Cupertino Vacation Rentals

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Check prices for these dates

In two weeks
May 22 - May 24
In two months
Jul 3 - Jul 5
In three months
Jul 31 - Aug 2
In four months
Aug 28 - Aug 30

Our top choices for Cupertino vacation rentals

Interior

Luxury stay near Santana Row for vacation/business

Luxury stay near Santana Row for vacation/business
West San Jose
9.4 out of 10, Exceptional, (60 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 ￥24,285
￥41,269 total
includes taxes & fees
May 12 - May 13
Luxury stay near Santana Row for vacation/business
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 ￥21,934
￥51,653 total
includes taxes & fees
May 13 - May 14
Brand New Private One Bedroom Cottage with a Wet Bar/Kitchenette
1 bedroom, iron/ironing board, WiFi, bed sheets

Modern little poolside house By Downtown Mountain View!

Modern little poolside house By Downtown Mountain View!
Shoreline West
9.4 out of 10, Exceptional, (10 reviews)
"Very welcome host, great amenities"
United States
Anna J.
Modern little poolside house By Downtown Mountain View!
Fridge, microwave, oven, stovetop

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.
The price is ￥18,332
￥33,931 total
includes taxes & fees
Jun 8 - Jun 9
Gourmet Kitchen + Private Front Yard + Parking
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, (26 reviews)
"Perfect gem! Great location, clean property. Very professional and kind host. "
United States
S R.
The price is ￥24,912
￥42,272 total
includes taxes & fees
May 13 - May 14
Posh place near Santana Row for vacation/business
TV, fireplace, Netflix, streaming services

"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.
The price is ￥42,617
￥82,414 total
includes taxes & fees
May 12 - May 13
"Luxury: 4B/3B with Dual EnSuites, Parking, WiFI"
Highchair, blender, cookware/dishes/utensils, spices

San Jose 3b2b near DT & Tech Hub

San Jose 3b2b near DT & Tech Hub
Buena Vista
9.0 out of 10, Wonderful, (18 reviews)
"The house was very well equipped and perfect for our family"
United States
Valentina
The price is ￥33,702
￥85,251 total
includes taxes & fees
May 21 - May 22
San Jose 3b2b near DT & Tech Hub
Outdoor dining

Santana Row Properties #7 - Silicon Valley Getaway

Santana Row Properties #7 - Silicon Valley Getaway
San Jose
9.8 out of 10, Exceptional, (36 reviews)
"Great location and easy to navigate the area"
United States
Jennifer B.
The price is ￥33,530
￥66,652 total
includes taxes & fees
May 13 - May 14
Santana Row Properties #7 - Silicon Valley Getaway
Interior

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 ￥28,516
￥53,459 total
includes taxes & fees
Jun 7 - Jun 8
Airy Modern 2BR/2BA - Parking + Laundry + Sleep 6
TV

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.
The price is ￥35,535
￥74,968 total
includes taxes & fees
May 14 - May 15
Modern style Santana Row loft
Fireplace

Kasa University-Airport Santa Clara

Kasa University-Airport Santa Clara
4.0 star property
Santa Clara
9.0 out of 10, Wonderful, (64 reviews)
"Clean room and nice amenities"
United States
Olivia
The price is ￥26,087
￥29,609 total
includes taxes & fees
May 14 - May 15
Kasa University-Airport Santa Clara
Outdoor dining

Santana Row Properties #3 - Silicon Valley Getaway

Santana Row Properties #3 - Silicon Valley Getaway
San Jose
The price is ￥32,746
￥65,633 total
includes taxes & fees
May 13 - May 14
Santana Row Properties #3 - Silicon Valley Getaway
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, (7 reviews)
"Nice place and great location."
United States
Rhonda
The price is ￥39,170
￥60,557 total
includes taxes & fees
May 13 - May 14
Luxury 1 bedroom apartment in Santana Row, San Jose
Living area

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)
"Easy stay, walking distance to Santana Row. "
United States
Eric H.
The price is ￥19,585
￥31,571 total
includes taxes & fees
May 27 - May 28
Charming Apartment in the heart of Silicon Valley unit 3
Living area

Charming 3-bedroom Guesthouse with WiFi in Sunnyvale

Charming 3-bedroom Guesthouse with WiFi in Sunnyvale
San Miguel
The price is ￥49,354
￥113,671 total
includes taxes & fees
May 12 - May 13
Charming 3-bedroom Guesthouse with WiFi in Sunnyvale
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, (54 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 ￥36,036
￥73,169 total
includes taxes & fees
Jun 1 - Jun 2
Spacious 4 Bd 4 Ba home close to all the best of San Jose
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 ￥8,617
￥17,516 total
includes taxes & fees
May 17 - May 18
Brand New Guest Suite + Luxurious Bath, Near SJC
WiFi

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.
The price is ￥21,152
￥39,640 total
includes taxes & fees
May 30 - May 31
Brand New! Guest House - Modern Stylish & Central
TV

Big 6BR DT SJ Getaway + Huge Backyard

Big 6BR DT SJ Getaway + Huge Backyard
Ryland
10.0 out of 10, Exceptional, (3 reviews)
"This house was perfect for our group of 10 as a place to stay while we were in the area to see a SJ Sharks game as it was only a 5 min drive from SAP Center. It was very a beautiful home that was clean, comfortable, and perfect for a large group. Our host was very responsive anytime I reached out. We had asked if the home had any extra blankets - they responded immediately and had brand new blankets delivered within the hour. If we found ourselves in SJ with a large group we would absolutely...
United States
Jen S.
The price is ￥49,550
￥115,556 total
includes taxes & fees
May 17 - May 18
Big 6BR DT SJ Getaway + Huge Backyard
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.
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

Granada Hotel Santa Clara

Granada Hotel Santa Clara

10/10 Excellent
"Clean, comfortable and a good arra"
Margaret 1-night trip
Posted 14 hours ago
Granada Hotel Santa Clara

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:

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Look no further and take a look at our great range of rental properties in Cupertino!

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 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. While here, Blackberry Farm Golf Course and West Coast Farmers Market 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.