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

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**

Luxury Silicon Valley Wellness and Work Oasis
Ideal for guests attending matches at Levi’s Stadium, business travelers, couples, and nature lovers, while staying in a quiet residential setting. Peaceful upscale exclusive use 1,500 sq ft Los Altos Hills retreat beside Rancho San Antonio Preserve. Private trail access. Fast fiber Wi-Fi, workspace, fireplace, sauna, pool table, full kitchen, plush queen bed. Year-round hot tub, BBQ patio, saline pool. Minutes to Stanford, Los Altos, Palo Alto, and major tech campuses, dining and shops.

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.

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. :)

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 Built, Luxury Living
Located just four blocks from the famous “San Jose’s local treasure” downtown Willow Glen, you are surrounded by historic homes, unique architecture, tree-lined streets, and a thriving community. We want you to have a stress-free experience, so there is no check-out to-do list. Just enjoy your stay and leave 👍 You are in the front main home. No parking on the driveway, but there’s plenty of free street parking right in front of the house.

Sunnyvale2B1B*Sofa bed*Free EV Charge*AC*WiFi*PKG
~Close to many tech companies ~Hi-speed WiFi for WFH, free parking ~Brand new kitchen and appliances ~Extra sofa bed for 1 extra person ~Central AC and Heater with Nest ~Smart 55''TV with Netflix. ~Walking distance to downtown/shops/parks ~Quick access to 101 fwy and Central Expy ~Kitchen equipped with utensil essentials ~Best value Airbnb The big lot is separated into 2 units. This Unit A is a 2B/1B with full privacy, the Green area

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.

Cosy private place in midtown San Jose
Dedicated parking right at your front door. Full privacy, self checkin/checkout. Fluffy queen bed + sleeper sofa, sparkling bathroom with European shower, full kitchen, TV, in-unit washer/dryer. The property is front house of a duplex. Quiet location in walkable urban village area - walk to eat and shop. Close to Santana Row restaurants and mall, SAP center, Caltrain, SJC Airport, Rose Garden, SJSU.
Popular amenities for house rentals in Cupertino
House rentals with a pool

Beautiful Large 4BR Home with POOL

Large Home in Palo Alto, 5 bedrooms, Pool

Stunning Group Retreat w/Pool!

Little Poolside House near Downtown Mountain View!

Sunol Chalet | 80 Acres • Pool • Gym • Game Room

Luxury 4-Suite Carbon-Neutral Home With Pool

3 BR Home on Vineyard nr Palo Alto & Stanford

The Hacienda- Santa Cruz Mountain Ridgetop Retreat
Weekly house rentals

Little Yosemite

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

Fascinating 7bd/5ba home, Heart of Silicon Valley!

Airy Open Concept Modern Home: 3br/2bath + Office

Modern House near Apple Park

Cozy house 2BR/2BA Sleep 6 AC+Parking+Wifi+Pet

Charming Willow Glen Home with Spacious Yard

Charming Craftsman in Downtown SJ
Private house rentals

SWEET HOME | 3 bedroom w/ fully fenced backyard

Modern Cozy House | near Santa Clara | Mini Golf

Simple & Serene Retreat for Creativity & Focus

⭐Luxurious Stunning Resort House Silicon Valley⭐

Quiet Cozy 3B/3BA in a Prime Location in Cupertino

Clean & Cozy House | Santa Clara

Comfortable & Quiet 2bd/2ba

SWEET HOME | A Serenade of Paradise in Santa Clara
When is the best time to visit Cupertino?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | €69 | €72 | €72 | €73 | €77 | €77 | €76 | €70 | €69 | €74 | €75 | €76 |
| 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 €26 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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