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

Executive Class Stay in Tech Hub 3b2B Near SJC
Unwind in style in Silicon Valley's heart. Our backyard offers a peaceful retreat, complete with fruit-bearing trees and ambient lighting. Modern comforts await indoors, from brand-new furnishings, high speed internet, an executive office and a large dining. Your culinary adventures are supported by a well-stocked kitchen and our complimentary treats. With ADT protection and generous parking, convenience is a given. All set in a serene neighborhood, minutes away from tech hubs and entertainment.

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

Beautiful home in prime Mt View
Beautiful home is turn-key and tastefully updated with all the modern amenities. Nice open concept perfect for entertaining. Home features 2 bedrooms and an open room located off the family room. Kitchen features custom cabinetry, gorgeous marble countertops, top notch appliances. Home is conveniently located near major shopping, food and entertaining. Located within minutes to Google, LinkedIn, Apple to name a few. Easy access to highways 101, 85, and 237. Fifteen min. drive to Levi Stadium.

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.

The most charming and private 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.

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.

Cozy house 2BR/2BA Sleep 6 AC+Parking+Wifi+Pet
Relax in this peaceful, centrally located 2B/2B entire home in San Jose—close to Santana Row and downtown. Newly remodeled and fully equipped for your stay. ◉ Quiet two bedrooms, queen beds, walk-in closets ◉ One queen-size sleeper sofa in living room (sleeps 6 total) ◉ Full kitchen, two full bathrooms, Wi-Fi, TV, laundry, garage, and free driveway parking ◉ Fully fenced, beautiful backyard ◉ SAP Center 3.7 miles, San Jose Airport 6.8 miles ◉ 24/7 security, self neighborhood

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.

Private Oasis with Pool and Fire Pit
Escape to our private oasis where every detail is designed for your ultimate comfort. Indulge in a refreshing swim in our pool. Unwind and relax in our outdoor lounge area complete with a cozy firepit, perfect for savoring a glass of wine with your loved ones. Whether it’s a family retreat, a couples getaway or a work gathering, your ideal stay begins here! ** We do not offer pool heating **
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!

Modern Retreat in the Heart of Silicon Valley

Luxury 4-Suite Carbon-Neutral Home With Pool

3 BR Home on Vineyard nr Palo Alto & Stanford

Starbird Oasis: Pet Friendly with Private Pool!
Weekly house rentals

New Fashionable & Cozy Home | Downtown Mt View

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

Cozy, Comfy Home -Close to Levi’s, SCU, Tech & SJC

High end home in Silicon Valley, Non-Smokers only

Modern House near Apple Park

Sunnyvale2B1B*Sofa bed*Free EV Charge*AC*WiFi*PKG

Charming Home nearby Airport/San Jose Downtown/SAP

Upscale Modern House Near Mountain View Downtown
Private house rentals

SWEET HOME | 3 bedroom w/ fully fenced backyard

Modern retreat near Santana Row

⭐Luxurious Stunning Resort House Silicon Valley⭐

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

Clean & Cozy House | Santa Clara

SWEET HOME | A Serenade of Paradise in Santa Clara

Los Gatos Cottage

BRAND NEW construction home waiting for you
When is the best time to visit Cupertino?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | €70 | €73 | €73 | €74 | €78 | €78 | €77 | €71 | €70 | €75 | €76 | €77 |
| 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 |
Destinations to explore
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- Rentals with pools Cupertino
- Family-friendly rentals Cupertino
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- Rentals with a fireplace Cupertino
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- Stanford University
- Monterey Bay Aquarium
- Golden Gate Park
- Santa Cruz Beach
- Muir Woods National Monument
- Capitola Beach
- Oracle Park
- Golden Gate Bridge
- Santa Cruz Beach Boardwalk
- Moscone Center
- Levi's Stadium
- University of California-Berkeley
- SAP Center
- Henry Cowell Redwoods State Park
- Mission Dolores Park
- Rio Del Mar Beach
- Pier 39
- Chase Center
- Seacliff State Beach
- University of California San Francisco
- California’S Great America
- Palace of Fine Arts
- Rodeo Beach
- Montara Beach





