
House vacation rentals in Cupertino
Find and book unique houses on Airbnb
Quick stats about house rentals in Cupertino

Total vacation rentals
Explore 220 vacation rentals in Cupertino

Nightly prices starting at
Cupertino vacation rentals start at $55 CAD per night before taxes and fees

Verified guest reviews
Over 6,340 verified reviews to help you choose

Family-friendly vacation rentals
70 properties offer extra space and kid-friendly amenities

Pet-friendly vacation rentals
Find 30 rentals that welcome pets

Vacation rentals with a pool
10 properties feature pools

Rentals with dedicated workspaces
120 properties have a dedicated workspace

Wifi availability
220 of Cupertino vacation 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.

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.

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

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.

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.

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.

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 **

Modern, Renovated 5b/3ba near Apple, Kaiser
Completely Renovated in 2023! Highlights: ✔ Completely New Kitchen / Appliances ✔ Luxurious Walk in Showers ✔ 200Mb/s Wi-fi ✔ Plenty of Parking ✔ Centrally located: - 3min to Apple Campus - 3min to Kaiser Hospital - 5min to Asian supermarkets - 5min to Main Street Cupertino - 15min to SJC Airport, Shoreline Amphitheater.
Popular amenities for Cupertino house rentals
House rentals with a pool

Silicon Valley Executive home in Santa Clara

Luxury Silicon Valley Wellness and Work Oasis

3 BR Home on Vineyard nr Palo Alto & Stanford

Little Poolside House near Downtown. New AC!

Beautiful Large 4BR Home with POOL

Modern Rustic Home With Private Pool

Cozy 2BR w/ Patios, Prime Mountain View Location

San Jose Home with Pool, Hot Tub, + Game Room
Weekly house rentals

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

NEW REMODEL MODERN/COMFORT/SECURED & CLEAN 4BR/3BA

Super 4BR/2BA/Private/Comfy/Quiet/Convenient

Contemporary open floor plan home near Santana Row

Charming Home nearby Airport/San Jose Downtown/SAP

Beautiful home in prime Mt View

Charming Willow Glen Home with Spacious Yard

Newly Built, Luxury Living
Private house rentals

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

Executive Hills Home- Views • 3BR 2BA Near Apple

Boutique 2BR/2BA | Private Garden | Silicon Valley

⭐Luxurious Stunning Resort House Silicon Valley⭐

Spacious Cupertino Home: near Apple HQ & Freeways

Simple & Serene Retreat for Creativity & Focus

SWEET HOME | 3B2B with Plum Avocado Lemon tree

Historic Garden Retreat
When is the best time to visit Cupertino?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $110 CAD | $116 CAD | $116 CAD | $110 CAD | $121 CAD | $135 CAD | $121 CAD | $112 CAD | $110 CAD | $119 CAD | $120 CAD | $121 CAD |
| 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 |
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