Cupertino holiday rentals

We found 1,214 holiday rentals — enter your dates for availability
Discover a selection of 12 homes and other holiday rentals in Cupertino that are perfect for your trip. Whether you’re staying in a holiday home with friends, family or just with your pet, you'll have the best amenities for spending time at your home away from home, such as air conditioning and a TV. At the end of the day, you'll be able to choose a property to rent for everyone's needs, including a place that is accessible or non-smoking.

Holiday rentals with weekly discounts – Cupertino

Showing deals for:13 Nov - 20 Nov

Frontage View
Open Plan-Hallway to Kitchen and Family Room
Large Family Room
Dining
Exceptional
(70 reviews)

Luxurious & cozy Large 4 BR 2BA Home with Swimming POOL- San Jose Cambrian area

San Jose

8% off
AU$4,228
for 7 nights, 1 home
AU$604 per night
includes taxes & fees
Luxurious & cozy Large 4 BR 2BA Home with Swimming POOL- San Jose Cambrian area
Living Room
Island Kitchen & Dining Area
Interior
Living area
Exceptional
(25 reviews)

Charming Cupertino Retreat: Spacious Home near Apple HQ, Dining and Shopping!

Cupertino

7% off
AU$4,902
for 7 nights, 1 home
AU$700 per night
includes taxes & fees
Charming Cupertino Retreat: Spacious Home near Apple HQ, Dining and Shopping!
Living area
Living area
Private kitchen
Exterior
Very good
(6 reviews)

The Zen Den - Newly Built 2 BR Centrally-Located

Santa Clara

8% off
AU$2,317
for 7 nights, 1 home
AU$331 per night
includes taxes & fees
The Zen Den - Newly Built 2 BR Centrally-Located
Interior
Interior
Private kitchen
Room
Exceptional
(17 reviews)

Stunning Stylish Luxury 3BR Santa Clara Home

Santa Clara

8% off
AU$3,038
for 7 nights, 1 home
AU$434 per night
includes taxes & fees
Stunning Stylish Luxury 3BR Santa Clara Home
Path behind your house.
House is surrounded by vineyard, oak trees and a waterfall
Private driveway & parking + tennis, basketball, pool & spa (warm season only)
Private putting green with seating area
Exceptional
(59 reviews)

Family-friendly 3BR resort experience on quiet vineyard near Stanford/Palo Alto

Portola Valley

9% off
AU$5,049
for 7 nights, 1 home
AU$721 per night
includes taxes & fees
Family-friendly 3BR resort experience on quiet vineyard near Stanford/Palo Alto
Bedroom 1
Living room
Dining area
Kitchen
Exceptional
(5 reviews)

Pets welcome and no check-out chores at Redwood Grove Retreat!

Boulder Creek

16% off
AU$4,191
for 7 nights, 1 cottage
AU$599 per night
includes taxes & fees
Pets welcome and no check-out chores at Redwood Grove Retreat!
Dining Room
Living room
Room
Kitchen
Exceptional
(29 reviews)

Bright modern home near Santana Row, Apple

Santa Clara

10% off
AU$3,361
for 7 nights, 1 home
AU$480 per night
includes taxes & fees
Bright modern home near Santana Row, Apple
Living area
Pool
Interior
Property grounds
Exceptional
(8 reviews)

Railway Getaway

San Jose

8% off
AU$2,595
for 7 nights, 1 home
AU$371 per night
includes taxes & fees
Railway Getaway
Living area
Interior
Room
Private kitchen
Wonderful
(25 reviews)

Modern 5-Star Oasis - Prime Location in Mountain View #179

Mountain View

8% off
AU$2,751
for 7 nights, 1 home
AU$393 per night
includes taxes & fees
Modern 5-Star Oasis - Prime Location in Mountain View #179
Private kitchen
Outdoor dining
Dining
Room
Exceptional
(22 reviews)

3M's Luxury Home with fast wifi and private garden near Santana Row

Santa Clara

8% off
AU$4,247
for 7 nights, 1 home
AU$607 per night
includes taxes & fees
3M's Luxury Home with fast wifi and private garden near Santana Row
Kitchen
0.2 miles from Castro St and the heart of downtown Mtn View
Front of Home
Kitchen looking to Living Room (furniture will be different)
Exceptional
(41 reviews)

Downtown Private Home With Backyard

Mountain View

10% off
AU$2,837
for 7 nights, 1 home
AU$405 per night
includes taxes & fees
Downtown Private Home With Backyard
Room
Living area
Private kitchen
Interior
Exceptional
(14 reviews)

Designer retreat home near Stanford! Luxury, Gym, Peloton, office,Backyard,BBQ

Menlo Park

8% off
AU$4,226
for 7 nights, 1 home
AU$604 per night
includes taxes & fees
Designer retreat home near Stanford! Luxury, Gym, Peloton, office,Backyard,BBQ
Bathroom
Private kitchen
Room
Dining
Exceptional
(41 reviews)

Spacious, quiet, lovely home. Heart of the Bay

Campbell

8% off
AU$2,631
for 7 nights, 1 home
AU$376 per night
includes taxes & fees
Spacious, quiet, lovely home. Heart of the Bay
Kitchen sink with hanging plants, natural light, and serene backyard views.
Property grounds
Living area
Kids love the cozy swing on this private deck — fun and relaxing spot for play
Exceptional
(9 reviews)

Family Favorite-Mickey Dream Loft + TREE house, A Tiny Home Adventure

San Jose

8% off
AU$2,922
for 7 nights, 1 home
AU$417 per night
includes taxes & fees
Family Favorite-Mickey Dream Loft + TREE house, A Tiny Home Adventure
Dining
Private kitchen
Exterior
Living area
Wonderful
(17 reviews)

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

Santa Clara

6% off
AU$3,947
for 7 nights, 1 home
AU$564 per night
includes taxes & fees
Spacious 4 Bed/ 4 Bath 2300ft Home Centrally-Located in heart of Silicon Valley
Private kitchen
Outdoor dining
Modern kitchen appliances
Interior
Exceptional
(66 reviews)

Modern 2Bed/1Bath bungalow style suite in Willow Glen

San Jose

6% off
AU$1,931
for 7 nights, 1 home
AU$276 per night
includes taxes & fees
Modern 2Bed/1Bath bungalow style suite in Willow Glen
Room
Terrace/patio
Private kitchen
Interior
Excellent
(24 reviews)

Serene Guest Suite w/ Private Bath and Kitchenette

San Jose

11% off
AU$849
for 7 nights, 1 home
AU$121 per night
includes taxes & fees
Serene Guest Suite w/ Private Bath and Kitchenette
Interior
Room
Bathroom
Room
Exceptional
(10 reviews)

"Queens Palace" Studio Apt Business Ready - San Jose

Campbell

9% off
AU$1,375
for 7 nights, 1 apartment
AU$196 per night
includes taxes & fees
"Queens Palace" Studio Apt Business Ready - San Jose
One block to the wonderful Mtn View Public Library
2 Short Blocks to Castro St, the heart of Downtown Mtn View
Front of Home
Living Room
Exceptional
(12 reviews)

Historic Downtown Mountain View Home

Mountain View

11% off
AU$5,204
for 7 nights, 1 home
AU$743 per night
includes taxes & fees
Historic Downtown Mountain View Home
Exterior detail
Living area
Exterior detail
Living area
Exceptional
(5 reviews)

Charming 2-bedroom Loft on Santana Row with WiFi, AC

San Jose

12% off
AU$2,595
for 7 nights, 1 apartment
AU$371 per night
includes taxes & fees
Charming 2-bedroom Loft on Santana Row with WiFi, AC
Room
Living area
Dining
Room
Excellent
(8 reviews)

Charming and Bright 3Br home in San Jose

San Jose

8% off
AU$3,937
for 7 nights, 1 home
AU$562 per night
includes taxes & fees
Charming and Bright 3Br home in San Jose
Living area
Interior
Interior
Private kitchen
Exceptional
(8 reviews)

Designer Home Near Stanford/Tech Hub+AC/Gym/Office/BBQ/Parking. 2 Bed/1 Bath.

Menlo Park

8% off
AU$4,005
for 7 nights, 1 home
AU$572 per night
includes taxes & fees
Designer Home Near Stanford/Tech Hub+AC/Gym/Office/BBQ/Parking. 2 Bed/1 Bath.
  • Peace of mind

    Our Book with Confidence Guarantee gives you 24/7 support
  • More quality time

    From booking to staying, the whole process is simple and enjoyable
  • All the privacy of home

    Enjoy full kitchens, laundry, pools, gardens and more
  • More for less

    More space, more privacy, more amenities — more value

Head to the lively city of Cupertino

Enjoy the area's live music, theatre scene and monuments with a rental holiday home in Cupertino. This welcoming city is known for its restaurants, shopping and cycling. Levi's Stadium and California's Great America are just a couple of the must-see attractions in the area. Many of our holiday rentals offer full kitchens, spacious living quarters and sometimes even a hot tub—perfect for a relaxing getaway.

Sightseeing in and around Cupertino

Are you looking for things to do in the area? Venture out of your cosy holiday rental and check out everything that makes Cupertino a one-of-a-kind holiday spot. These are some of the most popular attractions to explore, all within 30 miles (48.2 km) of the city centre:

  • California's Great America (6 mi / 9.7 km)
  • Mountain Winery (4.7 mi / 7.6 km)
  • NASA Ames Research (6.2 mi / 10 km)
  • Twin Creeks Sports Complex (6.5 mi / 10.5 km)
  • Happy Hollow Park and Zoo (9.3 mi / 15 km)
  • LEGOLAND® Discovery Center (9.9 mi / 15.9 km)

Exploring the natural features in Cupertino

Whether you're looking for adventure or just want to appreciate the scenery, Cupertino is a great spot to appreciate mother nature. Here are some of the area’s most stunning natural features, all within 30 miles (48.2 km) of the city centre:

  • Silicon Valley (4 mi / 6.4 km)
  • Hakone Gardens (4.9 mi / 7.9 km)
  • Baylands Park (6.4 mi / 10.3 km)
  • San Andreas Fault Trail (6.5 mi / 10.4 km)
  • Plaza de Cesar Chavez (7.9 mi / 12.7 km)
  • Alum Rock Park (13.8 mi / 22.2 km)

Transport to and around Cupertino

The nearest airport is in San Jose, CA (SJC-Norman Y. Mineta San Jose Intl.), located 6.5 mi (10.5 km) from the city centre. If you can't find a flight that works for your travel itinerary, you could also fly into San Carlos, CA (SQL), which is 17.9 mi (28.8 km) away.

Frequently asked questions

What is the best area to stay in Cupertino when booking a holiday home?
One of the more desired neighbourhoods to find a Cupertino holiday home is Rancho Rinconada. When you book your holiday property with Stayz, you can look forward to having the whole place to yourselves. That means you won't have to share it with anybody other than your people.
What is the most popular type of holiday home accommodation in Cupertino?
According to our data, apartments are the most desirable type of holiday property in Cupertino. But of course, everyone's idea of an epic stay isn't going to be the same. Stayz has holiday homes of all shapes, sizes and budgets, so you're sure to find your ideal fit.
How much does it cost to rent a holiday home in Cupertino?
The average price for a holiday home in Cupertino depends on a number of factors, like season, property type and length of stay. Whether you're searching for a sprawling villa with lots of bedrooms or a quaint cabin for you and your other half, just enter your dates of travel to discover stays with terrific value.
How much does it cost to rent a beach house in Cupertino?
The average price for a holiday home by the beach in Cupertino depends on when you'll be there and the size and style of property you're searching for. You can find prices quickly and easily on Stayz by entering your dates of travel. Then use our handy filter tool to select the number of bedrooms and amenities that you need, like a pool, air conditioning and WiFi.
Are there pet-friendly holiday homes in Cupertino?
Pack a squeezy toy and a bone for your puppy dog because Cupertino has 21 holiday homes that roll out the welcome mat to doggie guests. Let your four-legged pal get in on the family fun at one of our pet-friendly holiday homes on Stayz. Simply enter your destination and travel dates, then check our "Pets allowed" filter box.
Can I rent a house with a pool in Cupertino?
Dig out your swimwear and swim ring, because there are 10 houses with a private pool in Cupertino. Unwind at one of these terrific holiday homes and every day can be a pool day. Simply enter your travel dates into Stayz, then use the "pool" filter to find the ideal place for a splashing good time!
What are popular home amenities in Cupertino?
Some of the most popular home amenities guests are looking for in Cupertino are an electric car charging station, a barbecue grill and a fireplace. Whether you're on a trip with family, your besties or even pets, Stayz holiday homes have the best amenities for chilling out with the people you cherish the most.
Are there large group holiday homes in Cupertino?
Cupertino has two holiday properties that can fit 10 or more guests. These properties come with the space you need to share good times with family and friends.
Are there holiday homes in Cupertino that welcome kids?
With 21 family-friendly holiday homes available in Cupertino, there's never been a better time to introduce your kids to the wonders of travel. Simply check our "Properties good for families" filter to view stays packed with amenities ideal for families on the move, such as full kitchens, pools, entertainment areas and bunk beds.
What are the top attractions for families in Cupertino?
Keep the kids occupied at these fun family-friendly attractions in Cupertino:
  • Californias Great America
  • Rosicrucian Egyptian Museum
  • The Tech Interactive
Are there one-bedroom holiday homes in Cupertino?
Yes, you'll find eight one-bedroom properties in Cupertino to select from. A one-bedroom holiday home is an excellent choice if it's just two of you or if you're travelling solo. Add in more convenience, privacy and space compared to a regular hotel, and you're bound to have an unforgettable getaway.
Can I find two-bedroom holiday homes in Cupertino?
Cupertino has seven two-bedroom properties for you to select from. Experience a holiday home with all the comfort and privacy you're looking for at a fantastic price on Stayz.
Are there holiday homes with WiFi in Cupertino?
Choose from seven holiday homes with WiFi in Cupertino. If you want to disconnect from daily life during your escape, but still want to be connected to the web, these getaways have what you need. Narrow your search by applying the WiFi filter on Stayz.
How can I find holiday homes with air conditioning in Cupertino?
Decide on your travel dates and then use the filter tool to find holiday homes with ac in Cupertino on Stayz. With 20 air-conditioned properties on offer here, you can look forward to a cool and comfy stay.
How old do you have to be to rent a holiday home in Cupertino?
The minimum age is normally 16, 18 or 21. It can vary between properties on Stayz, so check the rules of your preferred Cupertino stay before booking your escape.
How long can I rent a holiday home in Cupertino for?
It's down to the Cupertino property. To look at a list of options offering extended stays, simply type your dates and guest number into Stayz's search page. Look forward to having the property to yourself, along with home comforts like air conditioning, a fully-equipped kitchen and a backyard where the kids can run around and play. Keep your eyes open for long-term stays that offer weekly or monthly discounts.

More holiday ideas