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 serene guest suite is presented with a spacious queen bed, flanked by two bedside lamps. Mirrors extend along one wall, reflecting the natural light. A simple desk with a chair and a Roku-enabled HDTV are positioned for convenience in the cozy, inviting atmosphere.
Guest suite in Monta Vista
5 out of 5 average rating, 23 reviews

Close to Apple HQ, Private Entrance and Bath

The guest suite located inside a gated single family home, has a queen size bed, private bathroom, high ceilings with its own private entrance. There is only one Airbnb unit on site - is a secure, quiet, serene place. The unit comes with mini refrigerator, microwave, toaster, small oven, Roku-enabled HDTV, Keurig coffee machine, hot water kettle, coffee cups, tea bags, and ultra-fast internet(~500 mbps). The unit has AC/Heater, ceiling fan, and a kitchen sink. The washer/dryer are in garage.

Top guest favourite
A cozy bedroom features a full-size bed adorned with a decorative blanket displaying intricate patterns. Natural light streams through the floral-patterned curtains. A lamp stands beside the bed, and a doorway leads to a well-appointed bathroom, providing direct access from the sleeping area.
Guest suite in Mountain View
4.96 out of 5 average rating, 271 reviews

Calm and Quiet-Private Entry/Restroom.

Affluent heart of Silicon Valley-centrally located near major tech companies and El Camino/Kaiser hospitals. Quiet and calm quaint suite with a comfy new full-size bed, a new AC, a working desk with fast WiFi, and an elegant restroom. Near downtown Mountain View . . We are sure you will rest well here. Famous Castro Street for food and Safeway/Ranch 99 grocery stores just blocks away. Google's beautiful Shoreline nature preserve & wetlands nearby. Windows' hillside. Apple nearby. Stanford.

Top guest favourite
A view of a stylish entryway features a round mirror above a console table, reflecting a warm atmosphere. A small decorative bowl and candle are placed on the table. In the foreground, a potted plant is arranged in a glass vase, resting on a textured woven mat.
Home in Santa Clara
4.98 out of 5 average rating, 97 reviews

The most desirable & beautiful guesthouse

Centrally located modern guesthouse in Santa Clara. About 10 min drive to Apple Park, Nvidia HQ, Lawrence Caltrain Station, 49ers Levis stadium, Santa Clara Convention Center, Valley Fair Mall/Santana Row, SAP Center/Downtown SJ, SJ Mineta Airport. Your suite will have its own big gourmet Kitchen, specious full bathroom, queen bed with spacious walk in closet, Wi-Fi, TV, desk, and backyard with an outdoor seating area. There is also a shared washer and dryer in the back of the house.

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
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!

Guest favourite
A studio space features sloped ceilings with natural light from skylights. A full-sized bed is dressed in patterned linens, accompanied by a 43-inch smart TV on a low wooden console. A single armchair with an ottoman is positioned near a dark dresser.
Guest house in Hensley
4.94 out of 5 average rating, 230 reviews

Private Entrance Studio with in-unit bathroom

Private entrance studio with in-unit bathroom and wet bar, it is located near downtown San Jose and Japantown. 2 min walk to the light rail station (japantown ayer green/blue lines), great for someone traveling or on a business trip. Few minutes drive to Target, Trader Joe, grocery stores, San Pedro Square. This studio unit is converted from the attic of detached garage structure with excellent privacy (1st floor is used as storage) *street parking only*

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 modern living area is depicted, featuring large windows that allow natural light to fill the space. An inviting sofa and a coffee table are positioned in front of a wall-mounted television. The open kitchen showcases sleek cabinetry and a dining table with white chairs.
Guest house in Downtown San Jose
4.99 out of 5 average rating, 147 reviews

Quiet guesthouse near SJ airport with EV charger

Kick back and relax in this calm, stylish space. Brand new guesthouse build and landscape completed in 2023. Our guesthouse offers a full kitchen, WiFi, self check-in, FREE parking and washer and dryer. Tesla Universal EV charger Level 2 60 amp avilable for guest use. Centrally located in Downtown San Jose. A quick drive to the SJ airport, SAP Center, San Pedro Square, Levi’s Stadium, San Jose State University and Santa Clara University.

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, 47 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
A bright sleeping area features a spacious bed with white bedding and a decorative throw. Two bedside lamps illuminate the room, while colorful animal artwork adorns the wall above. A cozy sofa and a small side table complete the inviting atmosphere.
Guest suite in San Jose
4.94 out of 5 average rating, 664 reviews

Walk to Santana Row + Valley Fair | 6min drive SJC

Private guest suite with it's own front door, bedroom and bathroom. There is no kitchen but we provide a mini fridge, microwave and kettle. It is a short walk to Santana row and Valley Fair Mall and a 5 minute drive to SJC Airport. This suite is 1 of 2 Airbnbs on the property. 1 Parking spot on the driveway, directly in front of the Airbnb. 0.3 mi to Santana Row 0.3 mi to Westfield/Valley Fair 3.1 mi to SJC Airport

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, 289 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, 117 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.

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 guesthouse rentals with a dedicated workspace in Cupertino?

    Yes! Work meets play with ease at over 10 guesthouse 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 Guesthouse Rentals in Cupertino?

    Enhance your stay in our Guesthouse Rentals with the most popular amenities: over 10 homes with wifi, over 10 homes with air conditioning, and more. Indulge in the ultimate retreat, tailored to your preferences.

  • Do guesthouse rentals in Cupertino have wifi?

    Absolutely! We offer over 10 guesthouse rentals with wifi in Cupertino. Enjoy a tailored experience with all the comforts you desire.

  • Do guesthouse rentals in Cupertino have air conditioning?

    Absolutely! We offer over 10 guesthouse 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 apartment rentals on Airbnb with pools?

    Yes! Dive into the perfect getaway at one of over 60 apartment 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 £22 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!