Cupertino Vacation Rentals

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Our top choices for Cupertino vacation rentals

Gourmet Kitchen + Private Front Yard + Parking

Gourmet Kitchen + Private Front Yard + Parking
Burbank
7.6 out of 10, Good, (20 reviews)
"Great location, clean, friendly owners. "
United States
Brian L.
$181 nightly
The price is $194
Jun 15 - Jun 16
Total with taxes and fees
Gourmet Kitchen + Private Front Yard + Parking

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
$297 nightly
The price is $329
Jun 3 - Jun 4
Total with taxes and fees
Brand New Private One Bedroom Cottage with a Wet Bar/Kitchenette

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, (58 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.
$466 nightly
The price is $507
Jun 8 - Jun 9
Total with taxes and fees
Spacious 4 Bd 4 Ba home close to all the best of San Jose

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, (8 reviews)
"This place was perfect. Walking distance to everything. Covered all the basics. Safe and quiet neighborhood! "
United States
Sarah S.
$186 nightly
The price is $203
Jun 14 - Jun 15
Total with taxes and fees
Charming Apartment in the heart of Silicon Valley unit 3

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
$244 nightly
The price is $265
Jun 8 - Jun 9
Total with taxes and fees
Luxury stay near Santana Row for vacation/business

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.
$109 nightly
The price is $116
Jun 7 - Jun 8
Total with taxes and fees
Brand New Guest Suite + Luxurious Bath, Near SJC

Kasa University-Airport Santa Clara

Kasa University-Airport Santa Clara
4.0 star property
Santa Clara
9.0 out of 10, Wonderful, (67 reviews)
",Clean modern and comfortable facility. The amenities were perfect! "
United States
Elizabeth
$164 nightly
The price is $186
Jun 5 - Jun 6
Total with taxes and fees
Kasa University-Airport Santa Clara

Brand New! Guest House - Modern Stylish & Central

Brand New! Guest House - Modern Stylish & Central
Santa Clara
10.0 out of 10, Exceptional, (44 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.
$254 nightly
The price is $254
Jun 14 - Jun 15
Total with taxes and fees
Brand New! Guest House - Modern Stylish & Central

Downtown 1bd/1ba ADU

Downtown 1bd/1ba ADU
Heritage District
$318 nightly
The price is $339
Jun 7 - Jun 8
Total with taxes and fees
Downtown 1bd/1ba ADU

💎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
9.6 out of 10, Exceptional, (10 reviews)
"Great location, quiet and quaint. "
United States
Karen B.
$249 nightly
The price is $278
Jun 4 - Jun 5
Total with taxes and fees
💎Cozy 1B/1B in a prime location • 🌲AC/ 1000mb wifi/ Washer, dryer/ more…

Guest Suite w/ 2 beds near Downtown Sunnyvale

Guest Suite w/ 2 beds near Downtown Sunnyvale
Lowlanders
$265 nightly
The price is $265
Jun 17 - Jun 18
Total with taxes and fees
Guest Suite w/ 2 beds near Downtown Sunnyvale

Comfy stay in Santa Clara

Comfy stay in Santa Clara
Santa Clara
$423 nightly
The price is $453
Jun 17 - Jun 18
Total with taxes and fees
Comfy stay in Santa Clara

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, (28 reviews)
"Perfect gem! Great location, clean property. Very professional and kind host. "
United States
S R.
$244 nightly
The price is $266
Jun 15 - Jun 16
Total with taxes and fees
Posh place near Santana Row for vacation/business

San Jose 3b2b near DT & Tech Hub

San Jose 3b2b near DT & Tech Hub
Buena Vista
9.0 out of 10, Wonderful, (19 reviews)
"Thank you for a pleasant stay. "
United States
Amanda I.
$516 nightly
The price is $562
Jun 11 - Jun 12
Total with taxes and fees
San Jose 3b2b near DT & Tech Hub

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

Spacious CRTL San Jose 1B w/crib free street prkg
St. Leo's
6.0 out of 10, (2 reviews)
"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.
$323 nightly
The price is $332
Jun 3 - Jun 4
Total with taxes and fees
Spacious CRTL San Jose 1B w/crib free street prkg

Modern style Santana Row loft

Modern style Santana Row loft
San Jose
9.6 out of 10, Exceptional, (5 reviews)
"The host was very responsive and attentive. Also loved the proximity to Santana Row shopping "
United States
Sue A.
$425 nightly
The price is $463
Jun 7 - Jun 8
Total with taxes and fees
Modern style Santana Row loft

"Luxury: 4B/3B with Dual EnSuites, Parking, WiFI"

"Luxury: 4B/3B with Dual EnSuites, Parking, WiFI"
West San Jose
8.2 out of 10, Very Good, (11 reviews)
"We loved our stay, although short, in this comfy home. Our dog loved the sunny yard and we really enjoyed our time there overall!!"
United States
claire p.
$488 nightly
The price is $488
Jun 3 - Jun 4
Total with taxes and fees
"Luxury: 4B/3B with Dual EnSuites, Parking, WiFI"

Private In-Law Suite with Kitchenette in Sunnyvale next to Park

Private In-Law Suite with Kitchenette in Sunnyvale next to Park
Sunnyvale
9.6 out of 10, Exceptional, (4 reviews)
"The neighborhood is very quiet and the park nearby looks great."
Canada
Stefanie T.
$221 nightly
The price is $221
Jun 27 - Jun 28
Total with taxes and fees
Private In-Law Suite with Kitchenette in Sunnyvale next to Park

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.
$476 nightly
The price is $494
Jun 9 - Jun 10
Total with taxes and fees
Stylish Central San Jose 3B2B w/crib Free Parking

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, (7 reviews)
"Nice place and great location."
United States
Rhonda
$357 nightly
The price is $389
Jun 7 - Jun 8
Total with taxes and fees
Luxury 1 bedroom apartment in Santana Row, San Jose
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 $116 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?

Spacious Getaway – Hot Tub, Big Yard, Near Beach, pet friendly, Great for All!: This vacation home near Cupertino offers a fireplace, a patio, and a barbecue grill to help you feel perfectly comfortable in your new surroundings. It has 4 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. It offers a garden, a selection of games, and a hot tub so you can immerse yourself in your vacation.

How many vacation rentals are there in Cupertino?

Expedia has 15 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 Euphrat Museum of Art. 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.