Photo by David Lew

Search Vacation Homes in Cupertino

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Vacation Homes in Cupertino

Our top choices for Cupertino vacation homes

Spacious 4 Bd 4 Ba home close to all the best of San Jose

9.8 out of 10, Exceptional, (43)
"This was an excellent property to stay with my family very convenient as three of the four bedrooms have their own bathroom very clean and very friendly owner we highly recommend this property for his location and space"
The price is ¥31,739
¥66,799 total
includes taxes & fees
Aug 25 - Aug 26
Spacious 4 Bd 4 Ba home close to all the best of San Jose

Stunning Stylish Luxury 3BR Santa Clara Home

The price is ¥33,062
¥64,515 total
includes taxes & fees
Sep 1 - Sep 2
Stunning Stylish Luxury 3BR Santa Clara Home

In the Heart of Santa Clara, Near Apple HQ & Santana Row: Modern 3-Bedroom Home

9.8 out of 10, Exceptional, (9)
"clean comfortable and lots of space"
In the Heart of Santa Clara, Near Apple HQ & Santana Row: Modern 3-Bedroom Home

Charming 1-bedroom house in superb San Jose with AC, WiFi

2.0 out of 10, (1)
"Finally checked in after difficulty in communicating with owner(?): towels wet ( worried they had been used by previous tenants) - used our own towel, no top sheet on the bed. There is only a comforter. So got blanket out of the car - no faith in the comforter being clean. Set a sandwich down and ants attack. From 5 a.m. traffic noise begins and doesn't stop until 2 a.m. the next day. Last day - rat ran across porch. Definitely not worth the saving over a hotel. Motel 6 is a step up. No...
The price is ¥9,698
¥20,880 total
includes taxes & fees
Aug 27 - Aug 28
Charming 1-bedroom house in superb San Jose with AC, WiFi

Santana Row 4BR Stay – Heart of Silicon Valley

7.6 out of 10, Good, (10)
"Solid spot - about as close to Santana Row as it gets without being literally on top of it.Owner was quick to respond to any issues."
Santana Row 4BR Stay – Heart of Silicon Valley

Business/Family Retreat Near Levi's Stadium!

7.4 out of 10, Good, (3)
"Excellent location! Close to a theme park, water parks, kids playground, Safeway and Starbuck were a short drive. Bogarts Sports Bar was nice. House was comfortable with a fulling equipped kitchen. Airline noise at 6am, so we closed the windows!"
Business/Family Retreat Near Levi's Stadium!

Great View & Bright 3Br home /AC/ San Jose

9.4 out of 10, Exceptional, (3)
"Nice yard and spaces. We didn't have enough forks and knives, but after notifying the manager, he shipped more. There weren't serving dishes or many towels, but you can wash and make do. We had a great stay."
Great View & Bright 3Br home /AC/ San Jose

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

8.2 out of 10, Very Good, (10)
"This was a short overnight stay for us. It was fine for one night. There was only me fork and a few spoons so if you need utensils bring your own. Not fancy but enough to get us through the night! The neighborhood was good and the communication with the person renting was great! "
The price is ¥34,384
¥72,001 total
includes taxes & fees
Aug 27 - Aug 28
"Luxury: 4B/3B with Dual EnSuites, Parking, WiFI"

@ Marbella Lane - Stylish Cozy4BR in SiliconValley

9.8 out of 10, Exceptional, (14)
"Great host, hospitality, and overall good place to stay. Would book again"
@ Marbella Lane - Stylish Cozy4BR in SiliconValley

Spacious 4 Bed/ 4 Bath 2300ft Home Centrally-Located in heart of Silicon Valley

9.0 out of 10, Wonderful, (12)
"An excellent place to stay in San Francisco!"
Spacious 4 Bed/ 4 Bath 2300ft Home Centrally-Located in heart of Silicon Valley

@ Marbella Lane - Immaculate & Cozy 3BR Home

7.2 out of 10, Good, (9)
"Great place to stay"
@ Marbella Lane - Immaculate & Cozy 3BR Home

Large 2BD, 2BA Private Whole House Walking Distance from Downtown Mountain View!

9.6 out of 10, Exceptional, (10)
"Loved my stay at this cozy, clean home! The house had anything I needed for a two week stay and was a great central place to be to explore the Bay Area. Lots of natural light, great fenced in yards for the dogs. Really enjoyed walking around the neighborhood and to downtown Mountain View. Highly recommend!"
Large 2BD, 2BA Private Whole House Walking Distance from Downtown Mountain View!

NEW! Spacious Mountain View Duplex in Prime Location ~ RA498827

10.0 out of 10, Exceptional, (2)
NEW! Spacious Mountain View Duplex in Prime Location ~ RA498827

3B/2B with WiFi access!

3B/2B with WiFi access!

3-bedroom house in peaceful Campbell with WiFi

8.0 out of 10, Very Good, (1)
"Flew in from East coast for wedding. Campbell was a perfect location for all the planned wedding activities from CupertinoSaratogaLos Gatos SanJose airport Santa Cruz beaches and boardwalk. We believe we were the first guests and the house was a show house. Basic ammenities but comfortable and safe for me and my 4 daughters 2430yo. Communication with Will was timely and helpful. It was a pleasure to stay."
The price is ¥48,005
¥109,965 total
includes taxes & fees
Aug 25 - Aug 26
3-bedroom house in peaceful Campbell with WiFi

Spacious 3+1 BR/2B House Sunnyvale Community Park

10.0 out of 10, Exceptional, (1)
"great place"
Spacious 3+1 BR/2B House Sunnyvale Community Park

Charming 3-bedroom house with WiFi and AC in Santa Clara

Charming 3-bedroom house with WiFi and AC in Santa Clara

Apple Park Home

Apple Park Home

Upscale 3B2B Modern House Near Mountain View Downtown

10.0 out of 10, Exceptional, (1)
"Lovely 3 bedroom 2 bath near Mt.View downtown and 2 miles from Shoreline Amphitheatre. The hosts were very responsive and lovely to deal with. Street parking is crazy and narrow but the parking in front of the home is large enough for 2 cars. The beds were all very comfortable. It is a great location and quite quiet. Small little outdoor patio to enjoy some sunshine and coffee from their Keurig. The amenities were new and modern from appliances to dishware to furniture. We enjoyed the large flat...
The price is ¥66,123
¥107,707 total
includes taxes & fees
Sep 20 - Sep 21
Upscale 3B2B Modern House Near Mountain View Downtown

Santa Clara 6Br Stunning Entire house

The price is ¥79,215
¥135,640 total
includes taxes & fees
Aug 25 - Aug 26
Santa Clara 6Br Stunning Entire house
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Cupertino Hotel Reviews