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Holiday houses in Cupertino

Find and book unique accommodation on Airbnb

Top-rated holiday rentals in Cupertino

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

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Guest favourite
A bright living area features a comfortable sofa and armchair, accompanied by a wooden coffee table and a media console. Natural light streams in through a large window. A dining table with four chairs is positioned near the entrance, enhancing the open layout.
Apartment in Sunnyvale
4.93 out of 5 average rating, 41 reviews

Ask Long Stay discount /AC/Washer/Dryer/EV/ Apple

This 2-bedroom apartment in Cupertino offers full access to the kitchen, dining, and spacious living areas. It comes equipped with an in-unit washer and dryer for added convenience. The apartment is ideally located, with easy access to major tech companies via highways 280 and 85. Serra Park is just a minute's walk away, and within five minutes on foot, you’ll find a variety of restaurants offering diverse cuisine. This is the perfect choice for those seeking both comfort and convenience.

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.
Guesthouse in San Jose
4.91 out of 5 average rating, 69 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, 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, 312 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.
Guesthouse in Cupertino
4.94 out of 5 average rating, 101 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
A spacious sleeping area features a queen bed with a light, textured blanket and a padded headboard. Subtle pendant lighting hangs above, complementing the large artwork and indoor plant on a wall-mounted shelf. Natural light filters through a nearby window.
Guest suite in Sunnyvale
4.97 out of 5 average rating, 117 reviews

Private Entrance and Walking to Apple Park

Nicely remodeled designer private studio unit. High speed internet 1200 Mbps and 4K Roku-enabled TV Separate external key-code entrance. Separate heating and air conditioning control, handheld remote. Desk area. Spotless attached bathroom. Cathedral wooden ceiling. Super comfortable queen bed, comforter, padded headboard. Zoned, dimmable lighting. Small kitchenette area with counter, microwave, refrigerator, sink, utensils. Friendly, responsive hosts.

Top 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.
Guesthouse 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
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.
Guesthouse 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, 663 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.

Top Guest favourite
The inviting saline pool is surrounded by a spacious patio featuring comfortable lounge chairs and shaded areas. Lush greenery and colorful gardens frame the scene, while the contemporary guest house provides easy access to the pool, enhancing the tranquil outdoor ambiance.
Guesthouse in Los Altos
4.98 out of 5 average rating, 379 reviews

Splendid - Resort Style

Our guest house is surrounded by beautiful gardens and separated from the main house by a sparkling saline pool. Super clean 1 bdrm, private, and contemporary, with a full kitchen and dining/living area. Restorative sleep on the queen sized memory foam bed. The second bed is a high-end, very comfortable queen memory foam pullout located in the living room.

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 590 vacation rentals in Brookview, over 520 vacation rentals in Monta Vista, and over 520 vacation rentals in Rancho Rinconada.

  • 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 townhouse rentals in Cupertino?

    Experience the best of Cupertino with our townhouse rentals, starting at about $40 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 Private Suite Rentals in Cupertino?

    Enhance your stay in our Private Suite Rentals with the most popular amenities: over 20 homes with air conditioning, over 20 homes with wifi, and more. Indulge in the ultimate retreat, tailored to your preferences.

  • 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 townhouse rentals in Cupertino have air conditioning?

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

  • Are there pet-friendly house rentals in Cupertino?

    Four-legged friends are welcome in Cupertino. Choose from more than 20 house 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 $52 NZD 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 and kid-friendly amenities

  • Pet-friendly accommodation

    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

  • Wi-Fi availability

    440 of Cupertino holiday rentals include Wi-Fi 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!