
House holiday rentals in Cupertino
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Top-rated house rentals in Cupertino
Guests agree: these houses are highly rated for location, cleanliness and more.

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)

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.

Comfortable and Renovated Winchester Orchard House
Levi’s Stadium only 6.5 miles away! Recently renovated / light and bright updated home in prime location off of Stevens Creek Blvd. in West San Jose & 3pm check-in! Home is furnished with new mattresses/ bedding/ fresh towels. Quiet and safe neighborhood. You will likely see neighbors walking their dogs in the evenings enjoying the Bay Area temperate weather climate. Very close to Santana Row and Westfield Valley Faire shopping/dining Easy access to freeways. Easy commute to tech companies

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

Airy Open Concept Modern Home: 3br/2bath + Office
Newly renovated home with a 1 Master Bedroom Suite, 2 Bedrooms and an Office (1,500 SF). The house features an open concept Kitchen/Dining/Living room with a sliding door to a large deck. The house has been completely decluttered to give you an airy and a peaceful stay. Located just 15 minutes from SJC airport and a short drive to most key destinations in the South Bay Area. Ideal for families or business travelers looking for a home away from home with all the amenities and complete privacy.

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**

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.

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.

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.

Convenient 1BR Home Near SJ Airport & Santa Clara
Clean, charming, private home close to Santa Clara University with easy access to the entire Silicon Valley. One exit from San Jose Airport! Get comfortable and spread out when you travel. This clean, centrally located home will allow you easy access to all the sights with all the conveniences of home. Reviews consistently describe a restful home with clean, comfortable furnishings, and an unusual attention to your individual needs that takes the experience to another level.

227 - Gorgeous 3B2B Close to Downtown Sunnyvale
Welcome to your Silicon Valley sanctuary! Immerse yourself in this thoughtfully curated space, just minutes from major tech campuses, premier dining, and transportation options. This elegantly designed 3-bedroom, 2-bathroom home in the heart of Sunnyvale is perfect for tech professionals, families, and business travelers. With a blend of comfort, convenience, and connectivity, you'll feel right at home while staying productive or enjoying some well-deserved relaxation. :)

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
Popular amenities for house rentals in Cupertino
House rentals with a pool

Beautiful Large 4BR Home with POOL

The Rose Garden Retreat: Premier Luxury Experience

Large Home in Palo Alto, 5 bedrooms, Pool

Little Poolside House near Downtown Mountain View!

Luxury 4-Suite Carbon-Neutral Home With Pool

Luxury Silicon Valley Wellness and Work Oasis

3 BR Home on Vineyard nr Palo Alto & Stanford

Modern Family Stay |Steps to Parks + DT Los Gatos
Weekly house rentals

Modern, Renovated 5b/3ba near Apple, Kaiser

Comfortable & Quiet 2bd/2ba

Stunning Modern Home with Amazing Views of Valley

SWEET HOME | A Serenade of Paradise in Santa Clara

Beauty House near Apple Googl Harker Netflix

M&J @ Spacious SFH 4B3.5B nr Apple/shopping/10129

Cupertino Private Entry Master Suite - Long Stays

Monte Sereno Cottage
Private house rentals

JANE'S HOME (PR) | Bright 3b2b Walkable +AC

New! CozyStay w/Outdoor Movie near ApplePark

New! Beautiful 3B/3B Oasis|Central Silicon Valley

Simple & Sleek Place- Outdoor dining

Modern retreat near Santana Row

Prime Location 1BR Near Santana Row & SJC

Cozy & Charming San Jose Getaway

Premium Silicon Valley living / Fast WiFi+Parking
When is the best time to visit Cupertino?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $102 SGD | $107 SGD | $107 SGD | $109 SGD | $114 SGD | $114 SGD | $112 SGD | $103 SGD | $102 SGD | $110 SGD | $111 SGD | $112 SGD |
| Avg. temp | 10°C | 12°C | 13°C | 15°C | 17°C | 19°C | 20°C | 20°C | 20°C | 18°C | 13°C | 10°C |
Quick stats about house rentals in Cupertino

Total holiday rentals
Explore 220 holiday rentals in Cupertino

Nightly prices starting at
Cupertino holiday rentals start at $38 SGD per night before taxes and fees

Verified guest reviews
Over 5,860 verified reviews to help you choose

Family-friendly holiday rentals
80 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 30 rentals that welcome pets

Holiday rentals with a pool
10 properties feature pools

Rentals with dedicated workspaces
120 properties have a dedicated workspace

Wifi availability
220 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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- Moscone Center
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