
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.

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

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.

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**

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.

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.

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.

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

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
House rentals with a pool

Beautiful Large 4BR Home with POOL

Retreat @ Oasis Pool/Hot Tub/Billiards/Game SF Bay

Large Home in Palo Alto, 5 bedrooms, Pool

Little Poolside House near Downtown Mountain View!

Silicon Valley Executive home in Santa Clara

Retromodern | Pool | Games | 2LV

Luxury 4-Suite Carbon-Neutral Home With Pool

3 BR Home on Vineyard nr Palo Alto & Stanford
Weekly house rentals

SWEET HOME | 3 bedroom w/ fully fenced backyard

SWEET HOME | Golden Heart Heaven | Prime Location

M&J @ Spacious SFH 4B2.5B nr Apple/Shpping | 20777

Beautiful 3Br/2Ba garden house in South Bay Area

⭐Luxurious Stunning Resort House Silicon Valley⭐

Cupertino Private Entry Master Suite - Long Stays

Monte Sereno Cottage

BRAND NEW construction home waiting for you
Private house rentals

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

Simple & Sleek Place- Outdoor dining

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

Prime Location 1BR Near Santana Row & SJC

Santana Row Garden Retreat Executive Residence

Beauty House near Apple Googl Harker Netflix

Home 2 | 4BD/2BA Santa Clara Home Near Apple Park

Cozy Silicon Valley Stay by Santana Row & Tech
When is the best time to visit Cupertino?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $110 SGD | $114 SGD | $115 SGD | $110 SGD | $115 SGD | $115 SGD | $114 SGD | $104 SGD | $103 SGD | $111 SGD | $112 SGD | $114 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 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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- Moscone Center
- Stanford University
- Santa Cruz Beach
- Golden Gate Park
- Oracle Park
- Monterey Bay Aquarium
- Capitola Beach
- Muir Woods National Monument
- Golden Gate Bridge
- Rio Del Mar Beach
- SAP Center
- Santa Cruz Beach Boardwalk
- Mission Dolores Park
- Seacliff State Beach
- Pier 39
- Twin Peaks
- Henry Cowell Redwoods State Park
- University of California-Berkeley
- Palace of Fine Arts
- Montara Beach
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- Levi's Stadium
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