10 Best Airbnb Vacation Rentals In Cupertino, California - Updated 2024

Deanna
Deanna 
Updated
| 4 min read

Cupertino is one of the first cities to be established in California’s Silicon Valley. The home of Apple Park was a rural village in the 19th century, known for its cherry, plum, and prune orchards. Cupertino is now a mecca for the visionaries and prime movers of the information age. There is more to Cupertino than tech companies and suburban communities. You will find that wineries, vineyards, and parklands dot the area. Views of the valley and Santa Clara mountains offer travelers a different perspective of Cupertino. You can time your visit to coincide with a festival and discover diverse thrills the city has in store for the curious traveler. If you haven’t seen this side of Silicon Valley, your next vacation is a prime opportunity to discover the area anew. So, read on to find out the best Airbnb vacation rentals in Cupertino, California.

We handpicked these listings carefully, considering (wherever possible) Superhost status, recent guest reviews, location, accommodation type, prices, availability of dates, decor, and amenities. The image galleries get refreshed with the latest updates regularly. They were last updated on February 08, 2024.

1. Centrally located cottage for four (from USD 200)

This fully furnished cottage is the ideal getaway for four guests who prefer to stay in a chic environment with modern amenities. It has a private driveway and a rear patio, where you can relax and soak up some rays. There’s a kitchen with all the appliances you may need to cook a decent meal. Laundry facilities are also provided. Several shops, restaurants, and recreational spots are located nearby, should you wish to explore the area.

Stayed at this property?
Cupertino, California, United States
2.96 km (1.9 mi) from Ortega Park
68 reviews   Wifi Available
Entire guesthouse 1 Bed 4 Guests 1 Bedroom 1 Bathroom

Accommodates: 4

2. Private room for two (from USD 80)

This comfortable space with a lovely view is a pleasant getaway in Cupertino. The room’s amenities let you rest and recover after a long workday, or a challenging outdoor adventure. You’d be happy to know it has a hot tub as well. The room is on the second floor of the house — an elegant residence owned by generous hosts who are owners of cats and dogs. Ask the host about the house keys and access upon booking.

Stayed at this property?
Cupertino, California, United States
3.98 km (2.5 mi) from Ortega Park
286 reviews   Wifi Available
PRIVATE ROOM IN HOME 1 Bed 2 Guests 1 Bedroom 1 Bathroom

Accommodates: 2

3. Penthouse with an outdoor patio (from USD 229)

Situated on the sixth floor of a luxurious condominium complex, this one-bedroom penthouse can sleep up to five guests. The bedroom comes with a queen-size bed, while the living room has an airbed and a sofa bed. Cook up your own breakfast in the well-equipped kitchen and enjoy it on the outdoor patio while taking in the views of the area.

The patio area also has a swing chair, where you can relax with a book in the sunshine. When you’re not soaking up views, work out at the gym in the complex. Guests also have access to the communal pool.

Stayed at this property?
Cupertino, California, United States
2.09 km (1.3 mi) from Ortega Park
63 reviews   Superhost Wifi Available
ENTIRE CONDO 2 Beds 6 Guests 1 Bedroom 1 Bathroom

Accommodates: 6

4. One-bedroom guest suite with a private entrance (from USD 111)

This spotless guest suite offers guests comfortable furnishing and ready-to-use appliances. It has one queen-size bed and a sofa bed, therefore can comfortably accommodate up to three guests. Plus, the windows throughout the guest suite flood it with natural light.

Guests may come and go as they wish through a private entrance. This suite is located near the highway, a walking trail, and neighborhood shops. This brand-new guest suite is also conducive to telecommuting and work-from-home set-ups.

Stayed at this property?
Cupertino, California, United States
2.84 km (1.8 mi) from Ortega Park
50 reviews   Wifi Available
Entire guest suite 2 Beds 2 Guests 1 Bedroom 1 Bathroom

Accommodates: 2

5. Splendid house with an outdoor patio area (from USD 289)

This one-bedroom house has well-lit spaces, posh furnishing, and a dedicated table for group meetings. You will find granite countertops in the upscale kitchen, and comfortable seating in the outdoor patio area. The backyard is shared with the host’s family occupying the main house.

Choose this house when you are traveling to Cupertino for a break. It’s the kind of place that lets you take it easy after shopping at Santana Row. Make time for fun at an amusement park nearby.

Stayed at this property?
Cupertino, California, United States
2.9 km (1.8 mi) from Ortega Park
187 reviews   Wifi Available
Entire guesthouse 1 Bed 4 Guests 1 Bedroom 1 Bathroom

Accommodates: 4

6. Tranquil guest suite in an upscale neighborhood (from USD 119)

This furnished guest unit in an upscale neighborhood offers guests a private space with a yard. The kitchen and living areas are separate from the bedroom. Enjoy complete privacy with a separate entrance and 24-hour access to this modern apartment. The gracious Airbnb host and his family live in the house and are prepared to offer assistance. Ask them for advice on the best cafes, eateries, and hidden gems in the city.

Stayed at this property?
Cupertino, California, United States
3.06 km (2.0 mi) from Ortega Park
370 reviews   Superhost Wifi Available
Entire guest suite 1 Bed 3 Guests 1 Bedroom 1 Bathroom

Accommodates: 3

Top guest reviews
Amenities & Room:
it is not fancy but it is quiet and comfortable and a good value
Cleanliness:
very clean quiet and comfortable
quiet sparkling clean private
the apartment was lovely clean and comfortable
the place was clean comfortable and private
it's sparking clean house having nice bedding and towels better than top hotels
Host:
great host and nice place
he and his wife were lovely hosts and i highly recommend their home and hospitality
he’s kind and quick at responding back to you
larry is a thoughtful host
larry was extremely responsive to any of our questions and queries
Location:
it felt safe while still being walking distance to number of restaurants and grocery stores
larry's place is in a great location for getting around cupertino and surrounding areas
parking is easy and the location is ideal for cupertino or san jose activities
it was close to shops and the space was wonderful
i was in town for the weekend to attend a wedding and it was the perfect location to me
Read more reviews

7. Private studio for a solo traveler (from USD 93)

You won’t find a better space for telecommuting in Silicon Valley. This studio is fully furnished, and is well suited for a solo traveler. There’s a well-kitchenette for your self-catering needs, and a spa-like bathroom. Laundry facilities, a private entrance, wireless internet access, and on-site parking are additional perks. If you’re looking for a long-term stay, this accommodation is perfect for you.

Stayed at this property?
Cupertino, California, United States
3.08 km (2.0 mi) from Ortega Park
184 reviews   Superhost Wifi Available
ENTIRE HOME 1 Bed 1 Guest 1 Bedroom 1 Bathroom

Accommodates: 1

8. Cozy room near Apple Spaceship (from USD 60)

This affordable guest room for two travelers is located in a safe and friendly neighborhood. The yard has shady trees and a fragrant rose garden. Guests may use the family room and kitchen during their stay. If you’re inspired to spend more time with nature, hiking trails are only a few miles away. Free parking is available on the premises.

Stayed at this property?
Cupertino, California, United States
3.05 km (1.9 mi) from Ortega Park
111 reviews   Wifi Available
PRIVATE ROOM IN HOME 2 Beds 2 Guests 2 Bedrooms 1 Bathroom

Accommodates: 2

9. Comfortable room near downtown Cupertino (from USD 65)

This Airbnb is a private room with a shared bath and kitchen appliances. It’s just a short drive away from Apple Park. Plus, downtown Cupertino’s is also nearby, where you’ll find several shops and restaurants.

Should you arrive before you had the chance to purchase supplies, the gracious host has prepared toiletries, snacks, and beverages for you. This affordable space accommodates two guests. The house is about 3 mi (4.8 km) from a local ranch, where you can engage in outdoor pursuits.

Stayed at this property?
Cupertino, California, United States
3.6 km (2.3 mi) from Ortega Park
45 reviews   Superhost Wifi Available
PRIVATE ROOM IN HOME 1 Bed 2 Guests 1 Bedroom 1 Bathroom

Accommodates: 2

10. Snug room with a dedicated workspace

This room is an excellent venue for a vacation or work engagement in Cupertino. It’s a comfortable and clean space in a safe neighborhood. Moreover, the best restaurants in the city are only a short drive away. Guests have access to hot water for showering, cooking equipment, and reliable Wifi connection. If you need a cozy space to crash with a dedicated workspace, book this Airbnb for two as soon as you finalize your travel plans.

Stayed at this property?

Spend quality time with your family in Cupertino

The founding city of Silicon Valley has been named as one of the happiest suburbs in the United States. Spending a few days in Cupertino is the best way to understand why it’s one of the best places to live and work in the country. It’s also an exemplary place for a relaxing family holiday.

Stayed at this property?
Any must-sees we missed? Tell us about them in the comments section or write a post here to help out fellow travelers!
Disclosure: Trip101 selects the listings in our articles independently. Some of the listings in this article contain affiliate links.

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Deanna Kathrina, a pediatric physical therapist specializing in neurodevelopmental disability, serves as a teacher and advocate. As a lifelong learner, she enjoys the company of music and aspires...Read more

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