House holiday rentals in Cupertino

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Top-rated house rentals in Cupertino

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Guest favourite
A modern kitchen and dining area is shown, featuring sleek cabinetry and a marble countertop. A round dining table with two chairs is positioned beside a plush gray sofa. Natural light enters through large windows adorned with blinds, illuminating the light wood flooring.
Home in San Jose
4.86 out of 5 average rating, 189 reviews

Modern House near Apple Park

Welcome to your perfect home away from home! This modern, clean, and peaceful 2-bedroom, 1-bathroom unit features cozy queen-size beds, ideal for a restful stay. Located in an upscale neighborhood, it’s just a 5-minute drive to Apple HQ and shopping centers and a 7-minute walk to supermarkets and a variety of international restaurants. The spacious unit includes a stylish family room, a modern kitchen, and a contemporary bathroom, designed for your comfort and enjoyment.(San Jose/Cupertino area)

Guest favourite
The modern exterior of the house features a combination of wood and light-colored siding. A covered porch is highlighted by vertical lighting, while large windows provide views of the surrounding landscape. A manicured lawn and driveway contribute to the welcoming entryway.
Home in Mountain View
4.92 out of 5 average rating, 183 reviews

Upscale Modern House Near Mountain View Downtown

Our modern 3B2B house is located just minutes away from downtown Mountain View, G00gle, Faceb00k, Apple, Stanford University, NASA, Caltrain station and many others! It's newly fully renovated and offers high-end interior, premium appliances (Viking, Monogram.....) & quality beddings, etc. We are new hosts who've been working for high tech companies for years and are still learning about hosting. Any of your suggestions and special accommodation needs would be more than welcome and appreciated.

Top guest favourite
The spacious kitchen features an expansive island with four bar stools, allowing for casual dining. Light wood flooring complements the bright cabinetry and stainless-steel appliances. A view of the open living area is visible in the background, promoting a welcoming atmosphere.
Home in Santa Clara
4.93 out of 5 average rating, 197 reviews

4B/2.5B / Office Space / Open Plan / Huge Backyard

5 min drive (20 walk) to SCU / 10 min drive to Levi's Stadium / 15 min to Downtown San Jose + San José International Airport ✈ ☞ 4 Bedrooms, one of them is an office/bdr combo with a bed for a child or not very tall adult ☞ Huge Backyard w/ patio + BBQ + dining, great for children and pets ☞ Memory foam mattresses, 3 smart TVs ☞ Master suite w/ king + bathroom + smart TV ☞ Fully equipped + stocked kitchen ☞ Walking score 80 ☞ Free Parking in the driveway (2 cars), plenty free street parking

Top guest favourite
The kitchen features a large island with a granite countertop, complemented by white cabinetry and stainless steel appliances. A dark wood dining table is visible in the background, surrounded by matching chairs. Warm wooden floors contribute to the inviting environment.
Home in San Jose
4.98 out of 5 average rating, 105 reviews

Executive Home Winchester Orchard

Levi’s Stadium on 6.5 mi away! The house is a large, quiet home in the heart of Silicon Valley. This is the same home as before but listed with the en-suite Master bedroom now available to add even more space. This house is tucked away in a quiet neighborhood, yet is a half mile from Santana Row and Westfield Valley Fair. We are located near the major freeways, making for an easy commute around the Bay. The whole group will enjoy easy access to everything from this centrally located place.

Top guest favourite
The modern kitchen features dark cabinetry and a central island with a rich countertop. Pendant lights hang above, illuminating the preparation area. Stainless steel appliances and a backsplash with a sleek design enhance the functionality and style of the space.
Home in San Jose
4.97 out of 5 average rating, 276 reviews

Contemporary open floor plan home near Santana Row

Centrally-located single family home in West San Jose. Well maintained shared backyard with gas fireplace for your enjoyment. 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 quite neighborhood, so you get the best of both worlds. Minutes from SJ Airport, downtown SJ and Campbell, numerous high tech companies and world class eateries. **NO LARGE GATHERINGS, EVENTS or PARTIES** **NO SMOKING ON PROPERTY**

Top guest favourite
A bright living area features a cream-colored sofa adorned with gray cushions, overlooking a wooden coffee table. A flat-screen TV is mounted on a metallic stand, complemented by decorative plants and shelving units against the wall. Natural light filters in through sheer curtains.
Home in Santa Clara
4.95 out of 5 average rating, 266 reviews

Peace, eat & sleep in your private cozy cottage

Enjoy your stay at a classic 1906 home, built in the Old Quad area of Santa Clara equipped with modern amenities. A 3 minute drive/20 min walk to SCU and a short ride away from downtown San Jose. This charming, comfortable cottage in the heart of Silicon Valley offers our guests everything you need within reach including amazing places to eat, memorable bars, and entertainment. Experience everything the Bay Area has to offer, while you relax and re-energize in your private hideaway.

Top guest favourite
Home in Santa Clara
4.98 out of 5 average rating, 120 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
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, 159 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.

Guest favourite
An open-plan living area features a light-colored sectional couch and a wooden coffee table adorned with decorative items. A well-lit kitchen area includes modern appliances and a spacious dining table, creating a welcoming space for gathering and relaxation.
Home in San Jose
4.89 out of 5 average rating, 203 reviews

Bright Luxury 4B3B House/family/business nr Apple!

Beautiful renovated 4B3B SFH. Cozy house with transitional design, Great location and safe neighborhood, Quick access to De Anza Blvd, Highway 85, and I-280, Walkable to restaurants and groceries. Easy Self check-in with Smart locks, 3 Queen size beds, 1 twin size bed & 1 storage bed, Comfortable home for up to 8 guests and 4 cars, 65 Inches Roku LED TV, High-speed Wifi, Large Master bedroom w/ private entrance in the backyard, Security Smart House, Sunny and relax backyard.

Guest favourite
A serene bedroom is highlighted by a spacious bed with a padded headboard and soft bedding. Natural light pours in through sliding glass doors, revealing a private outdoor area. A bedside table with a lamp complements a white dresser against the wall.
Home in Santa Clara
4.92 out of 5 average rating, 143 reviews

M&J@Gorgeous remodeled 3B2B SFH/Bay Area | 2944

Gorgeous remodeled and furnished 3BR/2BA house which located in the heart of Silicon Valley and just minutes from downtown San Jose. Good landscaped garden makes you relax. * Equipped kitchen. * Fast WIFI, WFH friendly. * New & comfortable 3 queen beds which can sleep up to 6 people. * Central Heater / AC. * 65" smart TV (NO cable). * Safe and friendly neighborhood. * Easy access to expressways, 880, 280 & 101. * Many shops and excellent restaurants are within minutes.

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, 323 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. 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 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, 299 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.

Popular amenities for house rentals in Cupertino

When is the best time to visit Cupertino?

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Quick stats about house rentals in Cupertino

  • Total holiday rentals

    Explore 230 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 5,870 verified reviews to help you choose

  • Family-friendly holiday rentals

    70 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 20 rentals that welcome pets

  • Holiday rentals with a pool

    10 properties feature pools

  • Rentals with dedicated workspaces

    130 properties have a dedicated workspace

  • Wifi availability

    230 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!

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