Holiday rentals in Milpitas

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.

Airstream With Gorgeous Views of Silicon Valley

Stay in a Vintage Airstream with Scenic Views Near San Jose, CA Escape to our beautifully restored vintage Airstream, perfectly located in the peaceful San Jose foothills. Just minutes from the heart of Silicon Valley, our hillside retreat offers stunning panoramic views, cozy charm, and easy access to top Bay Area attractions. Only 12 minutes from Highway 680, you're ideally situated to explore San Francisco, Santa Cruz, Napa Valley, and beyond — all while enjoying a quiet, nature-filled stay.

Cozy suite 1 BR, close to popular places.

This cozy private guest place with a charming backyard is newly built and furnished. Located in a nice neighborhood yet conveniently close to major freeways (880, 680, 101, 237) and just a short drive to San Jose airport, downtown SJ, Levi’s Stadium, SJSU, Stanford, Valley Fair mall and Silicon Valley offices. Bus and Light rail station is a short walk away, right at Greatmall area. It is truly a home away from home for work trips in the Silicon Valley and perfect for a relaxing getaway!

Modern 2BR Near BART, Airport, Tech Hubs + Parking

Centrally located 2BR in North San Jose with stylish new furnishings, a spacious living area, and dedicated workstation. Updated kitchen with quartz counters, new appliances, deep double stainless sink, large pantry, and a curated coffee bar. Relax in a modern bath with a rain shower, or unwind on the deck overlooking a lush garden. Includes newly installed HVAC, smart TV and switches, fast Wi-Fi, driveway parking, and two queen beds. Near BART, VTA, Great Mall, dining, and tech campuses.

Stunning Modern Home with Amazing Views of Valley

Nestled on a hilltop overlooking Silicon Valley and the Bay Area mountains, this modern home offers breathtaking views and ultimate comfort. Windows and patio doors flood the space with natural light, while the open layout, expansive outdoor deck and backyard make it perfect for relaxing or entertaining. Minutes from top dining, hiking, and Silicon Valley attractions, this serene retreat is ideal for business travelers, families, or couples seeking a peaceful escape.

Private Modern Spacious 1B1B 2 beds|Prime Location

Welcome to your stunning new 1-bedroom, 1-bathroom modern getaway, where style meets practicality. Enjoy cooking a warm meal using the new, fully equipped kitchen. Unwind in the stylish bathroom with premium finishes, or kick back in the living room on the cozy sofa bed, enjoying your favorite shows on the 55-inch smart TV. This beautifully designed home offers a seamless blend of comfort and style, making it ideal for relaxation, work, or exploration.

Silicon Valley Studio Apartment

Enjoy your privacy in this private studio apartment with private entrance. No need to interact with anyone -- not even the host. This studio apartment has a completely private heating and air conditioning system. Newly remodeled with 24 new wall outlets - including 6 USB wall outlets, a new furnace, new bathroom fixtures, and new security lighting. It features a queen-size Sleep Number Bed, air conditioning, and guaranteed driveway parking.

Quiet guesthouse near SJ airport with EV charger

Kick back and relax in this calm, stylish space. Brand new guesthouse build and landscape completed in 2023. Our guesthouse offers a full kitchen, WiFi, self check-in, FREE parking and washer and dryer. Tesla Universal EV charger Level 2 60 amp avilable for guest use. Centrally located in Downtown San Jose. A quick drive to the SJ airport, SAP Center, San Pedro Square, Levi’s Stadium, San Jose State University and Santa Clara University.

Treehouse , San Jose

Escape to a magical 250 sq ft treehouse perched 14 feet high among 3 majestic sycamore trees with stunning Silicon Valley views. Sleeps 4 in two cozy lofts with queen beds. Features a custom stained-glass window, spiral staircase, full bathroom, and kitchenette with stove, sink, and mini fridge. This is a true glamping experience immersed in nature alongside a living tree — unique, rustic, and unforgettable, not a conventional luxury home

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.

San Jose studio with laundry

This cozy and comfortable studio has its own private entrance and everything you need for a great stay. It features a queen-size solid wood bed, a private bathroom, TV, an in-unit washer and dryer, a private patio, and reserved driveway parking. Located in a very quiet neighborhood near a city park, with easy access to Highways 101, 680, and 880, it’s a great spot for work trips or a relaxing getaway.

Quiet Foothills Escape with Pool, Patio & BBQ

Beautiful two story home with private Airbnb apartment at ground level with private entrance. Quiet country club neighborhood. Fully remodeled apartment and yard features full kitchen/family room, full bathroom, private bedroom as well as access to a spa-like backyard with pool, pergola and patio, and outdoor bathroom. Outdoor amenities generally available during warm weather months of June - October.