Family-friendly 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 BUS on Farm Animal Rescue with CITY VIEW

Stay on a farm animal rescue in a 38’ yellow school bus conversion. If you are interested we also host an Airbnb Experience called Life With Farm Animals At Rancho Roben Rescues where you get a 90-120 minute up close encounter with all of the animals - taking time to learn about each of the unique creatures that lives here and the opportunity to interact with them directly. Pet a chicken, groom a pony, feed a goat, take a walk patrolling the fields with our livestock guardian dogs.

Spacious 4bd/3ba w 2 living rooms, 2 XL bedrooms

Welcome to our home, featuring a spacious open floor plan and a patio perfect for outdoor grilling, socializing and relaxation. Located in a peaceful neighborhood in Berryessa district of San Jose, our home is convenient to shopping, dining, public transportation (BART and VTA), and major highways. Private car or use of car share is recommended. This is a perfect house for multi-generational family group travel or work teams opting for a home with kitchen instead of staying in a hotel.

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.

Banana Tree Lodge Private Entry 1b/1b Guest Suite

"The Banana Tree Lodge is a furnished 1bed/1bath in-law suite with a separate entrance, 500 sq. ft, located near San Jose Air Port. Unit has Wi-Fi, microwave, refrigerator, kitchen sink. The lodge has free neighborhood street parking, and a shared backyard. This quite neighborhood has running and biking trails and easy access to 101/680 N/S. Parties and events are not allowed. smoking is not allowed within the house premises. 7 Days or more has discount.

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.

Views for Miles | Hot Tub | Gated Hilltop Home

Retreat above the city in this one-of-a-kind home and gaze at the sweeping view of Silicon Valley. Rancho Ruby is a revived 1950s ranch designed with a modern California style. Every amenity and detail has been thoughtfully considered for the tech-savvy travelers. The home is open, peaceful, and cool. It sits on a hilltop, situated on a secluded & gated third acre lot to allow tranquility for guests but is only a 15 minutes drive to the city center.

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.

Private Cottage nearby Airport/SAP/SJ Downtown/SCU

The cottage is located in the central of Silicon Valley. Convenient access to most attractions and places. About 7 to 15 minutes drive from most attractions: San Jose Airport, SAP Center, Avaya Stadium, San Jose Downtown, Caltrain/Diridon Station, Levi Stadium, SJ state university, Santa Clara university, Malls. Santa Cruz 35 minutes, San Francisco airport- 45 minutes. Close to major freeways I-280, I-880, US-101.

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.