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Cupertino Vacation Rentals

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Vacation Rentals in Cupertino

Property grounds
⭐Luxurious Stunning Resort Like House in Silicon Valley 1GBPS 4 beds/2 baths⭐
10.0 out of 10, Exceptional, (4)
"Very clean, co host was very nice, and very roomy and comfy. I like that the bidet had lights LOL."
The price is ¥85,452
¥165,811 total
includes taxes & fees
May 22 - May 23
⭐Luxurious Stunning Resort Like House in Silicon Valley 1GBPS 4 beds/2 baths⭐
Interior
Luxury Condo in Santana Row - Silicon Valley - Levi's Stadium
10.0 out of 10, Exceptional, (116)
"We absolutely loved our stay. Everything was exactly as promised. We hope to return in the future!"
Luxury Condo in Santana Row - Silicon Valley - Levi's Stadium
Fridge, microwave, oven, stovetop
Family-sized 3b SFH, Pet friendly, big backyard, & 5 mins to Santana row!
10.0 out of 10, Exceptional, (2)
"I had been looking for a place to stay with my family and I, that would be ok with a very small gathering. Many places could not accommodate. The owner of this beautiful home though, not only did accommodate, but was also very helpful and thoughtful to mine and my family's needs. He was also very quick to answer any messages I sent his way about questions that I had. His home was not only beautiful but perfect for the small family get together I had. I can't say enough good things about my stay!"
The price is ¥46,695
¥68,019 total
includes taxes & fees
Jun 4 - Jun 5
Family-sized 3b SFH, Pet friendly, big backyard, & 5 mins to Santana row!
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Property grounds
This property is newly built ,1.6 miles to the apple headquarter
10.0 out of 10, Exceptional, (5)
"Overall wonderful experience. The room was very comfortable, quiet, very well appointed, well stocked with amenities, and Shiva (host) was exceptionally accommodating. Highly recommended."
This property is newly built ,1.6 miles to the apple headquarter
Dining
Delightful Spacious 3-bedroom Home in Silicon Valley
10.0 out of 10, Exceptional, (5)
"Spacious, very clean, and good location. Enjoyed our stay. Host was responsive to our questions."
Delightful Spacious 3-bedroom Home in Silicon Valley
Private kitchen
San Jose 3b2b near DT & Tech Hub
10.0 out of 10, Exceptional, (1)
"Property had all the amenities we were looking for. Very dog friendly and close to our weekend festivity's. Beds were super comfortable and bedding was nice. Thank you for hosting our family. We will be back again!"
The price is ¥32,523
¥76,261 total
includes taxes & fees
May 23 - May 24
San Jose 3b2b near DT & Tech Hub
Smart TV, DVD player
Quaint, cute two bedroom home
10.0 out of 10, Exceptional, (8)
"My relatives came to town for my son's wedding, they stayed at the property for 7 days. First of all, the place was very clean, and kitchen has all the stuff we needed. Second, the location is great, it's close to freeways, and short drive to most of the major attractions. And last, but not the least, Chris was a great owner. He respond to our question/request promptly, and was very flexible with our earlier check-in. We definitely will rent again!"
Quaint, cute two bedroom home
Fridge, microwave, oven, stovetop
Silicon Valley Stays Casa Uno
10.0 out of 10, Exceptional, (39)
"We stay in VRBOs in Mountain View often and this one stands out for its gracious layout and appointments. We will return whenever we bring our family. Great stay!"
Silicon Valley Stays Casa Uno
2 bedrooms, in-room safe, desk, iron/ironing board
Wonderful Entire house in the heart of Silicone Valley
9.6 out of 10, Exceptional, (45)
"Clean and very convenient. Just need a sofa in the television area"
Wonderful Entire house in the heart of Silicone Valley
Fridge, microwave, oven, stovetop
Remote work, visitor's Love 4B with 2x suites /3BR- Levis, Kaiser, Great America
9.6 out of 10, Exceptional, (8)
"The house was perfect for us. The kitchen was well stocked. There were 4 bedrooms and 3 full baths. We felt right at home. The owner was also very responsive and helpful during our stay. We also noticed the house was very close to all the major Silicon Valiey companies for those looking for a place to stay while working."
The price is ¥31,130
¥62,260 total
includes taxes & fees
May 25 - May 26
Remote work, visitor's Love 4B with 2x suites /3BR- Levis, Kaiser, Great America
Exterior
Studios Inn
3.5 star property
9.2 out of 10, Wonderful, (47)
"Exellent location and staff!"
Studios Inn
Property grounds
Brand New Private One Bedroom Cottage with a Wet Bar/Kitchenette
9.0 out of 10, Wonderful, (2)
"Great location and easy checking and out process."
The price is ¥16,966
¥45,911 total
includes taxes & fees
May 23 - May 24
Brand New Private One Bedroom Cottage with a Wet Bar/Kitchenette
Terrace/patio
Kasa University-Airport Santa Clara
4.0 star property
9.0 out of 10, Wonderful, (22)
"Comfortable and clean, we would stay here again."
The price is ¥39,582
¥44,530 total
includes taxes & fees
Jun 1 - Jun 2
Kasa University-Airport Santa Clara
Exterior
Luxury stay near Santana Row for vacation/business
9.0 out of 10, Wonderful, (32)
"Clean and Comfortable cozy two bedroom one bath apartment. Quiet and convenient San Jose location that checked all the boxes of what we needed on this trip. Owners very communitive."
The price is ¥23,348
¥38,913 total
includes taxes & fees
May 28 - May 29
Luxury stay near Santana Row for vacation/business
Terrace/patio
Brand New Guest Suite + Luxurious Bath, Near SJC
9.0 out of 10, Wonderful, (10)
"U need to put like plates and silverware and coffee cups in there... U gave us coffee with no cups"
Brand New Guest Suite + Luxurious Bath, Near SJC
Exterior
Whimsical Cottage Near The Village Of Saratoga
9.0 out of 10, Wonderful, (14)
"Most relaxing nice stay!"
Whimsical Cottage Near The Village Of Saratoga
Interior
Great Games at Twin Creeks Sports Complex! Pets Allowed, Swimming Pool!
8.4 out of 10, Very Good, (6)
"It was my 70th birthday and we booked two suites. Check in was a breeze - they allowed us to the rooms early, made sure the rooms were next to each other, carried our luggage to our rooms. I couldn't be happer with the selection and will definitely recommend. The only thing was being able to let people know where we were staying. Having the name Sonesta Suites would have been helpful to help our friends find the location."
The price is ¥23,503
¥29,600 total
includes taxes & fees
May 24 - May 25
Great Games at Twin Creeks Sports Complex! Pets Allowed, Swimming Pool!
Lobby lounge
Global Luxury Suites at Mountain View
4.0 star property
8.2 out of 10, Very Good, (169)
"Cleaness!!"
The price is ¥40,005
¥65,492 total
includes taxes & fees
May 28 - May 29
Global Luxury Suites at Mountain View
Exterior
Cute 1BR/1BA Pvt entry & yard
7.6 out of 10, Good, (18)
"Nice and comfortable place"
The price is ¥10,273
¥23,597 total
includes taxes & fees
May 29 - May 30
Cute 1BR/1BA Pvt entry & yard
Fridge, microwave, stovetop, dishwasher
Private Comfy- 1BR/1BA/Living/Kitchen, SJC Downtown, Airport, VMC, SantanaRow
7.2 out of 10, Good, (20)
"The suite was small but cozy and just right for our needs. Kitchen was well-equipped and the availability of a washer and dryer was much appreciated!"
The price is ¥13,697
¥32,082 total
includes taxes & fees
May 22 - May 23
Private Comfy- 1BR/1BA/Living/Kitchen, SJC Downtown, Airport, VMC, SantanaRow
Don't see what you're looking for?
See all available properties in Cupertino
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.

Other types of properties in Cupertino you may be interested in

Meeting facility
Juniper Hotel Cupertino, Curio Collection by Hilton
4.0 star property
9.0 out of 10, Wonderful, (1001)
"The front door wasn’t welcoming at all. There was a sitting area full of smokers and I could barely breathe going in nor did I want to expose my young children to it. Luckily they had room access through the parking garage. Room very clean and comfortable. "
The price is ¥18,395
¥20,642 total
includes taxes & fees
May 26 - May 27
Juniper Hotel Cupertino, Curio Collection by Hilton
Exterior
Hilton Garden Inn Cupertino
3.0 star property
8.6 out of 10, Excellent, (1004)
"It was conveniently located right off the freeway; a few minutes drive to restaurants and shopping! The hotel was clean and quiet. "
The price is ¥16,922
¥18,953 total
includes taxes & fees
Jun 21 - Jun 22
Hilton Garden Inn Cupertino
Terrace/patio
Aloft Cupertino
3.0 star property
8.6 out of 10, Excellent, (1000)
"Small parking lot. Other than that, I'm happy I chose to stay there. "
The price is ¥18,071
¥20,275 total
includes taxes & fees
Jun 1 - Jun 2
Aloft Cupertino
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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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 free WiFi and a TV to help you feel perfectly comfortable in your new surroundings. Amenities like a fridge and free parking are also available for your convenience.

How many vacation rentals are there in Cupertino?

Expedia has 38 vacation rentals for your stay in Cupertino.

What’s there to see and do in Cupertino?

Enjoy the outdoors at Santa Cruz Mountains and Cupertino Memorial Park, or simply take in cultural attractions like McClellan Ranch Park and Cupertino Historical Society and Museum. In the larger area, you’ll find popular places like Levi's Stadium and Tesla Motors.

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.

Recent reviews of Cupertino properties
Expedia verified reviews