Cupertino Vacation Rentals from CA $75: Short-Term Rentals for 2026

Q: What are some of the best vacation rentals in Cupertino?

Serene Guest Suite w/ Private Bath and Kitchenette : This vacation home near Cupertino has air-conditioning and WiFi to help you feel perfectly comfortable in your new surroundings.

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Our top choices for Cupertino vacation rentals

A bedroom with two beds, a ceiling fan, a window with curtains, and a nightstand with a lamp.

1. Brand New Private One Bedroom Cottage with a Wet Bar/Kitchenette

Cupertino

Kevin

CA $443 total

includes taxes & fees

Nov 8 - Nov 9

A backyard with a patio area, a wooden fence, and a variety of plants.

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

West San Jose

"When we went to the place we had issues finding our way to enter the property the landlord was able to give me some information about how to get in. The she mentioned she forgot to clean the place. We got in and found used towels all around with weird smell. The places wasn’t cleared. And what she offered to solve was to wait like 2 hours for her to arrive that will give us clean bed sheets for us to change. We had driven a lot to find where we stay will be clean at least. So we managed to...

Julio M.

CA $258 total

includes taxes & fees

Nov 7 - Nov 8

A modern kitchen with white cabinetry, stainless steel appliances, and a herringbone-patterned backsplash.

3. Gourmet Kitchen + Private Front Yard + Parking

Burbank

Sandra

CA $248 total

includes taxes & fees

Dec 1 - Dec 2

4. Big Sunnyvale Room | Queen + Sofa Bed, Quiet Area

Sunnyvale

"We didn’t know until we arrived that there was only one bathroom for 5 rooms, which was an issue for us (seniors). It reminded me of college days. We arrived after dark and the lack of lighting from the driveway to the front door on the side of the building ended up being an issue for us. The other renters were fairly considerate and quiet. The refrigerator was quite full and didn’t have well-marked areas for each room and there seemed to be extra food than just the people staying there. We had...

Shelley H.

CA $311 total

includes taxes & fees

Nov 25 - Nov 26

A modern living room with a grey sofa, a blue armchair, and a wooden coffee table. There are two wall decorations and a large green plant.

5. Cupertino 2BR w/AC/Washer/Dryer/EV on 1F

Sunnyvale West

CA $516 total

includes taxes & fees

Nov 15 - Nov 16

A modern living room with a sofa, coffee table, TV, speakers, and a plant.

6. Cupertino Edge 2BR | Long Stay Deal | AC + Laundry

Sunnyvale West

"This property was fantastic! The place was impeccably clean and tastefully decorated with modern furnishings. Our host was incredibly attentive, responding quickly to all our messages and requests. The neighborhood was quiet and felt very safe. We loved having a large park nearby for walks with our dog. The location was ideal for our vacation - a short trip to both Levi's Stadium and Great America! We highly recommend this property."

Michael R.

CA $540 total

includes taxes & fees

Nov 22 - Nov 23

A hotel entrance with a glass door, a visible sign indicating the number 6, and a staircase leading to the upper floor.

7. Clean 1 Queen Bed | ADA/RI Shower

SUNNYVALE

Anonymous traveller

CA $131 total

includes taxes & fees

Dec 4 - Dec 5

A wicker sofa with a cushion, a potted plant, and a dining area with a table and chairs in the background.

8. Brand New Guest Suite + Luxurious Bath, Near SJC

Burbank

Elena L.

CA $144 total

includes taxes & fees

Nov 11 - Nov 12

A modern kitchen with dark wood cabinets, stainless steel appliances, and a central island.

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

Santa Clara

Deborah C.

CA $550 total

includes taxes & fees

Nov 6 - Nov 7

10. Cozy 1 Queen Bed | ADA/Tub

Sunnyvale

Anonymous traveller

CA $131 total

includes taxes & fees

Nov 27 - Nov 28

A room with a wooden floor, a bookshelf with various decorative items, a chair, and a floor lamp.

11. Luxury stay near Santana Row for vacation/business

West San Jose

Vanessa

CA $355 total

includes taxes & fees

Nov 5 - Nov 6

A modern kitchen with wooden cabinets, stainless steel appliances, a central island, and a ceiling fan.

12. 🌟 Stylish 2B2B Retreat in the Heart of the Silicon Valley

Sunnyvale

maggie c.

CA $525 total

includes taxes & fees

Nov 10 - Nov 11

A residential house with a garage, a stone pillar, and a flag.

13. Luxurious Stunning Resort Like House in Silicon Valley 1GBPS 4 beds/2 baths

Cupertino

Grant H.

CA $1,321 total

includes taxes & fees

Nov 8 - Nov 9

A modern living room with a grey sofa, a glass coffee table, and a dark armchair. There is a large window with a view of a building outside.

14. Charming Apartment in the heart of Silicon Valley unit 3

San Jose

Eric H.

CA $277 total

includes taxes & fees

Nov 8 - Nov 9

A hallway with white doors, a TV mounted on the wall, and a trash bin near the door.

15. Guest Suite w/ 2 beds near Downtown Sunnyvale

Lowlanders

CA $358 total

includes taxes & fees

Nov 21 - Nov 22

A house with a wooden deck, a brick fireplace, and a dark front door.

16. Comfy stay in Santa Clara

Santa Clara

Richard A.

CA $501 total

includes taxes & fees

Nov 10 - Nov 11

A modern hotel room with a large bed, a flat-screen TV mounted above a fireplace, a sofa, and a coffee table.

17. 7 Min to Nvidia | 4 Parking | Intern Group House

Briarwood

CA $653 total

includes taxes & fees

Nov 9 - Nov 10

An outdoor dining area with wooden tables and chairs, surrounded by greenery and string lights.

18. Santana Row Properties #7 - Silicon Valley Getaway

San Jose

Jennifer B.

CA $537 total

includes taxes & fees

Nov 15 - Nov 16

A modern living room with a grey sofa, black rug, and a wooden coffee table. A large window provides natural light, and a black metal staircase is visible.

19. Modern style Santana Row loft

San Jose

Cheryl P.

CA $580 total

includes taxes & fees

Nov 11 - Nov 12

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Top Cupertino Hotel Reviews

A rooftop pool area with seating and a view of a cityscape at sunset.

Hyatt House San Jose / Cupertino

Cupertino

10/10 Excellent

Excellent hotel! Staff were warm, welcoming and very professional. Our room had everything we needed. It was well laid out and very clean. The TV remote actually worked and the TV swiveled. Room had a dishwasher, stove, microwave, and fridge. Shower was spacious and really nice. The breakfast buffet was delicious. It even had rice and miso soup! Staff kept everything very clean. The bacon was perfectly cooked and very tasty. They even had made to order omelets. I think the only thing missing...

Kevin

A modern kitchen with a central island, bar stools, and pendant lighting.

Fairfield Inn & Suites by Marriott San Jose North/Silicon Valley

North San Jose

10/10 Excellent

John

An outdoor patio with stone walls, cushioned seating, a glass-top table, and a fire feature.

Hotel Strata

Old Mountain View

10/10 Excellent

We stayed at Hotel Strata from July 18 to July 20 for a family visit, and our experience exceeded every expectation. This boutique hotel is a true hidden gem in Mountain View — combining luxury, comfort, and warm hospitality in a way that’s rare to find. From the moment we arrived, we were welcomed with genuine kindness by the staff, who made sure every part of our stay was personalized and seamless. The rooms were spotless, quiet, and beautifully designed with modern touches and thoughtful...

Solmaz Soul

Residence Inn by Marriott San Jose North/Silicon Valley

North San Jose

10/10 Excellent

Gurpreet

A hotel room with two beds, a wooden headboard, bedside lamps, and a view of a bathroom through an open door.

Sterling Inn

Santa Clara

10/10 Excellent

Kenneth

A spacious dining area with long tables and red chairs, large windows, and a wall with a floral mural.

Juniper Hotel Cupertino, Curio Collection by Hilton

Cupertino

10/10 Excellent

Megan

An outdoor patio area with wicker furniture, a grill, and a large umbrella.

TownePlace Suites San Jose Santa Clara

Santa Clara

10/10 Excellent

Here for a 2 night stay. Rooms were very clean and comfortable. Friendly staff. Although no pool, their fitness center was one of the better hotel fitness centers I have used (dumbbells up to 50 lb and a good multi-use fitness machine that is in several of my community center gyms at home. Hot breakfast is okay. Fairly good selection but can be very crowded. Area is good / safe, albeit mainly office. Sizzler and Jack in The Box beside the hotel, McDonalds across the street. A...

Steven

A modern hotel room with a large bed, a desk, a chair, and a TV.

Holiday Inn Express Sunnyvale - Silicon Valley by IHG

Sunnyvale West

10/10 Excellent

Roberto

A tranquil park scene with a fountain, trees, and a building in the background.

Residence Inn Sunnyvale Silicon Valley I

Sunnyvale

10/10 Excellent

Julie

Find out more about Cupertino

Everything you need to know about Cupertino vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Cupertino vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Cupertino vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Cupertino vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Cupertino. If you’re looking for a little peace, consider booking during the quieter months, such as . For more hustle and bustle, you may prefer to visit in .

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Cupertino vacation rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Cupertino vacation rentals we have selected for you start as low as CA $75 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Cupertino rentals

At Expedia, we put the best Cupertino vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Cupertino rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Cupertino vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Cupertino. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

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 near Cupertino has air-conditioning and WiFi to help you feel perfectly comfortable in your new surroundings.

How many vacation rentals are there in Cupertino?

Expedia has 14 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 McClellan Ranch Park and Cupertino Historical Society and Museum. In the larger area, you’ll find popular places like Levi's Stadium and SAP Center at San Jose.

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.

Cupertino Vacation Rentals

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Cupertino vacation rentals

1. Brand New Private One Bedroom Cottage with a Wet Bar/Kitchenette

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

3. Gourmet Kitchen + Private Front Yard + Parking

4. Big Sunnyvale Room | Queen + Sofa Bed, Quiet Area

5. Cupertino 2BR w/AC/Washer/Dryer/EV on 1F

6. Cupertino Edge 2BR | Long Stay Deal | AC + Laundry

7. Clean 1 Queen Bed | ADA/RI Shower

8. Brand New Guest Suite + Luxurious Bath, Near SJC

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

10. Cozy 1 Queen Bed | ADA/Tub

11. Luxury stay near Santana Row for vacation/business

12. 🌟 Stylish 2B2B Retreat in the Heart of the Silicon Valley

13. Luxurious Stunning Resort Like House in Silicon Valley 1GBPS 4 beds/2 baths

14. Charming Apartment in the heart of Silicon Valley unit 3

15. Guest Suite w/ 2 beds near Downtown Sunnyvale

16. Comfy stay in Santa Clara

17. 7 Min to Nvidia | 4 Parking | Intern Group House

18. Santana Row Properties #7 - Silicon Valley Getaway

19. Modern style Santana Row loft

Find vacation rentals that suit your style

Top Cupertino Hotel Reviews

Hyatt House San Jose / Cupertino

10/10 Excellent

Find out more about Cupertino

Cupertino vacation rentals: An excellent choice for every season

How to find incredible deals on Cupertino rentals

Frequently Asked Questions

Can I find a vacation rental in Cupertino?

What are some of the best vacation rentals in Cupertino?

How many vacation rentals are there in Cupertino?

What’s there to see and do in Cupertino?

What are vacation rentals like in Cupertino?

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