Holiday houses in Silicon Valley

Santa Cruz A-Frame

This unique A-Frame cabin, in a quiet mountain neighborhood with private creek access, was handbuilt in 1965 and remodeled in the summer of 2024. Now a little slice of heaven on the creek in the redwoods. *5-10 min to Henry Cowell Redwoods State Park, Roaring Camp Railroad, Loch Lomond Recreation Area, the Trout Farm Inn, Quail Hollow Ranch + Felton stores. *20 min to Santa Cruz, beach + Boardwalk. *1 min to Zayante Creek Market (EV charger) Find us on social: Insta @SantaCruzAFrame

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.

Private Garden Cottage

Relax in our cozy cottage nestled in a serene garden setting, the perfect get-away after a day of business meetings or sightseeing. We are close to major Silicon Valley destinations; 30 minutes from San Francisco, San Jose and the beach in Half Moon Bay —with easy access to Highways 101 and 280, as well as public transportation (SamTrans, Caltrain and BART via Caltrain). Our quiet street is an easy 5-minute walk (0.2 mi) from downtown San Carlos with shops and literally dozens of restaurants.

Modern Suite w/ luxury bath @ San Jose/Los Gatos

Welcome to our Master Suite, your cozy and private retreat in the heart of Silicon Valley! Whether you’re here for work, relocation, or a relaxing getaway, we’re delighted to host you in a space thoughtfully designed for comfort, convenience, and charm. Located on the border of San Jose and Los Gatos, our home offers the perfect blend of modern amenities, a welcoming atmosphere, and easy access to everything the Bay Area has to offer. We look forward to making your stay feel just like home!

The most desirable & beautiful 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.

Treehouse in Vineyard Overlooking Monterey Bay

Built on giant Douglas Fir trees, our treehouse is located on Lago Lomita Vineyards with a view of the entire Monterey Bay. The ladder/staircase leads to a 400 sq. ft. platform with a queen bed, electricity/WiFi in a tent! There is a full bath on the bottom floor of the main house, immediately inside the French Doors. See pics! Half hour to San Jose, 15 miles to the Capitola beach, and an hour from SFO or Monterey. Also, check out our 5 star yurt listing: 19876384

Walk to Santana Row + Valley Fair | 6min drive SJC

Private guest suite with it's own front door, bedroom and bathroom. There is no kitchen but we provide a mini fridge, microwave and kettle. It is a short walk to Santana row and Valley Fair Mall and a 5 minute drive to SJC Airport. This suite is 1 of 2 Airbnbs on the property. 1 Parking spot on the driveway, directly in front of the Airbnb. 0.3 mi to Santana Row 0.3 mi to Westfield/Valley Fair 3.1 mi to SJC Airport

Vintage Trailer in Menlo Park

Charming vintage trailer tucked away in our quiet backyard retreat. Walk to Palo Alto, Menlo Park. Close to Hwy 101, FB, etc. Trailer has lots of character with nice tree-lined neighborhood. Bed a bit smaller than a double size bed: private bath in home. We have 2 cats. If you have cat allergies, our trailer will not be the right place for your stay. Please read "more about this space" Policies & Reviews.

The Gleaming Parkside Room: 3.9 Miles to SJC

The room is clean, bright, and designed to create a warm and inviting atmosphere.Parking is convenient and we will reserve parking spaces for guests returning late. Located in a quiet, safe, and well-maintained community with friendly neighbors. Across the street is a charming baseball park, a great place for a morning workout or a relaxing walk. The address is within easy reach of all major highways.