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

Cupertino Vacation 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
Jul 10 - Jul 12
In two months
Aug 21 - Aug 23
In three months
Sep 18 - Sep 20
In four months
Oct 16 - Oct 18

Our top choices for Cupertino vacation rentals

Fridge, microwave, oven, stovetop

Gourmet Kitchen + Private Front Yard + Parking

Gourmet Kitchen + Private Front Yard + Parking
Burbank
7.4 out of 10, Good, (21 reviews)
"Great location, clean, friendly owners. "
United States
Brian L.
The price is ￥14,701
￥30,934 total
includes taxes & fees
Jul 2 - Jul 3
Gourmet Kitchen + Private Front Yard + Parking
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 ￥22,615
￥53,904 total
includes taxes & fees
Jul 1 - Jul 2
Brand New Private One Bedroom Cottage with a Wet Bar/Kitchenette
WiFi

Brand New! Guest House - Modern Stylish & Central

Brand New! Guest House - Modern Stylish & Central
Santa Clara
10.0 out of 10, Exceptional, (46 reviews)
"I have stayed here a few times now and its my go-to when I am in town. This location is always clean and its in a great location!"
United States
Kai S.
The price is ￥21,839
￥41,090 total
includes taxes & fees
Jun 29 - Jun 30
Brand New! Guest House - Modern Stylish & Central
Interior

Luxury stay near Santana Row for vacation/business

Luxury stay near Santana Row for vacation/business
West San Jose
9.2 out of 10, Wonderful, (63 reviews)
"Everything was nice and perfect! it felt like our second home and getting thru the city was nice as well. I loved how it was close by to the mall and everything."
United States
Vanessa
The price is ￥25,040
￥43,037 total
includes taxes & fees
Jun 30 - Jul 1
Luxury stay near Santana Row for vacation/business
Fireplace

Kasa University-Airport Santa Clara

Kasa University-Airport Santa Clara
4.0 star property
Santa Clara
9.0 out of 10, Wonderful, (68 reviews)
",Clean modern and comfortable facility. The amenities were perfect! "
United States
Elizabeth
The price is ￥21,439
￥24,333 total
includes taxes & fees
Jun 28 - Jun 29
Kasa University-Airport Santa Clara
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, (61 reviews)
"This home with 4 bedrooms and 4 bathrooms was perfect for 8 of us. Kitchen was great, not alot of pans or utensils but we always bring ours cause my son has celiac. Beautiful home and comfy. Close to downtown, easy access to SAP Center. We would definitely stay again. "
United States
Nichole D.
The price is ￥39,580
￥78,433 total
includes taxes & fees
Jun 28 - Jun 29
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
10.0 out of 10, Exceptional, (1 review)
"This location was FANTASTIC! I really didn’t realize when I booked how close it was to the CalTrain to go to San Francisco which made our weekends SO easy! It also had the cutest shopping area on the other side of the train that met all our needs. The room apartment was spacious and clean, and even had a tub which I didn’t realize was so rare in California lol! And even though there was an accident with a pipe in the laundry room, the host made sure it was clean and accessible! It was a truly...
United States
Kayla P.
The price is ￥29,539
￥56,424 total
includes taxes & fees
Jun 29 - Jun 30
Downtown 1bd/1ba ADU
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 ￥10,030
￥19,309 total
includes taxes & fees
Jul 6 - Jul 7
Brand New Guest Suite + Luxurious Bath, Near SJC
Interior

💎Cozy 1B/1B in a prime location • 🌲AC/ 1000mb wifi/ Washer, dryer/ more…

💎Cozy 1B/1B in a prime location • 🌲AC/ 1000mb wifi/ Washer, dryer/ more…
Sunnyvale
9.8 out of 10, Exceptional, (11 reviews)
"Great location, quiet and quaint. "
United States
Karen B.
💎Cozy 1B/1B in a prime location • 🌲AC/ 1000mb wifi/ Washer, dryer/ more…
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, (29 reviews)
"Perfect gem! Great location, clean property. Very professional and kind host. "
United States
S R.
The price is ￥25,686
￥43,747 total
includes taxes & fees
Jul 13 - Jul 14
Posh place near Santana Row for vacation/business
Property grounds

Comfy stay in Santa Clara

Comfy stay in Santa Clara
Santa Clara
10.0 out of 10, Exceptional, (1 review)
"Very nice property, and conveniently located"
United States
Richard A.
The price is ￥32,140
￥68,789 total
includes taxes & fees
Jun 29 - Jun 30
Comfy stay in Santa Clara
TV

Modern style Santana Row loft

Modern style Santana Row loft
San Jose
9.6 out of 10, Exceptional, (7 reviews)
"The host was very responsive and attentive. Also loved the proximity to Santana Row shopping "
United States
Sue A.
The price is ￥35,234
￥75,803 total
includes taxes & fees
Jul 7 - Jul 8
Modern style Santana Row loft
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, (8 reviews)
"Nice place and great location."
United States
Rhonda
The price is ￥40,388
￥62,924 total
includes taxes & fees
Jul 3 - Jul 4
Luxury 1 bedroom apartment in Santana Row, San Jose
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 ￥29,500
￥63,803 total
includes taxes & fees
Jun 28 - Jun 29
🌟 Stylish 2B2B Retreat in the Heart of the Silicon Valley
Dining

Stylish Central San Jose 3B2B w/crib Free Parking

Stylish Central San Jose 3B2B w/crib Free Parking
St. Leo's
9.6 out of 10, Exceptional, (8 reviews)
"Location was great and the home was nice. "
United States
Matt K.
The price is ￥36,995
￥80,988 total
includes taxes & fees
Jul 6 - Jul 7
Stylish Central San Jose 3B2B w/crib Free Parking
Interior

A Sunny Home in San Jose 2b/2b

A Sunny Home in San Jose 2b/2b
Burbank
The price is ￥24,266
￥55,488 total
includes taxes & fees
Jul 2 - Jul 3
A Sunny Home in San Jose 2b/2b
TV, offices

Santana Row Properties #6 - Silicon Valley Getaway

Santana Row Properties #6 - Silicon Valley Getaway
San Jose
10.0 out of 10, Exceptional, (19 reviews)
"This apartment is in such a great location right on Santana Row where there is really nice shopping and restaurants. The bed was super comfortable and the amenities were great. I will definitely be staying here again."
United States
Wendy C.
The price is ￥39,795
￥80,658 total
includes taxes & fees
Jun 28 - Jun 29
Santana Row Properties #6 - Silicon Valley Getaway
Outdoor dining

Santana Row Properties #4 - Silicon Valley Getaway!

Santana Row Properties #4 - Silicon Valley Getaway!
San Jose
10.0 out of 10, Exceptional, (6 reviews)
"Wonderful stay. "
United States
Joey N.
The price is ￥39,310
￥74,624 total
includes taxes & fees
Jun 28 - Jun 29
Santana Row Properties #4 - Silicon Valley Getaway!
3 bedrooms, desk, iron/ironing board, WiFi

Cozy, central Santa Clara escape

Cozy, central Santa Clara escape
Santa Clara
7.0 out of 10, Good, (2 reviews)
"Enjoyed our stay!"
United States
Slflo70 F.
The price is ￥33,672
￥66,243 total
includes taxes & fees
Jul 9 - Jul 10
Cozy, central Santa Clara escape
1 bedroom, iron/ironing board, WiFi

Da-H2(Master) A Room · Master Room Luxury King Bed

Da-H2(Master) A Room · Master Room Luxury King Bed
Sunnyvale
The price is ￥31,712
￥54,491 total
includes taxes & fees
Jul 12 - Jul 13
Da-H2(Master) A Room · Master Room Luxury King Bed
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

Maple Tree Inn

Maple Tree Inn

10/10 Excellent
"The staff are helpful. The hotel is clean. Breakfast is good. "
Mary Eileen 2-night trip
Posted 2 hours ago
Maple Tree Inn

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!

Explore a world of travel with Expedia

Frequently asked questions

Can I find a vacation rental in Cupertino?

Yes, you can find vacation rentals in Cupertino close to Labyrinth 1, 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?

Serene Guest Suite w/ Private Bath and Kitchenette: This vacation home rental near Cupertino has air-conditioning and a Smart TV to help you feel perfectly comfortable in your new surroundings.

How many vacation rentals are there in Cupertino?

Expedia has 13 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 Cupertino Historical Society and Museum and McClellan Ranch Park. In the larger area, you’ll find popular places like Levi's Stadium and Santana Row Shopping Center.

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.