Cupertino Vacation Rentals

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Our top choices for Cupertino vacation rentals

Aparthotel in Santa Clara

Kasa University-Airport Santa Clara
4.0 star property
9.0 out of 10, Wonderful, (59 reviews)
"Clean room, quiet, quick response from staff with question"
United States
Rene
$133 nightly
The price is $152
Feb 1 - Feb 2
Total with taxes and fees
Kasa University-Airport Santa Clara
7.0 out of 10, Good, (7 reviews)
"It was convenient, stores and food within walking distance"
United States
Anonymous traveler
$164 nightly
The price is $176
Jan 30 - Jan 31
Total with taxes and fees
Private Guest Suite + Full Kitchen, 3 BD, Near SJC
9.8 out of 10, Exceptional, (8 reviews)
"Ideal location, walking distance from popular San Jose points of interest. House had a great layout and style. Would stay there again."
United States
Liberato M.
$263 nightly
The price is $286
Feb 4 - Feb 5
Total with taxes and fees
Airy Modern 2BR/2BA - Parking + Laundry + Sleep 6
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.
$336 nightly
The price is $336
Feb 1 - Feb 2
Total with taxes and fees
RainierADU · Spacious CRTL San Jose 1B w/crib free street prkg
10.0 out of 10, Exceptional, (1 review)
"Perfect stay! The hosts were friendly but gave me privacy. Very comfortable apartment with nice amenities. Safe neighborhood super close to a beautiful park for walking and playing. I definitely want to return! "
United States
Sheri J.
$221 nightly
The price is $221
Feb 14 - Feb 15
Total with taxes and fees
Private In-Law Suite with Kitchenette in Sunnyvale next to Park
9.4 out of 10, Exceptional, (55 reviews)
"Host was great and very communicative during our stay! Home was clean and felt very cozy! "
United States
Gisselle
$230 nightly
The price is $251
Feb 9 - Feb 10
Total with taxes and fees
Luxury stay near Santana Row for vacation/business
10.0 out of 10, Exceptional, (43 reviews)
"Our stay was great! This was a perfect guest house for our trip! Very clean and in a good neighborhood! "
United States
Shayna C.
$252 nightly
The price is $252
Feb 9 - Feb 10
Total with taxes and fees
Brand New! Guest House - Modern Stylish & Central
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
$292 nightly
The price is $324
Feb 1 - Feb 2
Total with taxes and fees
Brand New Private One Bedroom Cottage with a Wet Bar/Kitchenette
9.6 out of 10, Exceptional, (7 reviews)
"Easy stay, walking distance to Santana Row. "
United States
Eric H.
$185 nightly
The price is $202
Feb 1 - Feb 2
Total with taxes and fees
Charming Apartment in the heart of Silicon Valley unit 3

Vacation Home in Heritage District

Downtown 1bd/1ba ADU
$265 nightly
The price is $281
Feb 2 - Feb 3
Total with taxes and fees
Downtown 1bd/1ba ADU
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.
$237 nightly
The price is $258
Feb 2 - Feb 3
Total with taxes and fees
Posh place near Santana Row for vacation/business
10.0 out of 10, Exceptional, (1 review)
$450 nightly
The price is $499
Jan 30 - Jan 31
Total with taxes and fees
Launch Promotion | Sunnyvale 3B2b Super Big House
10.0 out of 10, Exceptional, (2 reviews)
"Belle and David did there best to make sure that my family and I had a wonderful stay. We greatly appreciate there hospitality and wish them the best "
United States
Veronica D.
$369 nightly
The price is $412
Feb 13 - Feb 14
Total with taxes and fees
Entire 2BR Apt w/ AC/Laundry/EV in Quiet Sunnyvale
$9,483 nightly
The price is $9,483
Jan 30 - Jan 31
Total with taxes and fees
Spacious estate near charming downtown Saratoga and the Montalvo Arts Center.
10.0 out of 10, Exceptional, (5 reviews)
"Very clean, quiet- convenient to SCU! Evan was very responsive to our questions."
United States
Jennifer S.
$412 nightly
The price is $434
Feb 1 - Feb 2
Total with taxes and fees
Stunning Stylish Luxury 3BR Santa Clara Home
7.8 out of 10, Good, (18 reviews)
"Great location, clean, friendly owners. "
United States
Brian L.
$255 nightly
The price is $273
Feb 6 - Feb 7
Total with taxes and fees
Gourmet Kitchen + Private Front Yard + Parking

Vacation Home in Buena Vista

San Jose 3b2b near DT & Tech Hub
9.2 out of 10, Wonderful, (15 reviews)
"The house was very well equipped and perfect for our family"
United States
Valentina
$514 nightly
The price is $559
Feb 19 - Feb 20
Total with taxes and fees
San Jose 3b2b near DT & Tech Hub
$298 nightly
The price is $335
Jan 30 - Jan 31
Total with taxes and fees
Family Fun Sleep 6/Rec Room/AC/Wi-Fi/Parking
9.8 out of 10, Exceptional, (49 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.
$413 nightly
The price is $450
Jan 30 - Jan 31
Total with taxes and fees
Spacious 4 Bd 4 Ba home close to all the best of San Jose

Apartment in San Jose

Modern style Santana Row loft
9.6 out of 10, Exceptional, (5 reviews)
"My family and I did a staycation here and loved how nice and cozy this place was. The property is exactly as described and what you see on the photos. Host was also great, very helpful and has great/smooth communication throughout our stay. "
United States
Perry C.
$414 nightly
The price is $451
Feb 1 - Feb 2
Total with taxes and fees
Modern style Santana Row loft
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

Find out more about Cupertino

Everything you need to know about Cupertino vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Cupertino vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Cupertino vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Cupertino vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Cupertino. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Cupertino in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $152 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Cupertino rentals

At Expedia, we put the best Cupertino vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Cupertino rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Cupertino vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Cupertino. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Frequently asked questions

Can I find a vacation rental in Cupertino?

Yes, you can find vacation rentals in Cupertino close to Bowlmor Lanes, 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?

Marbella Lane Triplex San Jose: This vacation home near 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 vacation rentals are there in Cupertino?

Expedia has 16 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. While here, Blackberry Farm Golf Course and Massage Envy Spa are other places worth a visit.

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.