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 bright dining area features a wooden table surrounded by four white chairs. A modern kitchenette with wooden cabinets holds various cooking essentials. Large glass sliding doors provide access to the outdoor patio, allowing natural light to fill the space, while a colorful area rug adds a touch of warmth.
Home in Sunnyvale
4.97 out of 5 average rating, 320 reviews

Comfortable, Modern, Bright w/Patio

A completely separate private guest suite in a beautiful house, furnished with love and all the amenities you'd need. Also, super walkable & safe location, fast wifi, comfy beds, friendly experienced hosts ready to help you with whatever you need. Look forward to soaking in the sun on the patio, and enjoying the park across the street. It's a 10min walk to the great bars & restaurants downtown SV, or to the Caltrain station for a hassle-free trip to SF or SJ. We love living here and so will you!

Top guest favourite
A spacious backyard area features lush green grass and charming flowers, illuminated by string lights overhead. A gazebo with outdoor seating is visible, surrounded by a neatly maintained garden. The detached cottage appears inviting in the background, evoking a serene setting during twilight.
Guest house in San Jose
4.91 out of 5 average rating, 185 reviews

Winter Sales! 1 Bed Cottage w/Kitchenette + yard

Enjoy this cozy 450sqft cottage centrally located between Campbell & Downtown San Jose, close to Santa Row & Valley Fair Mall. This studio will meet your needs for an enjoyable stay in a great area. Kitchenette fully equipped with refrigerator, toaster-oven, electric cook-top, coffee maker & dish essentials. Bedroom w/ spacious closet. Comfortable Full size bed, sofa bed for additional sleeping, an a flat screen tv. Netflix and other streaming networks availablel-log in w/your credentials.

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, 107 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.

Top guest favourite
A comfortable sleeping area is presented with a spacious bed featuring white linens and a yellow accent pillow. Wall art depicting serene landscapes is displayed above the bed. A small kitchenette with a microwave and coffee bar is located in the corner, adding functionality to the space.
Guest suite in Sunnyvale
4.93 out of 5 average rating, 223 reviews

Luxurious Private Suite in Heart of Silicon Valley

Upscale, private suite w/separate entrance in quiet, safe neighborhood at the center of Silicon Valley! Minutes away from Apple/high tech companies, a cosmopolitan downtown, trendy restaurants, bars, and a historic park for leisurely stroll. Few blocks to US-101, Central Expy, and public transit. Enjoy the warm decor, comfortable queen Beautyrest mattress, luxurious sheets, stalked up coffee bar, private patio overlooking a peaceful back yard as well as unlimited free street parking.

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, 320 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, 104 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 living room features a sleek black sleeper sofa adorned with geometric patterned pillows and a rich red throw. A wooden tray sits atop a gray blanket, and a floor lamp provides soft lighting. A wall art piece depicting a beach scene adds a serene feel to the space.
Home in San Jose
5 out of 5 average rating, 156 reviews

High end home in Silicon Valley, Non-Smokers only

This is a 1 BR/1 BA fully furnished attached house with its own paved private entry way, completely separate from the main house. This is the perfect home away from home while you are relocating, on extended assignment, or on vacation in Silicon Valley. Located in a highly desirable West San Jose residential neighborhood but within 5-minute walking distance to Westgate Mall, Grocery stores, Restaurants, Eateries and Movie Theaters. Street parking available in front of the house.

Top guest favourite
A spacious backyard is showcased, featuring lounge chairs arranged on manicured grass. A modern guesthouse with large windows and a bar area is set against lush greenery. Pathways of stone slabs lead to various outdoor seating areas beneath umbrellas, enhancing the space's inviting quality.
Guest house in San Jose
4.99 out of 5 average rating, 199 reviews

Stylish standalone guesthouse near Santana Rowing

Enjoy a stylish experience at this centrally-located guest house in West SJ. Modern finishes and well maintained backyard with gas fireplace for your enjoyment. Queen day bed with twin trundle underneath to sleep up to 3 people. About a 10 minute walk to Santana Row and Valley Fair Mall. Enjoy the booming night life at Santana Row and come back to sleep in a quiet neighborhood. Minutes from SJ Airport, downtown SJ and Campbell, high tech companies and world class eateries.

Top guest favourite
A modern living space features a light-colored love seat with two yellow accent pillows. A glass dining table is set with flowers, and a vibrant painting adorns the wall. Natural light enters through the front door, which is flanked by curtains.
Guest suite in Sunnyvale
4.98 out of 5 average rating, 222 reviews

Modern one bedroom in-law unit in Sunnyvale

Modern one bedroom in-law unit using high-end finishing with a comfortable queen bed, private bathroom, full kitchen, work-friendly desk, high speed wifi, cable TV, A/C heater combo and flower-lined side yard. Located in a safe and nice neighborhood. Perfect location for bay area traveller, with easy commute to all major high tech companies, walking distance to supermarket, restaurants and stores, and a short drive to Mountain View downtown and Caltrain station.

Guest favourite
A cozy studio layout is seen, featuring two spacious beds with soft pink bedding. A well-equipped kitchenette is visible in the background, complemented by light-colored cabinetry and modern appliances. Warm lighting from the fixtures creates a peaceful ambiance throughout the room.
Guest suite in San Jose
4.91 out of 5 average rating, 103 reviews

Cozy Studio w/ Private Entrance and bathroom

Cozy Studio within walking distance to Valley Fair & Santana Row! This charming space offers comfort & privacy with its private entrance. Ideal for solo travelers, professionals, or couples, it features a bedroom with two beds. The proximity to O'Connor Hospital makes it perfect for those needing accommodation close to medical facilities. On-premise parking ensures convenience, and the attached private full bathroom guarantees comfort during your stay.

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, 297 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, 120 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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Avg. price₹10,687₹10,687₹10,687₹10,687₹11,593₹11,412₹11,321₹10,959₹10,687₹10,687₹10,869₹10,778
Avg. temp10°C12°C13°C15°C17°C19°C20°C20°C20°C18°C13°C10°C

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 hotel rentals with a dedicated workspace in Cupertino?

    Yes! Work meets play with ease at over 10 hotel rentals in Cupertino featuring dedicated workspaces. Stay connected and productive in your home away from home.

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

    Experience the best of Cupertino with our apartment 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 Apartment Rentals in Cupertino?

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

  • Do apartment rentals in Cupertino have wifi?

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

  • Do hotel rentals in Cupertino have air conditioning?

    Absolutely! We offer over 10 hotel 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 hotel rentals in Cupertino have a gym?

    Absolutely! We offer over 10 hotel 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 ₹2,717 per night before taxes and fees

  • Verified guest reviews

    Over 12,800 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

    240 properties have a dedicated workspace

  • Wifi availability

    430 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!