Holiday rentals in Cupertino

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Top-rated holiday rentals in Cupertino

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top guest favourite
A spacious room features a queen size bed with a patterned coverlet, complemented by accented walls in soft blue. A small table with chairs sits beside large windows, providing views of the garden. Artwork adorns the walls, and lamps are positioned on either side of the bed.
Private room in Sunnyvale
4.96 out of 5 average rating, 299 reviews

Getaway | Vegan Sculpture Garden of Silicon Valley

SWISS MADE PALATIAL SERVICE The Vegan Sculpture Garden of Silicon Valley is the 🌞 powered home-studio and Airbnb where our guests, my family and I - the sculptress - live, work, and thrive. My daughter, - a museum expert, our rescued non-human animals, and I are looking forward to sharing with You the artistic CA feel of our post-modernist museum-like Eichler Home. Getaway not available? We offer 3 other private rooms at the Vegan Sculpture Garden of Silicon Valley: - Cozy - Haven - Ensuite

Home in Cupertino
5 out of 5 average rating, 4 reviews

Quiet Cozy 3B/3BA in a Prime Location in Cupertino

Experience refined living in this elegant home, perfectly situated in a prestigious and secure neighborhood in Cupertino. Featuring two grand living rooms designed for relaxation and entertainment, this residence offers both space and sophistication. Surrounded by upscale homes and gracious neighbors, you’ll enjoy serene privacy while remaining minutes from fine dining, shopping, and city conveniences. ~2 mins to Safeway and Trader Joe’s ~5 mins to Apple HQ ~10 mins to Vallyfair Mall

Guest favourite
The living area features a spacious gray sectional sofa with blue accent pillows, situated adjacent to a wooden coffee table. A patterned rug adds texture to the light wood flooring. Natural light fills the room from the window, which opens to the backyard.
Home in Cupertino
4.95 out of 5 average rating, 313 reviews

Newly rebuilt ultra clean designer home

Newly renovated ultra clean designer home in duplex minutes from Apple campus. Highly walkable, the entire home has been recently rebuilt from the studs with new top of the line designer furnishings, kitchen essentials, appliances, and toiletries. **www.accesscupertino.com** for 3d tour of interior and videos. Disney+, Hulu, Cable TV, and Nespresso coffee included during stay with ultra-fast internet up to 500mbps. 5 min to Whole Foods 12 min to Apple Park 20 min to Stanford

Top guest favourite
A private gated entrance leads to a spacious yard, bordered by wooden fencing. The concrete area is outlined with neat rows of grass, providing a balanced design. Two garbage bins are positioned beside the building, which features a large window allowing natural light to enter.
Home in Santa Clara
4.98 out of 5 average rating, 57 reviews

Clean & Cozy House | Santa Clara

Nestled in the heart of Silicon Valley, this charming house offers both privacy and comfort, making it the perfect retreat for business travelers or anyone seeking a quiet escape. Park right on the driveway and enter through your private gated entrance. Cook in your fully stocked kitchen and also wash your clothes with your full size washer and dryer. This private guest house has a full bathroom and a queen bed in the bedroom. Air conditioning (A/C), heating, and wifi are included.

Top guest favourite
Home in Sunnyvale
5 out of 5 average rating, 10 reviews

Room in Beautiful Townhouse in Silicon Valley!

Welcome to your home away from home! Our cozy, fully equipped space is perfect for short or long stays, with everything you need for comfort and privacy. Enjoy a spacious kitchen with open concept design including large family room, large flat screen TV, spacious bedrooms, fast Wi-Fi, in-unit laundry, and peaceful patio in backyard. Walking distance to boba, Jamba Juice, Safeway, and minutes from tech hubs. Whether you're here for work or fun, you'll quickly feel at home!

Superhost
A comfortable bed is featured with a mix of decorative pillows against a textured headboard. A bedside table holds a decorative vase. A landscape image of the Golden Gate Bridge is displayed on the wall above the bed, adding an element of interest.
Guest house in Sunnyvale
4.69 out of 5 average rating, 107 reviews

Studio near new Sunnyvale Apple Tiny home-sleeps 2

You'll be staying in a completely contained studio room that has a very comfortable organic cotton queen size bed. You've got your own bathroom and kitchenette for simple meal preparation. The room has all linens, towels, kitchen housewares and small appliances. You'll also have your own private patio area just outside the room. Conveniently located to all of the Sunnyvale corporations. Plug and Play is a 5 minute walk from the home and a G00gle shuttle stop is close by.

Top guest favourite
The bedroom features a spacious bed with a light-patterned duvet, complemented by two bedside tables, each topped with a lamp. Large sliding glass doors provide natural light and lead to a private outdoor area, while soft beige walls enhance the calming ambiance.
Guest suite in Cupertino
4.95 out of 5 average rating, 455 reviews

Modern Suite in Cupertino

Nice quiet location. Bright, tranquil, and comfortable unit in a private house with a separate entrance and private yard. Unit consists of one bedroom, one bathroom, and a kitchen and living area. House is within walking distance of Cupertino Library, De Anza College, and top Cupertino schools. Very close to nearby Silicon Valley high-tech companies. Prime Bay Area location with high accessibility to public transporation, eateries, and entertainment.

Top guest favourite
A light-filled living space features a cozy sofa adorned with bright floral pillows. A small round table with chairs provides dining space. A wall clock and colorful floral artwork add a cheerful touch. Nearby, a doorway leads to the stylish bathroom.
Home in San Jose
5 out of 5 average rating, 50 reviews

New Cosy Guesthouse +Private Entrance, Own Parking

New guesthouse with 1 bedroom, full kitchen, stylish bathroom, in-unit washer/dryer. Equipped with new AC, smart TV, fast Wifi, dining table, workspace. Parking on driveway. Private entrance. Central location in West San Jose. Safe neighborhood. 2 minutes walk to groceries. 5 minutes drive to Main Street Cupertino. Near Apple Park, Santa Clara Kaiser, Santana Row with easy access to parks, shopping, dining and major tech companies.

Top guest favourite
The kitchen features wooden cabinetry and stainless steel appliances, with a central island and barstool seating. Natural light floods in through sliding glass doors that lead to a lush outdoor area. A round wooden dining table is set with a small vase containing a flower.
Home in Cupertino
4.94 out of 5 average rating, 290 reviews

2BR House + Patio + Office near Apple and Main St.

Spacious 2BR + private office in a quiet, walkable neighborhood. 600+ Mbps fiber Wi-Fi, two private parking spots, and a fully stocked kitchen. Just a 3-minute walk to 6 restaurants, 7-minute walk to Cupertino Main Street, and 2-minute drive to Hwy 280 and Lawrence Expressway. Includes two queen beds, smart TVs with streaming, and a backyard garden patio. Perfect for remote work or a comfortable Bay Area stay.

Superhost
The exterior of the master suite is showcased, featuring a pathway leading to a glass door. Vibrant yellow flowers and greenery frame the entrance, while a tree provides shade. The space is surrounded by a gravel yard and clear blue skies.
Guest suite in Sunnyvale
4.92 out of 5 average rating, 118 reviews

Spacious Business Suite with Serene Backyard View

A master suite with private entrance is within walking distance to Apple Park and Cupertino Main Street. It is located in a quiet Sunnyvale neighborhood and near groceries, and many vibrant restaurants. It features a high speed 1.2G Wifi and split ductless AC. Mountain View corporate commuting bus is nearby. Ample parking space. Everything you need for a successful Silicon Valley visit.

Guest favourite
Private room in San Jose
4.97 out of 5 average rating, 377 reviews

Charming studio cottage in garden

Private detached studio cottage (meaning there is no separate bedroom) in lush garden setting. Fully contained with private bath, sitting area with love seat, reading lamp, queen size comfortable bed, kitchenette with mini refrigerator, coffee maker, microwave, toaster oven, and all of the utensils. Ideal for business travelers or a fun get-a-way! Easy access to freeways.

Guest favourite
Private room in Sunnyvale
4.87 out of 5 average rating, 106 reviews

Spacious Master Bedroom with a Private Bathroom

Nice and safe area; walking distance to bus stops and restaurant, a few min driving to Sunnyvale downtown, El Camino Real, library, Caltrain station, Apple, LinkedIn, free ways 101, 237, 85, 280. Discount set up for booking a week or longer (10% off book a week or more, 15% off book a month or more). welcome to ask for special discount if stay longer.

Popular amenities for Cupertino holiday rentals

When is the best time to visit Cupertino?

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Frequently Asked Questions

  • Where should I stay in Cupertino?

    Make yourself at home in Cupertino by choosing from our most frequently booked neighborhoods. We have over 520 vacation rentals in Rancho Rinconada, over 590 vacation rentals in Brookview, and over 520 vacation rentals in Monta Vista.

  • Are there apartment rentals with a dedicated workspace in Cupertino?

    Yes! Work meets play with ease at over 40 apartment rentals in Cupertino featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • How much does it cost to stay in private suite rentals in Cupertino?

    Experience the best of Cupertino with our private suite rentals, starting at about $60 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • What are the most popular amenities for Apartment Rentals in Cupertino?

    Enhance your stay in our Apartment Rentals with the most popular amenities: over 90 homes with wifi, over 80 homes with air conditioning, over 30 homes with a gym, and more. Indulge in the ultimate retreat, tailored to your preferences.

  • Do house rentals in Cupertino have wifi?

    Absolutely! We offer over 240 house rentals with wifi in Cupertino. Enjoy a tailored experience with all the comforts you desire.

  • Do apartment rentals in Cupertino have air conditioning?

    Absolutely! We offer over 80 apartment rentals with air conditioning in Cupertino. Enjoy a tailored experience with all the comforts you desire.

  • Are there pet-friendly apartment rentals in Cupertino?

    Four-legged friends are welcome in Cupertino. Choose from more than 40 apartment rentals for guests traveling with pets.

  • Do house rentals in Cupertino have a gym?

    Absolutely! We offer over 20 house rentals with a gym in Cupertino. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Cupertino have a bbq area?

    Absolutely! We offer over 30 house rentals with a bbq area in Cupertino. Enjoy a tailored experience with all the comforts you desire.

  • Are there Cupertino hotel rentals on Airbnb with pools?

    Yes! Dive into the perfect getaway at one of over 10 hotel rentals with pools in Cupertino, available on Airbnb. Make a splash and soak up the sun in style!

Quick stats about holiday rentals in Cupertino

  • Total holiday rentals

    Explore 440 holiday rentals in Cupertino

  • Nightly prices starting at

    Cupertino holiday rentals start at $39 SGD per night before taxes and fees

  • Verified guest reviews

    Over 12,460 verified reviews to help you choose

  • Family-friendly holiday rentals

    130 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 100 rentals that welcome pets

  • Holiday rentals with a pool

    110 properties feature pools

  • Rentals with dedicated workspaces

    250 properties have a dedicated workspace

  • Wifi availability

    440 of Cupertino holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Gym, BBQ grill and Laptop-friendly workspace across Cupertino rentals

  • 4.8 Average rating

    Cupertino stays are highly rated by guests – averaging 4.8 out of 5!

Destinations to explore

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