK$1,174
HK$2,363 total
includes taxes & fees
20 Mar - 21 Mar
Modern Detached ADU with Garaged Parking in Heart of San Jose Downtown
TV

Cupertino 2BR w/AC/Washer/Dryer/EV on 1F

Cupertino 2BR w/AC/Washer/Dryer/EV on 1F
Sunnyvale West
The price is HK$865
HK$2,420 total
includes taxes & fees
14 Mar - 15 Mar
Cupertino 2BR w/AC/Washer/Dryer/EV on 1F
Exterior

Luxury 1 bedroom apartment in Santana Row, San Jose

Luxury 1 bedroom apartment in Santana Row, San Jose
San Jose
9.8 out of 10, Exceptional, (6 reviews)
"Property is perfect for a single or a couple looking to do some shopping and dining. Centrally located to Santana Row, next to shopping center. Very clean, beautifully decorated and host very easy to reach. Has a parking garage, a little difficult to figure out, but once you do, easy in and out of the property. Strongly recommend this property. "
United States
LIZ
The price is HK$1,955
HK$3,022 total
includes taxes & fees
26 Mar - 27 Mar
Luxury 1 bedroom apartment in Santana Row, San Jose
Outdoor dining

Private Guest Suite + Full Kitchen, 3 BD, Near SJC

Private Guest Suite + Full Kitchen, 3 BD, Near SJC
Burbank
7.0 out of 10, Good, (7 reviews)
"It was convenient, stores and food within walking distance"
United States
Anonymous traveller
The price is HK$626
HK$1,466 total
includes taxes & fees
29 Mar - 30 Mar
Private Guest Suite + Full Kitchen, 3 BD, Near SJC
Iron/ironing board, WiFi, bed sheets

Family Fun Sleep 6/Rec Room/AC/Wi-Fi/Parking

Family Fun Sleep 6/Rec Room/AC/Wi-Fi/Parking
Buena Vista
The price is HK$1,064
HK$2,547 total
includes taxes & fees
24 Mar - 25 Mar
Family Fun Sleep 6/Rec Room/AC/Wi-Fi/Parking
Fireplace

Kasa University-Airport Santa Clara

Kasa University-Airport Santa Clara
4.0 star property
Santa Clara
9.0 out of 10, Wonderful, (62 reviews)
"Clean room, quiet, quick response from staff with question"
United States
Rene
The price is HK$1,235
HK$1,402 total
includes taxes & fees
20 Mar - 21 Mar
Kasa University-Airport Santa Clara
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

Sonesta ES Suites Sunnyvale

Sonesta ES Suites Sunnyvale

10/10 Excellent
"Room where clean, breakfast was really good. "
Namit 1-night trip
Posted 3 hours ago
Sonesta ES Suites Sunnyvale

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
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  • 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 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?

Marbella Lane Triplex San Jose: This holiday home rental outside Cupertino 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 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 Cupertino Historical Society and Museum and McClellan Ranch Park. 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.