Holiday rentals in Cupertino

Bright Guest Suite in the Heart of Silicon Valley!

If you travel for business or just visiting beautiful California for vacation, you will love this absolutely new gorgeous unit, located within 15 minutes, from Apple, other major Silicon Valley companies, and San Jose Airport! Everything was meticulously selected thinking about our guests convenience and enjoyment, from new furniture and bedding, to organic toiletries and desk with a printer. And if you stay longer, you will appreciate a washer and dryer in the unit so that you could pack light.

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

~ The stunning residence welcomes you with a grand entrance boasting a 15 ft high dome ceiling. Near 2,000 Sq. ft two-story home , comfort, Fun ~ High-speed WI-FI WFH friendly. ~ Fully equipped kitchen. ~ Parking on driveway and street ~ Top neighborhood in Cupertino. ~ Great Location, within walking distance to the golf course, within 10 minutes drive to Apple campus, De Anza College, Cupertino library, City Hall, San Antonio County Park, numerous restaurants, grocery stores, pharmacies

New Guest House - Modern Stylish & Central

Silicon Valley life at its best! A newly built spacious guest unit (studio 400+ sqft), 11' extra high ceiling, private entrance, dazzling kitchen, new appliances, 55" 4K TV, washer/dryer, spa-like bathroom, double vanity, high-tech-toilet, hardwood floor, softener treated water, 100% organic cotton linens. Single-family neighborhood is quiet, safe and convenient, close to Apple Park (1.6 miles), Valley Fair/Santana Row(2.2 miles), Kaiser/Valley Med/O'Conner hospitals, easy access to freeway.

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.

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

Experience refined living in this elegant home, perfectly situated in a prestigious and secure neighborhood in Cupertino. Featuring two grand living rooms designed for relaxation and entertainment, this residence offers both space and sophistication. Surrounded by upscale homes and gracious neighbors, you’ll enjoy serene privacy while remaining minutes from fine dining, shopping, and city conveniences. ~2 mins to Safeway and Trader Joe’s ~5 mins to Apple HQ ~10 mins to Vallyfair Mall

Near Apple | New Central AC | In-Unit Laundry | EV

This 2-bedroom apartment in Cupertino offers full access to a spacious kitchen, dining, and living area, with the added convenience of an in-unit washer and dryer. A brand new central heating and cooling system ensures year-round comfort with efficient temperature control. Ideally located, it's just a minute’s walk to Serra Park and within a five-minute walk to a variety of restaurants. Plus, easy access to highways to major tech companies. The perfect blend of comfort and convenience

Guesthouse with kitchen,bath and laundry

Private guesthouse/ in-law unit in Cupertino, walking distance from major tech companies with Private entry Convenient access to new restaurants and nightlife. Short commute to freeway and airport. High speed independent internet /Ethernet connection. Comcast streamingTV box, also uverse tv. Airconditioning vent in the bedroom. Wall heater. Portable fans and heater . It includes kitchen, dinette and full bath. It has shared laundry and shared backyard. Nice, quiet neighborhood.

Modern 2BR/1BA with Large Patio and Pool Table

Escape to your Silicon Valley sanctuary! This stunning 2nd-floor retreat boasts 2 spacious bedrooms, a modern bathroom with premium fixtures, and a 600 sq ft private balcony ideal for relaxation. Enjoy endless entertainment with a professional-grade pool table. Located minutes from top tech hubs, shops, supermarkets, and restaurants, this home offers the perfect balance of work and play—combining comfort, style, and convenience for an elevated lifestyle. On site EV charging.

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

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

💛 The Space Welcome to one of San Jose’s most unique Airbnbs — a beautifully designed boutique home with something most Silicon Valley rentals simply don’t have: your own private garden. Whether you’re here for a family vacation, a business trip, a romantic getaway, or a group escape, this 2-bedroom, 2-bathroom home is your perfect base in the heart of Silicon Valley. Sleeps up to 5 guests in comfort and style.

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.

Lush Luxury Villa•Sunny Deck & Private Escape•Pool

Romantic private retreat with sunny deck & lush greenery Indoor/outdoor living, vaulted ceilings, garden views Gourmet kitchen, gas fireplace, walk-in shower Aroma & sound therapy Nest-controlled A/C & heat (no shared ducts) Air filtration + eco-friendly cleaning Self check-in/out, fast WiFi Ideal for couples, solo travelers & business trips We welcome families with children aged 8 and older.