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
$122 nightly
The price is $138
Feb 1 - Feb 2
Total with taxes and fees
Kasa University-Airport Santa Clara
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.
$322 nightly
The price is $322
Jan 25 - Jan 26
Total with taxes and fees
RainierADU · Spacious CRTL San Jose 1B w/crib free street prkg
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.
$228 nightly
The price is $248
Jan 25 - Jan 26
Total with taxes and fees
Airy Modern 2BR/2BA - Parking + Laundry + Sleep 6
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.
$299 nightly
The price is $326
Jan 25 - Jan 26
Total with taxes and fees
Modern Detached ADU with Garaged Parking in Heart of San Jose Downtown
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
Jan 25 - Jan 26
Total with taxes and fees
Brand New Private One Bedroom Cottage with a Wet Bar/Kitchenette
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 26 - Jan 27
Total with taxes and fees
Private Guest Suite + Full Kitchen, 3 BD, Near SJC
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
$232 nightly
The price is $253
Feb 9 - Feb 10
Total with taxes and fees
Luxury stay near Santana Row for vacation/business
9.6 out of 10, Exceptional, (7 reviews)
"Easy stay, walking distance to Santana Row. "
United States
Eric H.
$186 nightly
The price is $203
Jan 25 - Jan 26
Total with taxes and fees
Charming Apartment in the heart of Silicon Valley unit 3
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.
$248 nightly
The price is $248
Jan 30 - Jan 31
Total with taxes and fees
Brand New! Guest House - Modern Stylish & Central
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.
$296 nightly
The price is $329
Jan 25 - Jan 26
Total with taxes and fees
🌟 Stylish 2B2B Retreat in the Heart of the Silicon Valley
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.
$220 nightly
The price is $220
Jan 25 - Jan 26
Total with taxes and fees
Private In-Law Suite with Kitchenette in Sunnyvale next to Park
$349 nightly
The price is $378
Jan 25 - Jan 26
Total with taxes and fees
Best Location | New Build | Tech | Laundry & A/C
10.0 out of 10, Exceptional, (5 reviews)
"Excellent stay"
United States
Stephen S.
$337 nightly
The price is $354
Jan 26 - Jan 27
Total with taxes and fees
Santana Row Properties #4 - Silicon Valley Getaway!
8.0 out of 10, Very Good, (17 reviews)
"Great location, clean, friendly owners. "
United States
Brian L.
$185 nightly
The price is $198
Feb 2 - Feb 3
Total with taxes and fees
Gourmet Kitchen + Private Front Yard + Parking
10.0 out of 10, Exceptional, (5 reviews)
"Neat, clean comfortable, well appointed kitchen, good facilities. A little issue gaining access due to a VRBO glitch so check with the Host to see that has been resolved but I would rent this place again. Minimal "check out" requirements appreciated. "
United States
John M.
$412 nightly
The price is $434
Jan 25 - Jan 26
Total with taxes and fees
Stunning Stylish Luxury 3BR Santa Clara Home
9.4 out of 10, Exceptional, (12 reviews)
"Great place to stay, great location for getting around everywhere. Very clean and quiet, with food and beverages within walking distance."
United States
Billy D.
$397 nightly
The price is $450
Jan 25 - Jan 26
Total with taxes and fees
@ Marbella Lane - Convenient Home in Sunnyvale

Apartment in San Jose

Modern style Santana Row loft
9.6 out of 10, Exceptional, (5 reviews)
$402 nightly
The price is $438
Jan 26 - Jan 27
Total with taxes and fees
Modern style Santana Row loft
$9,326 nightly
The price is $9,326
Jan 25 - Jan 26
Total with taxes and fees
Spacious estate near charming downtown Saratoga and the Montalvo Arts Center.
3.0 star property
$482 nightly
The price is $537
Jan 25 - Jan 26
Total with taxes and fees
@ Marbella Lane - Convenient Home in Sunnyvale
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.
$236 nightly
The price is $257
Jan 26 - Jan 27
Total with taxes and fees
Posh place near Santana Row for vacation/business
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 $138 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: Located near Cupertino, this vacation home rental 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.