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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
7.4 out of 10, Good, (21 reviews)
"Great location, clean, friendly owners. "
United States
Brian L.
The price is CA $136
CA $277 total
includes taxes & fees
Jul 2 - Jul 3
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
The price is CA $198
CA $472 total
includes taxes & fees
Jun 24 - Jun 25
Brand New Private One Bedroom Cottage with a Wet Bar/Kitchenette

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 CA $219
CA $372 total
includes taxes & fees
Jun 23 - Jun 24
Luxury stay near Santana Row for vacation/business

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.
Downtown 1bd/1ba ADU

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 CA $191
CA $361 total
includes taxes & fees
Jun 24 - Jun 25
Brand New! Guest House - Modern Stylish & Central

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, (9 reviews)
"Suitable for the family. Within walking distance of where we wanted go."
United States
Michael A.
The price is CA $218
CA $446 total
includes taxes & fees
Jun 28 - Jun 29
Airy Modern 2BR/2BA - Parking + Laundry + Sleep 6

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.
The price is CA $329
CA $797 total
includes taxes & fees
Jun 23 - Jun 24
San Jose 3b2b near DT & Tech Hub

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 CA $205
CA $232 total
includes taxes & fees
Jun 28 - Jun 29
Kasa University-Airport Santa Clara

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 CA $314
CA $644 total
includes taxes & fees
Jun 29 - Jun 30
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.
The price is CA $225
CA $383 total
includes taxes & fees
Jun 25 - Jun 26
Posh place near Santana Row for vacation/business

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

Da-H2(Master) A Room · Master Room Luxury King Bed
Sunnyvale
The price is CA $220
CA $410 total
includes taxes & fees
Jul 12 - Jul 13
Da-H2(Master) A Room · Master Room Luxury King Bed

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 CA $92
CA $174 total
includes taxes & fees
Jul 6 - Jul 7
Brand New Guest Suite + Luxurious Bath, Near SJC

💎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.
The price is CA $253
CA $464 total
includes taxes & fees
Jun 28 - Jun 29
💎Cozy 1B/1B in a prime location • 🌲AC/ 1000mb wifi/ Washer, dryer/ more…

Charming Apartment in the heart of Silicon Valley unit 3

Charming Apartment in the heart of Silicon Valley unit 3
San Jose
9.4 out of 10, Exceptional, (9 reviews)
"Easy stay, walking distance to Santana Row. "
United States
Eric H.
The price is CA $177
CA $290 total
includes taxes & fees
Jun 24 - Jun 25
Charming Apartment in the heart of Silicon Valley unit 3

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
The price is CA $353
CA $548 total
includes taxes & fees
Jun 23 - Jun 24
Luxury 1 bedroom apartment in Santana Row, San Jose

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, (60 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 CA $354
CA $696 total
includes taxes & fees
Jul 19 - Jul 20
Spacious 4 Bd 4 Ba home close to all the best of San Jose

Super Bowl Levi's 8 min /5 Free Park /AC/ Football

Super Bowl Levi's 8 min /5 Free Park /AC/ Football
Santa Clara
The price is CA $380
CA $771 total
includes taxes & fees
Jun 23 - Jun 24
Super Bowl Levi's 8 min /5 Free Park /AC/ Football

Modern style Santana Row loft

Modern style Santana Row loft
San Jose
9.4 out of 10, Exceptional, (6 reviews)
"The host was very responsive and attentive. Also loved the proximity to Santana Row shopping "
United States
Sue A.
The price is CA $336
CA $700 total
includes taxes & fees
Jul 2 - Jul 3
Modern style Santana Row loft

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.
The price is CA $239
CA $568 total
includes taxes & fees
Jun 22 - Jun 23
Spacious CRTL San Jose 1B w/crib free street prkg

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 CA $310
CA $703 total
includes taxes & fees
Jul 6 - Jul 7
Stylish Central San Jose 3B2B w/crib Free Parking
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

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Cupertino. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

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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.