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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Guest favourite
Home in Cupertino
4.98 out of 5 average rating, 59 reviews

Cupertino Private Entry Master Suite - Long Stays

Enjoy a serene master bedroom with a private entrance and bathroom in a quiet neighborhood, close to Apple HQ, shops and restaurants Perfect for vacations, business travelers and long-term stays Private & Comfortable: Part of a single-family home with access to large backyard Sleeps 2 Fast WiFi Convenient Location: Near supermarkets and restaurants Laundromat: 2-minute drive Booking: Please read & agree to house rules. Enter correct guest #. Special rates auto-applied for long-term stay

Guest favourite
A spacious studio suite is captured, featuring a queen bed and a sofa bed. A dining area with a table and chairs is visible, along with a kitchenette containing a refrigerator and modern cabinetry. A well-lit bathroom with a walk-in shower is seen, alongside a laundry area with washer and dryer.
Guest house in Sunnyvale
4.95 out of 5 average rating, 21 reviews

Private Studio Workspace Walk to Apple Park/Kaiser

Discover the perfect blend of comfort and convenience in this beautifully renovated studio suite, in the heart of Silicon Valley. This spacious suite can be accessed from house's side entrance. You will have the entire private studio, which is not shared with the main house. ★ Spacious 1B1B with kitchenette. Private air conditioner, washer, dryer ★ Private suite on 2nd floor ★ 10 min walk distance to Apple Park, Kaiser, restaurants, and grocery ★ Quite and safe neighborhood ↓Learn more below↓

Guest favourite
A bright living area features a comfortable gray sofa with a decorative cushion that reads 'HOME.' A wooden coffee table is centered on a patterned area rug. A dedicated workspace with a desk and chair is positioned beside a large window, allowing natural light to fill the space.
Guest house in San Jose
4.91 out of 5 average rating, 65 reviews

Entire Guesthouse,King Bed in San Jose

Kick back and relax in this calm, stylish space. Whether you're here for a business trip, traveling for pleasure, visiting your friends/relatives, or looking for a short term rental, our fully furnished unit can offer everything you need! Brand-new quiet studio home centrally located. Light and airy with in unit dedicated work-space, washer/ dryer, stove, refrigerator, king bed, microwave with convection oven. Friendly, quiet neighborhood . Everything you need from a home away from home.

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, 91 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, 306 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
The bedroom features a spacious bed with neutral-toned bedding, accompanied by a desk and a comfortable chair. A wall-mounted TV and a standing heater are visible. Natural light is allowed in through the window, dressed with sheer curtains, creating a calm environment.
Guest house in Cupertino
4.94 out of 5 average rating, 100 reviews

Guesthouse with kitchen,bath and laundry

Private guesthouse/ in-law unit in Cupertino, walking distance from major tech companies with Private entry Convenient access to new restaurants and nightlife. Short commute to freeway and airport. High speed independent internet /Ethernet connection. Comcast streamingTV box, also uverse tv. Airconditioning vent in the bedroom. Wall heater. Portable fans and heater . It includes kitchen, dinette and full bath. It has shared laundry and shared backyard. Nice, quiet neighborhood.

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, 450 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.

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, 40 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, 654 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, 287 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.

Guest favourite
Guest suite in Sunnyvale
4.87 out of 5 average rating, 23 reviews

Your private and cozy 2BR home away from home

Comfortable apartment in a peaceful residential neighborhood at the heart of Silicon Valley. The space feels like home with a private entrance, modern amenities, stainless steel appliances, washer & dryer, and other creature comforts. Walkable and bike-friendly neighborhood with a large park nearby. Perfect for a work trip, family visit, or vacation getaway. Super-hosted by Danielle & Jay.

Guest favourite
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
4.94 out of 5 average rating, 112 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

  • Do apartment rentals in Cupertino have free parking?

    Absolutely! We offer over 60 apartment rentals with free parking in Cupertino. Enjoy a tailored experience with all the comforts you desire.

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

    Enhance your stay in our Townhouse Rentals with the most popular amenities: over 20 homes with wifi, over 10 homes with air conditioning, over 10 homes with free parking, over 10 homes with a kitchen, and more. Indulge in the ultimate retreat, tailored to your preferences.

  • Where should I stay in Cupertino?

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

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

    Yes! Work meets play with ease at over 250 vacation rentals in Cupertino featuring dedicated workspaces. Stay connected and productive in your home away from home.

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

    Experience the best of Cupertino with our hotel rentals, starting at about $160 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Do apartment rentals in Cupertino have a kitchen?

    Absolutely! We offer over 90 apartment rentals with a kitchen in Cupertino. Enjoy a tailored experience with all the comforts you desire.

  • Do hotel rentals in Cupertino have wifi?

    Absolutely! We offer over 10 hotel 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 vacation rentals in Cupertino?

    Four-legged friends are welcome in Cupertino. Choose from more than 100 vacation rentals for guests traveling with pets.

  • Are there Cupertino vacation rentals on Airbnb with pools?

    Yes! Dive into the perfect getaway at one of over 110 vacation homes 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 Kitchen, Wifi and Pool across Cupertino rentals

  • 4.8 Average rating

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